Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

Bucket-list adventures at every port — where to fly in, and what to do the day(s) before and after.

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Showing 288 of 550 sailings
Norwegian · Norwegian LunaRound-trip
Caribbean 7 nights Jun 13 – Jun 20, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,409
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Bahamas 7 nights Jun 14 – Jun 21, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,349
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Bahamas 7 nights Jun 20 – Jun 27, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexJost Van DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Abaco Backcountry Fishing Adventure
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from $2,639
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Bahamas 7 nights Jun 20 – Jun 27, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,152
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Jun 20 – Jun 27, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $1,223
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Bahamas 7 nights Jun 27 – Jul 4, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,309
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Jun 28 – Jul 5, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,163
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Bahamas 7 nights Jul 4 – Jul 11, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexJost Van DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Abaco Backcountry Fishing Adventure
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from $2,234
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Bahamas 7 nights Jul 4 – Jul 11, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,259
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Jul 4 – Jul 11, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $1,294
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Celebrity · Celebrity BeyondRound-trip
Caribbean Jul 5, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Philipsburg, St. Maarten · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsJost Van DykeRandom Wind 'Paradise Day Sail'
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from $2,119
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Bahamas 7 nights Jul 11 – Jul 18, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,409
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Bahamas 7 nights Jul 12 – Jul 19, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,040
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Bahamas 7 nights Jul 18 – Jul 25, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexJost Van DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Abaco Backcountry Fishing Adventure
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from $2,298
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Caribbean 7 nights Jul 18 – Jul 25, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,169
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Jul 18 – Jul 25, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $1,416
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Jul 19, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsJost Van DykeMt. Liamuiga Volcano Crater Hike
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from $5,298
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Bahamas 7 nights Jul 25 – Aug 1, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,193
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Bahamas 7 nights Jul 26 – Aug 2, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,089
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Bahamas 7 nights Aug 1 – Aug 8, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexJost Van DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Abaco Backcountry Fishing Adventure
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from $2,077
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Caribbean 7 nights Aug 1 – Aug 8, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,046
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Aug 1 – Aug 8, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +2 more
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from $849
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Caribbean 7 nights Aug 8 – Aug 15, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $710
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Bahamas 7 nights Aug 9 – Aug 16, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $777
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Bahamas 7 nights Aug 15 – Aug 22, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexJost Van DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Abaco Backcountry Fishing Adventure
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from $2,513
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Bahamas 7 nights Aug 15 – Aug 22, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $710
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Aug 15 – Aug 22, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $694
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Aug 16, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsJost Van DykeMt. Liamuiga Volcano Crater Hike
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from $709
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
Caribbean 10 nights Aug 19 – Aug 29, 2026 from New York, New York
New York, New York · San Juan, Puerto Rico · … · New York, New York7 ports
New York, New York · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Puerto Plata, Dominican Republic · New York, New York
★ Bucket-list Manhattan Helicopter TourWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Private Catamaran Sail & Snorkel at Honeymoon Beac… +2 more
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from $1,264
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Caribbean 7 nights Aug 22 – Aug 29, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $924
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Aug 23 – Aug 30, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $699
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Bahamas 7 nights Aug 29 – Sep 5, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexJost Van DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Abaco Backcountry Fishing Adventure
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from $1,871
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Caribbean 7 nights Aug 29 – Sep 5, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $735
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Aug 29 – Sep 5, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $640
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Aug 30, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Philipsburg, St. Maarten · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsJost Van DykeRandom Wind 'Paradise Day Sail'
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from $838
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Bahamas 7 nights Sep 5 – Sep 12, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $735
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Sep 6 – Sep 13, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $686
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Bahamas 7 nights Sep 12 – Sep 19, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexJost Van DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Abaco Backcountry Fishing Adventure
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from $2,114
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Bahamas 7 nights Sep 12 – Sep 19, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $735
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Sep 12 – Sep 19, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $716
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Sep 13, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsJost Van DykeMt. Liamuiga Volcano Crater Hike
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from $870
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Bahamas 7 nights Sep 19 – Sep 26, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $742
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Sep 19 – Sep 26, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterJost Van DykeRandom Wind 'Paradise Day Sail' +2 more
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from $678
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Sep 20 – Sep 27, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $688
Book This Cruise@ Cruisebound
Cunard · Queen ElizabethRepositioning
Mexico 33 nights Sep 24 – Oct 27, 2026 from Seattle, Washington to Miami, Florida
Seattle, Washington · Los Angeles, California · … · Miami, Florida16 ports
Seattle, Washington · Los Angeles, California · Cabo San Lucas, Mexico · Puerto Quetzal, Guatemala · Fuerte Amador, Panama · Panama Canal, Panama · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida
★ Bucket-list Space Needle & Chihuly Garden of GlassWarner Bros. Studio Tour HollywoodEl Arco & Lover's BeachPrivate Full-Day Curaçao Island Tour with Local Ex… +6 more
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from $2,499
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Bahamas 7 nights Sep 26 – Oct 3, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexJost Van DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Abaco Backcountry Fishing Adventure
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from $2,072
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Bahamas 7 nights Sep 26 – Oct 3, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $742
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Sep 26 – Oct 3, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $687
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Sep 27, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Philipsburg, St. Maarten · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsJost Van DykeRandom Wind 'Paradise Day Sail'
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from $675
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Bahamas 7 nights Oct 3 – Oct 10, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $794
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Oct 4 – Oct 11, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $753
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Bahamas 7 nights Oct 10 – Oct 17, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexJost Van DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Abaco Backcountry Fishing Adventure
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from $2,407
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Bahamas 7 nights Oct 10 – Oct 17, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $794
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Oct 10 – Oct 17, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $573
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Oct 11, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsJost Van DykeMt. Liamuiga Volcano Crater Hike
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from $811
Book This Cruise@ Cruisebound
Cunard · Queen ElizabethRound-trip
Caribbean 21 nights Oct 15 – Nov 5, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida13 ports
Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida · Grand Turk, Turks and Caicos · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsSwim with wild green sea turtles + two shipwrecks…Random Wind 'Paradise Day Sail' +5 more
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from $1,922
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Caribbean 7 nights Oct 17 – Oct 24, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $794
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Oct 17 – Oct 24, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterJost Van DykeRandom Wind 'Paradise Day Sail' +2 more
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from $597
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Bahamas 7 nights Oct 18 – Oct 25, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $753
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyOne-way
Bermuda Oct 19, 2026 from Brooklyn, NY to San Juan, Puerto Rico
Brooklyn, NY · Kings Wharf, Bermuda · … · San Juan, Puerto Rico7 ports
Brooklyn, NY · Kings Wharf, Bermuda · Bimini, Bahamas · St. Croix, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Swim with Wild Dolphins at Honeymoon HarbourBuck Island ReefMaho BeachNorman Island +1 more
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from $1,443
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasOne-way
Caribbean 10 nights Oct 22 – Nov 1, 2026 from Baltimore, Maryland to San Juan, Puerto Rico
Baltimore, Maryland · Grand Turk, Turks and Caicos · … · San Juan, Puerto Rico8 ports
Baltimore, Maryland · Grand Turk, Turks and Caicos · Philipsburg, St. Maarten · Roseau, Dominica · Fort-de-France, Martinique · St. John's, Antigua · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Gibbs Cay Private Stingray Swim & Reef SnorkelRandom Wind 'Paradise Day Sail'Boiling Lake HikeMount Pelée & Saint-Pierre +3 more
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from $916
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Bahamas 7 nights Oct 24 – Oct 31, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexJost Van DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Abaco Backcountry Fishing Adventure
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from $1,586
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Caribbean 7 nights Oct 24 – Oct 31, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $833
Book This Cruise@ Cruisebound
Norwegian · Norwegian SunOne-way
Bermuda 13 nights Oct 24 – Nov 6, 2026 from New York, New York to Miami, Florida
New York, New York · Royal Naval Dockyard, Bermuda · … · Miami, Florida10 ports
New York, New York · Royal Naval Dockyard, Bermuda · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of BermudaWalk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac… +5 more
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from $1,257
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Oct 24 – Oct 31, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $580
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Oct 25, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Philipsburg, St. Maarten · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsJost Van DykeRandom Wind 'Paradise Day Sail'
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from $1,026
Book This Cruise@ Cruisebound
Cunard · Queen ElizabethRound-trip
Caribbean 21 nights Oct 27 – Nov 17, 2026 from Miami, Florida
Miami, Florida · Grand Turk, Turks and Caicos · … · Miami, Florida13 ports
Miami, Florida · Grand Turk, Turks and Caicos · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef SnorkelPrivate Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +5 more
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from $1,932
Book This Cruise@ Cruisebound
Oceania · Oceania VistaRepositioning
Caribbean 14 nights Oct 28 – Nov 11, 2026 from New York, New York to Miami, Florida
New York, New York · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida10 ports
New York, New York · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · St. Georges, Grenada, West Indies · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Miami, Florida
★ Bucket-list Manhattan Helicopter TourPrivate Full-Day Boat CharterJost Van DykePrivate Half-Day Island Adventure & Trunk Bay Beach +6 more
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from $3,412
Book This Cruise@ Cruisebound
Azamara · Azamara JourneyOne-way
Bermuda 9 nights Oct 29 – Nov 7, 2026 from New York, New York to San Juan, Puerto Rico
New York, New York · Hamilton, Bermuda · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Manhattan Helicopter TourRandom Wind 'Paradise Day Sail'Norman IslandWalk El Morro & Old San Juan's City Walls
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from $1,609
Book This Cruise@ Cruisebound
Regent · Seven Seas SplendorOne-way
Australia & South Pacific 16 nights Oct 30 – Nov 15, 2026 from Montreal, Quebec to Miami, Florida
Montreal, Quebec · Quebec City, Quebec · … · Miami, Florida14 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Willis Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Willis Island · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · San Juan, Puerto Rico · Willis Island · Miami, Florida
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Zodiac Circumnavigation of Willis IslandBridgeClimb SydneyPeggy's Cove & Lunenburg +6 more
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from $11,950
Book This Cruise@ Cruisebound
Norwegian · Norwegian LunaRound-trip
Caribbean 7 nights Oct 31 – Nov 7, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $840
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Nov 1 – Nov 8, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $803
Book This Cruise@ Cruisebound
Cunard · Queen ElizabethRound-trip
Caribbean 21 nights Nov 5 – Nov 26, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida14 ports
Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsSwim with wild green sea turtles + two shipwrecks…Random Wind 'Paradise Day Sail' +5 more
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from $1,945
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Bahamas 7 nights Nov 7 – Nov 14, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Tortola, B.V.I. · San Juan, Puerto Rico · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexJost Van DykeWalk El Morro & Old San Juan's City WallsAbaco Backcountry Fishing Adventure
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from $1,614
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Caribbean 7 nights Nov 8 – Nov 15, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,145
Book This Cruise@ Cruisebound
Virgin Voyages · Resilient LadyRound-trip
Caribbean Nov 8, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsNorman Island +1 more
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from $1,349
Book This Cruise@ Cruisebound
Norwegian · Norwegian BlissRound-trip
Caribbean 12 nights Nov 9 – Nov 21, 2026 from New York, New York
New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports
New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York
★ Bucket-list Manhattan Helicopter TourThe full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsMt. Liamuiga Volcano Crater Hike +3 more
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from $1,127
Book This Cruise@ Cruisebound
Cunard · Queen Mary 2Round-trip
Northern Europe 25 nights Nov 10 – Dec 5, 2026 from Southampton, England
Southampton, England · New York, New York · … · Southampton, England8 ports
Southampton, England · New York, New York · St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · New York, New York · Southampton, England
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Manhattan Helicopter TourPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Norman Island +2 more
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from $3,587
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
Caribbean 7 nights Nov 13 – Nov 20, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $749
Book This Cruise@ Cruisebound
Azamara · Azamara JourneyRound-trip
Caribbean 14 nights Nov 14 – Nov 28, 2026 from Bridgetown, Barbados
Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados15 ports
Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursBoiling Lake HikeMt. Liamuiga Volcano Crater Hike +5 more
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from $4,856
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Caribbean Nov 14, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandPrivate Half-Day Island Adventure & Trunk Bay BeachCosol Tours +1 more
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from $1,153
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bahamas 7 nights Nov 15 – Nov 22, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,013
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Nov 15 – Nov 22, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,423
Book This Cruise@ Cruisebound
Virgin Voyages · Brilliant LadyRound-trip
Bahamas Nov 15, 2026 from Miami, Florida
Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida7 ports
Miami, Florida · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho BeachNorman IslandMt. Liamuiga Volcano Crater Hike +2 more
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from $1,739
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Nov 16 – Nov 23, 2026 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga… +1 more
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from $1,407
Book This Cruise@ Cruisebound
Celebrity · Celebrity ConstellationRound-trip
Caribbean 11 nights Nov 17 – Nov 28, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · Fort-de-France, Martinique · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachCosol Tours +4 more
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from $917
Book This Cruise@ Cruisebound
Cunard · Queen Mary 2Round-trip
Caribbean 11 nights Nov 17 – Nov 28, 2026 from New York, New York
New York, New York · St. Thomas, U.S. Virgin Islands · … · New York, New York6 ports
New York, New York · St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Norman IslandMt. Liamuiga Volcano Crater Hike +1 more
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from $1,199
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
Bahamas 7 nights Nov 20 – Nov 27, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $799
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Caribbean 7 nights Nov 21 – Nov 28, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van DykeAbaco Backcountry Fishing Adventure
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from $3,317
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bahamas 7 nights Nov 22 – Nov 29, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,087
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Nov 22 – Nov 29, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +2 more
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from $1,300
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Nov 22 – Nov 29, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +2 more
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from $542
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Oceania · Oceania InsigniaRound-trip
Bahamas 25 nights Nov 24 – Dec 19, 2026 from Miami, Florida
Miami, Florida · Tortola, B.V.I. · … · Miami, Florida18 ports
Miami, Florida · Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · Scarborough, Tobago · Kiel Canal, Germany · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Kiel Canal, Germany · Bridgetown, Barbados · Roseau, Dominica · Philipsburg, St. Maarten · San Juan, Puerto Rico · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Jost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachCosol Tours +5 more
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from $7,649
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 8 nights Nov 25 – Dec 3, 2026 from Fort-de-France, Martinique
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique9 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Pointe-a-Pitre, Guadeloupe · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island
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from $1,227
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Oceania · Oceania VistaRound-trip
Caribbean 12 nights Nov 25 – Dec 7, 2026 from Miami, Florida
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida9 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterRandom Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre +3 more
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from $3,360
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 6 nights Nov 26 – Dec 2, 2026 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Pointe-a-Pitre, Guadeloupe7 ports
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island
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from $927
Book This Cruise@ Cruisebound
Cunard · Queen ElizabethRound-trip
Caribbean 21 nights Nov 26 – Dec 17, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida14 ports
Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsSwim with wild green sea turtles + two shipwrecks…Random Wind 'Paradise Day Sail' +5 more
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from $1,680
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
Bahamas 7 nights Nov 27 – Dec 4, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $729
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Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Nov 28 – Dec 5, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeBoiling Lake Hike +2 more
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from $910
Book This Cruise@ Cruisebound
Norwegian · Norwegian GemRound-trip
Caribbean 12 nights Nov 28 – Dec 10, 2026 from Tampa, Florida
Tampa, Florida · San Juan, Puerto Rico · … · Tampa, Florida9 ports
Tampa, Florida · San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterWalk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater Hike +4 more
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from $941
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Nov 28 – Dec 8, 2026 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Tortola, B.V.I. · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
★ Bucket-list Jost Van DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City WallsThe full 27 jumps at the Damajagua Waterfalls
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from $846
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Nov 28 – Dec 5, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $530
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Caribbean Nov 28, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Norman IslandMt. Liamuiga Volcano Crater Hike +2 more
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from $1,273
Book This Cruise@ Cruisebound
Holland America · Nieuw AmsterdamRound-trip
Bahamas 21 nights Nov 29 – Dec 20, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida15 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Fort-de-France, Martinique · Bridgetown, Barbados · Scarborough, Tobago · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Key West, Florida · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Mount Pelée & Saint-PierreSwim with wild green sea turtles + two shipwrecks… +7 more
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from $1,929
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Caribbean 7 nights Nov 29 – Dec 6, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $860
Book This Cruise@ Cruisebound
Norwegian · Norwegian BlissRound-trip
Caribbean 12 nights Nov 29 – Dec 11, 2026 from New York, New York
New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports
New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · New York, New York
★ Bucket-list Manhattan Helicopter TourThe full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsMt. Liamuiga Volcano Crater Hike +3 more
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from $945
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Nov 29 – Dec 6, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +2 more
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from $1,131
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Nov 30 – Dec 7, 2026 from Santo Domingo, Dominican Republic
Santo Domingo, Dominican Republic · Pointe-a-Pitre, Guadeloupe · … · Santo Domingo, Dominican Republic8 ports
Santo Domingo, Dominican Republic · Pointe-a-Pitre, Guadeloupe · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mount Pelée & Saint-PierreMt. Liamuiga Volcano Crater HikeNorman Island
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from $1,009
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Nov 30 – Dec 7, 2026 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga… +1 more
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from $767
Book This Cruise@ Cruisebound
Virgin Voyages · Brilliant LadyRound-trip
Caribbean Nov 30, 2026 from Miami, Florida
Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida8 ports
Miami, Florida · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho BeachNorman IslandBuck Island Reef +3 more
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from $1,355
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 8 nights Dec 2 – Dec 10, 2026 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Fort-de-France, Martinique · … · Pointe-a-Pitre, Guadeloupe10 ports
Pointe-a-Pitre, Guadeloupe · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mount Pelée & Saint-PierreMt. Liamuiga Volcano Crater HikeNorman Island
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from $1,221
Book This Cruise@ Cruisebound
Oceania · Oceania AlluraRound-trip
Caribbean 10 nights Dec 2 – Dec 12, 2026 from Miami, Florida
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida7 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Gustavia, St. Barts · Philipsburg, St. Maarten · Frederikstad, St. Croix · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterRandom Wind 'Paradise Day Sail'Jost Van Dyke
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from $3,815
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 6 nights Dec 3 – Dec 9, 2026 from Fort-de-France, Martinique
Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Fort-de-France, Martinique7 ports
Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreMt. Liamuiga Volcano Crater HikeNorman Island
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from $937
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Dec 3 – Dec 17, 2026 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman Island +2 more
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from $2,895
Book This Cruise@ Cruisebound
Costa · Costa FascinosaRepositioning
Mediterranean 23 nights Dec 4 – Dec 27, 2026 from Marseille, France to La Romana, Dominican Republic
Marseille, France · Savona (Genoa), Italy · … · La Romana, Dominican Republic16 ports
Marseille, France · Savona (Genoa), Italy · Barcelona, Spain · Malaga, Spain · Las Palmas, Gran Canaria, Canary Islands · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Antigua, Antigua & Barbuda · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Calanques National Park Boat Cruise from the Old P…Portofino & San Fruttuoso Abbey by the local ferrySagrada FamiliaGranada & the Alhambra +7 more
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from $2,110
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Dec 4 – Dec 18, 2026 from Fort-de-France, Martinique
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman IslandSaona Island Private Speedboat & Natural Pool Day +2 more
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from $1,664
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
Caribbean 7 nights Dec 4 – Dec 11, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $623
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Bahamas 7 nights Dec 5 – Dec 12, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van DykeAbaco Backcountry Fishing Adventure
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from $2,512
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bahamas 7 nights Dec 6 – Dec 13, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,378
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Dec 6 – Dec 13, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Lucia, Caribbean · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Swim with wild green sea turtles + two shipwrecks…Mt. Liamuiga Volcano Crater Hike +2 more
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from $1,084
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Dec 6 – Dec 13, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +2 more
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from $597
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Dec 7 – Dec 14, 2026 from Santo Domingo, Dominican Republic
Santo Domingo, Dominican Republic · Fort-de-France, Martinique · … · Santo Domingo, Dominican Republic9 ports
Santo Domingo, Dominican Republic · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island
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from $989
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Dec 7 – Dec 14, 2026 from La Romana, Dominican Republic
La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayRandom Wind 'Paradise Day Sail'Norman Island
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from $659
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Dec 8 – Dec 18, 2026 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philadelphia, Pennsylvania
★ Bucket-list The full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke
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from $755
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Dec 9 – Dec 16, 2026 from Fort-de-France, Martinique
Fort-de-France, Martinique · Martinique Bay · … · Fort-de-France, Martinique9 ports
Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island
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from $1,067
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Dec 10 – Dec 17, 2026 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Pointe-a-Pitre, Guadeloupe9 ports
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandMount Pelée & Saint-Pierre
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from $1,065
Book This Cruise@ Cruisebound
Oceania · Oceania MarinaRound-trip
Caribbean 12 nights Dec 10 – Dec 22, 2026 from Miami, Florida
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida9 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Gustavia, St. Barts · St. John's, Antigua · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachMount Pelée & Saint-Pierre +3 more
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from $2,697
Book This Cruise@ Cruisebound
Holland America · Nieuw AmsterdamRound-trip
Bahamas 16 nights Dec 11 – Dec 27, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida12 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · Key West, Florida · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachNorman Island +5 more
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from $1,574
Book This Cruise@ Cruisebound
Norwegian · Norwegian BlissRound-trip
Caribbean 12 nights Dec 11 – Dec 23, 2026 from New York, New York
New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports
New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York
★ Bucket-list Manhattan Helicopter TourThe full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsMt. Liamuiga Volcano Crater Hike +3 more
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from $887
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
Caribbean 7 nights Dec 11 – Dec 18, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $623
Book This Cruise@ Cruisebound
Regent · Seven Seas SplendorRound-trip
Caribbean 17 nights Dec 11 – Dec 28, 2026 from Galveston, Texas
Galveston, Texas · Willis Island · … · Galveston, Texas15 ports
Galveston, Texas · Willis Island · Montego Bay, Jamaica · Ocho Rios, Jamaica · Willis Island · Punta Cana, Dominican Republic · San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · Gustavia, St. Barts · St. John's, Antigua · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Galveston, Texas
★ Bucket-list Moody GardensZodiac Circumnavigation of Willis IslandWalk El Morro & Old San Juan's City WallsJost Van Dyke +3 more
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from $10,299
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Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Dec 12 – Dec 19, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · St. Georges, Grenada, West Indies · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeBoiling Lake Hike +2 more
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from $582
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Celebrity · Celebrity EclipseRound-trip
Caribbean 10 nights Dec 12 – Dec 22, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Tortola, B.V.I. · … · Fort Lauderdale (Port Everglades), Florida7 ports
Fort Lauderdale (Port Everglades), Florida · Tortola, B.V.I. · St. John's, Antigua · Bridgetown, Barbados · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachSwim with wild green sea turtles + two shipwrecks… +2 more
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from $825
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Cunard · Queen Mary 2Repositioning
Northern Europe 21 nights Dec 12 – Jan 2, 2027 from Southampton, England to New York, New York
Southampton, England · New York, New York · … · New York, New York9 ports
Southampton, England · New York, New York · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Bridgetown, Barbados · St. Lucia, Caribbean · Dominica, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · New York, New York
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Manhattan Helicopter TourNorman IslandRandom Wind 'Paradise Day Sail' +2 more
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from $3,310
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Oceania · Oceania AlluraRound-trip
Caribbean 9 nights Dec 12 – Dec 21, 2026 from Miami, Florida
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida6 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterRandom Wind 'Paradise Day Sail'Jost Van Dyke
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from $2,555
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Dec 12 – Dec 19, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $545
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Caribbean 7 nights Dec 13 – Dec 20, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $823
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Dec 13 – Dec 20, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +2 more
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from $1,094
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Dec 14 – Dec 21, 2026 from Santo Domingo, Dominican Republic
Santo Domingo, Dominican Republic · Fort-de-France, Martinique · … · Santo Domingo, Dominican Republic9 ports
Santo Domingo, Dominican Republic · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Antigua, Antigua & Barbuda · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island
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from $979
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MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Dec 14 – Dec 21, 2026 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga… +1 more
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from $639
Book This Cruise@ Cruisebound
Norwegian · Norwegian GetawayRound-trip
Caribbean 8 nights Dec 14 – Dec 22, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida7 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsJost Van Dyke +2 more
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from $625
Book This Cruise@ Cruisebound
Costa · Costa FavolosaOne-way
Caribbean 7 nights Dec 16 – Dec 23, 2026 from Fort-de-France, Martinique to Fort-de-France, Martinique
Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports
Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Antigua, Antigua & Barbuda · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island
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from $1,097
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Dec 17 – Dec 24, 2026 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Pointe-a-Pitre, Guadeloupe9 ports
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Antigua, Antigua & Barbuda · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandMount Pelée & Saint-Pierre
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from $1,145
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Dec 17 – Dec 31, 2026 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman Island +2 more
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from $3,595
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Dec 18 – Jan 1, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman IslandSaona Island Private Speedboat & Natural Pool Day +2 more
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from $3,048
Book This Cruise@ Cruisebound
Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Dec 19 – Dec 26, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeBoiling Lake Hike +2 more
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from $656
Book This Cruise@ Cruisebound
Cunard · Queen Mary 2Repositioning
Northern Europe 23 nights Dec 19 – Jan 11, 2027 from New York, New York to Southampton, England
New York, New York · Road Town, Tortola, B.V.I. · … · Southampton, England9 ports
New York, New York · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Bridgetown, Barbados · St. Lucia, Caribbean · Dominica, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · New York, New York · Southampton, England
★ Bucket-list Manhattan Helicopter TourNorman IslandRandom Wind 'Paradise Day Sail'Swim with wild green sea turtles + two shipwrecks… +2 more
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from $3,389
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Bahamas 7 nights Dec 19 – Dec 26, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van DykeAbaco Backcountry Fishing Adventure
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from $4,003
Book This Cruise@ Cruisebound
Regent · Seven Seas GrandeurRound-trip
Caribbean 10 nights Dec 19 – Dec 29, 2026 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida9 ports
Miami, Florida · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Roseau, Dominica · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Full-Day Boat CharterBoiling Lake Hike +3 more
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from $8,999
Book This Cruise@ Cruisebound
Costa · Costa FascinosaRound-trip
Caribbean 7 nights Dec 20 – Dec 27, 2026 from La Romana, Dominican Republic
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · … · La Romana, Dominican Republic9 ports
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Antigua, Antigua & Barbuda · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayCosol ToursDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike +1 more
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from $1,001
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bahamas 7 nights Dec 20 – Dec 27, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,245
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Dec 20 – Dec 27, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Private Catamaran Sail & Snorkel at Honeymoon Beac… +1 more
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from $1,380
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Dec 20 – Dec 27, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Roseau, Dominica · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +2 more
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from $737
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Dec 21 – Dec 28, 2026 from Santo Domingo, Dominican Republic
Santo Domingo, Dominican Republic · Martinique Bay · … · Santo Domingo, Dominican Republic9 ports
Santo Domingo, Dominican Republic · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +1 more
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from $1,087
Book This Cruise@ Cruisebound
Oceania · Oceania AlluraRound-trip
Mexico 17 nights Dec 21 – Jan 7, 2027 from Miami, Florida
Miami, Florida · Costa Maya, Mexico · … · Miami, Florida12 ports
Miami, Florida · Costa Maya, Mexico · Roatan, Honduras · Harvest Caye, Belize · Cozumel, Mexico · Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Chacchoben Mayan RuinsHold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Lamanai Mayan Ruins +5 more
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from $10,049
Book This Cruise@ Cruisebound
Oceania · Oceania VistaRound-trip
Bahamas 7 nights Dec 21 – Dec 28, 2026 from Miami, Florida
Miami, Florida · Tortola, B.V.I. · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Jost Van DykePrivate Full-Day Boat CharterSwim With the Wild Exuma Pigs
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from $2,242
Book This Cruise@ Cruisebound
Regent · Seven Seas MarinerOne-way
Caribbean 14 nights Dec 21 – Jan 4, 2027 from Tampa, Florida to Miami, Florida
Tampa, Florida · Willis Island · … · Miami, Florida14 ports
Tampa, Florida · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Tortola, B.V.I. · Willis Island · Miami, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterZodiac Circumnavigation of Willis IslandStingray City SandbarThe Natural Pool +6 more
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from $9,899
Book This Cruise@ Cruisebound
Norwegian · Norwegian GetawayRound-trip
Caribbean 9 nights Dec 22 – Dec 31, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida8 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail' +3 more
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from $1,010
Book This Cruise@ Cruisebound
Costa · Costa FascinosaOne-way
Caribbean 4 nights Dec 23 – Dec 27, 2026 from Pointe-a-Pitre, Guadeloupe to La Romana, Dominican Republic
Pointe-a-Pitre, Guadeloupe · Guadeloupe Bay · … · La Romana, Dominican Republic6 ports
Pointe-a-Pitre, Guadeloupe · Guadeloupe Bay · Antigua, Antigua & Barbuda · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandSaona Island Private Speedboat & Natural Pool Day
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from $723
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Dec 23 – Dec 30, 2026 from Fort-de-France, Martinique
Fort-de-France, Martinique · Martinique Bay · … · Fort-de-France, Martinique9 ports
Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +1 more
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from $1,196
Book This Cruise@ Cruisebound
Norwegian · Norwegian BlissRound-trip
Caribbean 12 nights Dec 23 – Jan 4, 2027 from New York, New York
New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports
New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · New York, New York
★ Bucket-list Manhattan Helicopter TourThe full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsMt. Liamuiga Volcano Crater Hike +3 more
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from $1,860
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
Caribbean 7 nights Dec 23 – Dec 30, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,067
Book This Cruise@ Cruisebound
Norwegian · Norwegian JewelRound-trip
Bahamas 12 nights Dec 23 – Jan 4, 2027 from Miami, Florida
Miami, Florida · Great Stirrup Cay, Bahamas · … · Miami, Florida10 ports
Miami, Florida · Great Stirrup Cay, Bahamas · Cabo Rojo, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Philipsburg, St. Maarten · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Silver Cove Private VillaArubaPrivate Full-Day Curaçao Island Tour with Local Ex… +4 more
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from $1,792
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Caribbean 11 nights Dec 23 – Jan 3, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Philipsburg, St. Maarten · … · Philadelphia, Pennsylvania7 ports
Philadelphia, Pennsylvania · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
★ Bucket-list Random Wind 'Paradise Day Sail'Private Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van DykeWalk El Morro & Old San Juan's City Walls +1 more
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from $1,199
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Dec 24 – Dec 31, 2026 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe9 ports
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater HikeNorman Island +1 more
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from $1,193
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Dec 26 – Jan 2, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $908
Book This Cruise@ Cruisebound
Disney · Disney DreamRound-trip
Caribbean 7 nights Dec 27 – Jan 3, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Disney Lookout Cay · San Juan, Puerto Rico · Tortola, B.V.I. · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Historical & Cultural SUV Tour of EleutheraWalk El Morro & Old San Juan's City WallsJost Van Dyke
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from $4,837
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Caribbean 7 nights Dec 27 – Jan 3, 2027 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,859
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Dec 27 – Jan 3, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +2 more
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from $2,519
Book This Cruise@ Cruisebound
Azamara · Azamara JourneyOne-way
Caribbean 17 nights Dec 28 – Jan 14, 2027 from Bridgetown, Barbados to Miami, Florida
Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · … · Miami, Florida14 ports
Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Castries, St. Lucia · Port of Charlestown, Nevis, St. Kitts and Nevis · Frederikstad, St. Croix · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · Gustavia, St. Barts · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Miami, Florida
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Cosol Tours +6 more
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from $7,329
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Dec 28 – Jan 4, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $1,649
Book This Cruise@ Cruisebound
Oceania · Oceania AlluraRound-trip
Caribbean 10 nights Dec 28 – Jan 7, 2027 from Miami, Florida
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida7 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterRandom Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +1 more
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from $6,649
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Virgin Voyages · Brilliant LadyRound-trip
Bahamas Dec 28, 2026 from Miami, Florida
Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida7 ports
Miami, Florida · St. Maarten, Netherlands Antilles · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · St. John's, Antigua · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho BeachMt. Liamuiga Volcano Crater HikeNorman Island +2 more
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from $2,238
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Norwegian · Norwegian EscapeRound-trip
Caribbean 7 nights Dec 30 – Jan 6, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,209
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Dec 31 – Jan 14, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachNorman Island +2 more
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from $2,578
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Norwegian · Norwegian GetawayRound-trip
Bahamas 7 nights Dec 31 – Jan 7, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $710
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Jan 1 – Jan 15, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachNorman IslandSaona Island Private Speedboat & Natural Pool Day +2 more
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from $1,714
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Disney · Disney TreasureRound-trip
Bahamas 7 nights Jan 2 – Jan 9, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van DykeAbaco Backcountry Fishing Adventure
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from $2,569
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Caribbean Jan 2, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Bridgetown, Barbados · Castries, St. Lucia · St. John's, Antigua · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandSwim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more
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from $1,213
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Costa · Costa FascinosaRound-trip
Caribbean 7 nights Jan 3 – Jan 10, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · … · La Romana, Dominican Republic9 ports
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayCosol ToursSwim with wild green sea turtles + two shipwrecks…Death in Paradise Filming Locations & Botanical Ga… +2 more
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from $973
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Norwegian · Norwegian AquaRound-trip
Bahamas 7 nights Jan 3 – Jan 10, 2027 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $905
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Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Jan 3 – Jan 13, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Philadelphia, Pennsylvania
★ Bucket-list The full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsJost Van DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…
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from $685
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Jan 3 – Jan 10, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van DykeAruba +1 more
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from $1,402
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Costa · Costa FavolosaRound-trip
Caribbean 7 nights Jan 4 – Jan 11, 2027 from Santo Domingo, Dominican Republic
Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · … · Santo Domingo, Dominican Republic9 ports
Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island
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from $979
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Norwegian · Norwegian BlissRound-trip
Caribbean 12 nights Jan 4 – Jan 16, 2027 from New York, New York
New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports
New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York
★ Bucket-list Manhattan Helicopter TourThe full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsMt. Liamuiga Volcano Crater Hike +3 more
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from $1,157
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MSC Cruises · MSC MagnificaRound-trip
Australia & South Pacific 121 nights Jan 5 – May 6, 2027 from Genoa, Italy
Genoa, Italy · Marseille, France · … · Genoa, Italy45 ports
Genoa, Italy · Marseille, France · Barcelona, Spain · Gibraltar, British Territory · Casablanca, Morocco · Mindelo, Cape Verde Island · Bahia de Salvador, Brazil · Rio de Janeiro, Brazil · Buenos Aires, Argentina · Puerto Madryn, Argentina · Port Stanley, Falkland Islands · Ushuaia, Argentina · Puerto Montt, Chile · Valparaiso (Santiago), Chile · Easter Island, Chile · Pitcairn Island, United Kingdom · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Aitutaki, Cook Islands · Rarotonga, Cook Islands · Bay of Islands (Paihia), New Zealand · Auckland, New Zealand · Tauranga, New Zealand · Bluff, New Zealand · Dunedin, New Zealand · Hobart, Australia · Sydney, Australia · Noumea, New Caledonia · Luganville, Vanuatu · Apia, Western Samoa · Pago Pago, American Samoa · Honolulu, Oahu, Hawaii · Hilo, Hawaii · Los Angeles, California · Cabo San Lucas, Mexico · Puntarenas, Costa Rica · Balboa, Panama · La Romana, Dominican Republic · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Las Palmas, Gran Canaria, Canary Islands · Ibiza, Spain · Naples, Italy · Civitavecchia (Rome), Italy · Genoa, Italy
★ Bucket-list Sail straight to Portofino from the cruise dockCalanques National Park Boat Cruise from the Old P…Sagrada FamiliaUpper Rock Nature Reserve +25 more
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from $17,049
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MSC Cruises · MSC MagnificaRound-trip
Hawaii 121 nights Jan 6 – May 7, 2027 from Marseille, France
Marseille, France · Barcelona, Spain · … · Marseille, France45 ports
Marseille, France · Barcelona, Spain · Gibraltar, British Territory · Casablanca, Morocco · Mindelo, Cape Verde Island · Bahia de Salvador, Brazil · Rio de Janeiro, Brazil · Buenos Aires, Argentina · Puerto Madryn, Argentina · Port Stanley, Falkland Islands · Ushuaia, Argentina · Puerto Montt, Chile · Valparaiso (Santiago), Chile · Easter Island, Chile · Pitcairn Island, United Kingdom · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Aitutaki, Cook Islands · Rarotonga, Cook Islands · Bay of Islands (Paihia), New Zealand · Auckland, New Zealand · Tauranga, New Zealand · Bluff, New Zealand · Dunedin, New Zealand · Hobart, Australia · Sydney, Australia · Noumea, New Caledonia · Luganville, Vanuatu · Apia, Western Samoa · Pago Pago, American Samoa · Honolulu, Oahu, Hawaii · Hilo, Hawaii · Los Angeles, California · Cabo San Lucas, Mexico · Puntarenas, Costa Rica · Balboa, Panama · La Romana, Dominican Republic · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Las Palmas, Gran Canaria, Canary Islands · Ibiza, Spain · Naples, Italy · Civitavecchia (Rome), Italy · Genoa, Italy · Marseille, France
★ Bucket-list Calanques National Park Boat Cruise from the Old P…Sagrada FamiliaUpper Rock Nature ReservePrivate Guided Tour of Casablanca with Hassan II M… +25 more
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from $18,029
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Norwegian · Norwegian EscapeRound-trip
Caribbean 9 nights Jan 6 – Jan 15, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida8 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail' +3 more
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from $1,019
Book This Cruise@ Cruisebound
Costa · Costa FascinosaRound-trip
Caribbean 14 nights Jan 7 – Jan 21, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · … · Pointe-a-Pitre, Guadeloupe15 ports
Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Samana, Dominican Republic · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · Cabo Rojo, Dominican Republic · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Fort-de-France, Martinique · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandSaona Island Private Speedboat & Natural Pool Day +4 more
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from $1,998
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Costa · Costa FavolosaOne-way
Caribbean 7 nights Jan 7 – Jan 14, 2027 from Fort-de-France, Martinique to Fort-de-France, Martinique
Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports
Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island +1 more
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from $1,036
Book This Cruise@ Cruisebound
MSC Cruises · MSC MagnificaOne-way
Mediterranean 121 nights Jan 7 – May 8, 2027 from Barcelona, Spain to Tarragona, Spain
Barcelona, Spain · Gibraltar, British Territory · … · Tarragona, Spain45 ports
Barcelona, Spain · Gibraltar, British Territory · Casablanca, Morocco · Mindelo, Cape Verde Island · Bahia de Salvador, Brazil · Rio de Janeiro, Brazil · Buenos Aires, Argentina · Puerto Madryn, Argentina · Port Stanley, Falkland Islands · Ushuaia, Argentina · Puerto Montt, Chile · Valparaiso (Santiago), Chile · Easter Island, Chile · Pitcairn Island, United Kingdom · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Aitutaki, Cook Islands · Rarotonga, Cook Islands · Bay of Islands (Paihia), New Zealand · Auckland, New Zealand · Tauranga, New Zealand · Bluff, New Zealand · Dunedin, New Zealand · Hobart, Australia · Sydney, Australia · Noumea, New Caledonia · Luganville, Vanuatu · Apia, Western Samoa · Pago Pago, American Samoa · Honolulu, Oahu, Hawaii · Hilo, Hawaii · Los Angeles, California · Cabo San Lucas, Mexico · Puntarenas, Costa Rica · Balboa, Panama · La Romana, Dominican Republic · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Las Palmas, Gran Canaria, Canary Islands · Ibiza, Spain · Naples, Italy · Civitavecchia (Rome), Italy · Genoa, Italy · Marseille, France · Tarragona, Spain
★ Bucket-list Sagrada FamiliaUpper Rock Nature ReservePrivate Guided Tour of Casablanca with Hassan II M…Private Full-Day Rio Highlights +26 more
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from $17,049
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Oceania · Oceania AlluraRound-trip
Caribbean 13 nights Jan 7 – Jan 20, 2027 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida9 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Falmouth, Jamaica · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarBlue Hole & Secret FallsAruba +4 more
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from $7,099
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Costa · Costa FavolosaRound-trip
Caribbean 7 nights Jan 8 – Jan 15, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Pointe-a-Pitre, Guadeloupe9 ports
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandRandom Wind 'Paradise Day Sail' +1 more
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from $1,033
Book This Cruise@ Cruisebound
Costa · Costa FascinosaRound-trip
Caribbean 14 nights Jan 10 – Jan 24, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic15 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Samana, Dominican Republic · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · Cabo Rojo, Dominican Republic · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Fort-de-France, Martinique · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayGibbs Cay Private Stingray Swim & Reef Snorkel27 Charcos of DamajaguaMount Pelée & Saint-Pierre +4 more
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from $2,012
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Norwegian · Norwegian AquaRound-trip
Bahamas 7 nights Jan 10 – Jan 17, 2027 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $746
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Jan 10 – Jan 17, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · Bridgetown, Barbados · St. Lucia, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Swim with wild green sea turtles + two shipwrecks… +2 more
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from $1,146
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Jan 11 – Jan 18, 2027 from Santo Domingo, Dominican Republic
Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · … · Santo Domingo, Dominican Republic9 ports
Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic
★ Bucket-list Random Wind 'Paradise Day Sail'Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike +1 more
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from $957
Book This Cruise@ Cruisebound
Cunard · Queen Mary 2Round-trip
Mediterranean 34 nights Jan 11 – Feb 14, 2027 from Southampton, England
Southampton, England · Funchal, Madeira, Portugal · … · Southampton, England12 ports
Southampton, England · Funchal, Madeira, Portugal · Road Town, Tortola, B.V.I. · Bridgetown, Barbados · St. Lucia, Caribbean · Grenada, Caribbean · Dominica, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Amber Cove, Dominican Republic · Philipsburg, St. Maarten · Santa Cruz de Tenerife, Canary Islands · Southampton, England
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Pico do Arieiro to Pico RuivoNorman IslandSwim with wild green sea turtles + two shipwrecks… +4 more
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from $7,369
Book This Cruise@ Cruisebound
Virgin Voyages · Brilliant LadyRound-trip
Bahamas Jan 11, 2027 from Miami, Florida
Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida8 ports
Miami, Florida · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho BeachNorman IslandBuck Island Reef +3 more
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from $1,747
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Jan 13 – Jan 23, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · St. Thomas, U.S. Virgin Islands · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
★ Bucket-list Private Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van DykeWalk El Morro & Old San Juan's City WallsThe full 27 jumps at the Damajagua Waterfalls
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from $714
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Jan 14 – Jan 21, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · Martinique Bay · … · Fort-de-France, Martinique9 ports
Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island
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from $1,057
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Jan 15 – Jan 22, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Pointe-a-Pitre, Guadeloupe9 ports
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandMount Pelée & Saint-Pierre
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from $1,055
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
Bahamas 7 nights Jan 15 – Jan 22, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $839
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Bahamas 7 nights Jan 16 – Jan 23, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Tortola, B.V.I. · San Juan, Puerto Rico · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexJost Van DykeWalk El Morro & Old San Juan's City WallsAbaco Backcountry Fishing Adventure
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from $2,419
Book This Cruise@ Cruisebound
Costa · Costa FascinosaRound-trip
Caribbean 14 nights Jan 17 – Jan 31, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · … · La Romana, Dominican Republic16 ports
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Fort-de-France, Martinique · Bridgetown, Barbados · Guadalupa Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Guadalupa Bay · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Samana, Dominican Republic · Puerto Plata, Dominican Republic · Grand Turk, Turks and Caicos · Cabo Rojo, Dominican Republic · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayMount Pelée & Saint-PierreSwim with wild green sea turtles + two shipwrecks…Death in Paradise Filming Locations & Botanical Ga… +4 more
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from $1,959
Book This Cruise@ Cruisebound
Holland America · Nieuw AmsterdamRound-trip
Bahamas 21 nights Jan 17 – Feb 7, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Port of Oranjestad, Aruba, Caribbean · Cartagena, Colombia · Gatun Lake, Panama Canal, Panama · Colon, Panama · Panama Canal, Panama · Puerto Limon, Costa Rica · Georgetown, Grand Cayman, Cayman Islands · Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHorseback Riding by Land & SeaArubaThe Roman Theatre of Cartagena with the Rafael Mon… +6 more
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from $2,289
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bahamas 7 nights Jan 17 – Jan 24, 2027 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,019
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Jan 17 – Jan 24, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Kralendijk, Bonaire, Dutch Antilles · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsKlein BonairePrivate Full-Day Curaçao Island Tour with Local Ex…Private Catamaran Sail & Snorkel at Honeymoon Beac… +1 more
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from $1,379
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Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Jan 17 – Jan 24, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Fort-de-France, Martinique · Port of Kingstown, St. Vincent & the Grenadines · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachMount Pelée & Saint-Pierre +1 more
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from $584
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Costa · Costa FascinosaOne-way
Caribbean 14 nights Jan 21 – Feb 4, 2027 from Pointe-a-Pitre, Guadeloupe to Pointe-a-Pitre, Guadeloupe
Guadalupa Bay · Pointe-a-Pitre, Guadeloupe · … · Pointe-a-Pitre, Guadeloupe16 ports
Guadalupa Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Guadalupa Bay · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Samana, Dominican Republic · Puerto Plata, Dominican Republic · Grand Turk, Turks and Caicos · Cabo Rojo, Dominican Republic · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandSaona Island Private Speedboat & Natural Pool Day +4 more
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from $1,961
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Disney · Disney DreamRound-trip
Caribbean 7 nights Jan 22 – Jan 29, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Disney Lookout Cay · San Juan, Puerto Rico · Tortola, B.V.I. · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Historical & Cultural SUV Tour of EleutheraWalk El Morro & Old San Juan's City WallsJost Van Dyke
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from $2,067
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Norwegian · Norwegian EscapeRound-trip
Bahamas 7 nights Jan 22 – Jan 29, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $560
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Holland America · RotterdamRound-trip
Bahamas 21 nights Jan 23 – Feb 13, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHorseback Riding by Land & SeaBlue Hole & Secret FallsStingray City Sandbar +9 more
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from $2,259
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Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Jan 23 – Feb 2, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Tortola, B.V.I. · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
★ Bucket-list Jost Van DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City WallsThe full 27 jumps at the Damajagua Waterfalls
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from $737
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Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Jan 23 – Jan 30, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $541
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Virgin Voyages · Valiant LadyRound-trip
Caribbean Jan 23, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Castries, St. Lucia · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandMt. Liamuiga Volcano Crater HikePrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $1,127
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Costa · Costa FascinosaRound-trip
Caribbean 14 nights Jan 24 – Feb 7, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic16 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Samana, Dominican Republic · Puerto Plata, Dominican Republic · Grand Turk, Turks and Caicos · Cabo Rojo, Dominican Republic · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Bridgetown, Barbados · Guadalupa Bay · Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayThe full 27 jumps at the Damajagua WaterfallsGibbs Cay Private Stingray Swim & Reef SnorkelCosol Tours +4 more
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from $1,975
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Norwegian · Norwegian AquaRound-trip
Bahamas 7 nights Jan 24 – Jan 31, 2027 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $759
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Jan 24 – Jan 31, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +2 more
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from $1,153
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Costa · Costa FavolosaRound-trip
Caribbean 7 nights Jan 25 – Feb 1, 2027 from Santo Domingo, Dominican Republic
Santo Domingo, Dominican Republic · Roseau, Dominica · … · Santo Domingo, Dominican Republic9 ports
Santo Domingo, Dominican Republic · Roseau, Dominica · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic
★ Bucket-list Boiling Lake HikeMount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike +1 more
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from $981
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MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Jan 25 – Feb 1, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $709
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Virgin Voyages · Brilliant LadyRound-trip
Bahamas Jan 25, 2027 from Miami, Florida
Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida7 ports
Miami, Florida · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho BeachNorman IslandMt. Liamuiga Volcano Crater Hike +2 more
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from $1,531
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MSC Cruises · MSC MagnificaRepositioning
Northern Europe 99 nights Jan 26 – May 5, 2027 from Buenos Aires, Argentina to Civitavecchia (Rome), Italy
Buenos Aires, Argentina · Puerto Madryn, Argentina · … · Civitavecchia (Rome), Italy37 ports
Buenos Aires, Argentina · Puerto Madryn, Argentina · Port Stanley, Falkland Islands · Ushuaia, Argentina · Puerto Montt, Chile · Valparaiso (Santiago), Chile · Easter Island, Chile · Pitcairn Island, United Kingdom · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Aitutaki, Cook Islands · Rarotonga, Cook Islands · Bay of Islands (Paihia), New Zealand · Auckland, New Zealand · Tauranga, New Zealand · Bluff, New Zealand · Dunedin, New Zealand · Hobart, Australia · Sydney, Australia · Noumea, New Caledonia · Luganville, Vanuatu · Apia, Western Samoa · Pago Pago, American Samoa · Honolulu, Oahu, Hawaii · Hilo, Hawaii · Los Angeles, California · Cabo San Lucas, Mexico · Puntarenas, Costa Rica · Balboa, Panama · Panama Canal (transit) Panama · La Romana, Dominican Republic · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Las Palmas, Gran Canaria, Canary Islands · Ibiza, Spain · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list El Teatro ColónPrivate Full-Day Península ValdésIsla MartilloPrivate Osorno Volcano & Petrohué Falls Shore Excu… +19 more
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from $14,299
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Oceania · Oceania AlluraRound-trip
Caribbean 9 nights Jan 27 – Feb 5, 2027 from Miami, Florida
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida6 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterRandom Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +1 more
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from $4,349
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Jan 28 – Feb 4, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · Martinique Bay · … · Fort-de-France, Martinique9 ports
Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island
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from $1,067
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Jan 29 – Feb 5, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Pointe-a-Pitre, Guadeloupe9 ports
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandMount Pelée & Saint-Pierre
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from $1,065
Book This Cruise@ Cruisebound
Holland America · Nieuw AmsterdamRound-trip
Bahamas 21 nights Jan 29 – Feb 19, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Port of Oranjestad, Aruba, Caribbean · Cartagena, Colombia · Colon, Panama · Gatun Lake, Panama Canal, Panama · Panama Canal, Panama · Puerto Limon, Costa Rica · Georgetown, Grand Cayman, Cayman Islands · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Half-Day Island Adventure & Trunk Bay BeachPrivate Full-Day Boat CharterNorman Island +6 more
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from $2,279
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Jan 29 – Feb 12, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachNorman IslandSaona Island Private Speedboat & Natural Pool Day +2 more
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from $1,784
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
Bahamas 7 nights Jan 29 – Feb 5, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $565
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Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Jan 30 – Feb 6, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeBoiling Lake Hike +2 more
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from $500
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Disney · Disney TreasureRound-trip
Bahamas 7 nights Jan 30 – Feb 6, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexJost Van DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Abaco Backcountry Fishing Adventure
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from $2,450
Book This Cruise@ Cruisebound
Celebrity · Celebrity XcelRound-trip
Caribbean 7 nights Jan 31 – Feb 7, 2027 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · Tortola, B.V.I. · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Jost Van DykeThe full 27 jumps at the Damajagua Waterfalls
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from $878
Book This Cruise@ Cruisebound
Costa · Costa FascinosaRound-trip
Caribbean 14 nights Jan 31 – Feb 14, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · … · La Romana, Dominican Republic16 ports
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Bridgetown, Barbados · Guadalupa Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Guadalupa Bay · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Cabo Rojo, Dominican Republic · Grand Turk, Turks and Caicos · Puerto Plata, Dominican Republic · Samana, Dominican Republic · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayCosol ToursSwim with wild green sea turtles + two shipwrecks…Death in Paradise Filming Locations & Botanical Ga… +4 more
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from $1,975
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bahamas 7 nights Jan 31 – Feb 7, 2027 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $989
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Jan 31 – Feb 7, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Willemstad, Curacao · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Curaçao Island Tour with Local Ex…ArubaPrivate Catamaran Sail & Snorkel at Honeymoon Beac… +1 more
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from $1,143
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Jan 31 – Feb 7, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Roseau, Dominica · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +2 more
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from $556
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Feb 1 – Feb 8, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayRandom Wind 'Paradise Day Sail'Norman Island
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from $779
Book This Cruise@ Cruisebound
Norwegian · Norwegian BlissRound-trip
Caribbean 12 nights Feb 1 – Feb 13, 2027 from New York, New York
New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports
New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · New York, New York
★ Bucket-list Manhattan Helicopter TourThe full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac… +3 more
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from $1,305
Book This Cruise@ Cruisebound
Holland America · RotterdamRound-trip
Bahamas 21 nights Feb 2 – Feb 23, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Key West, Florida · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +9 more
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from $2,389
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Feb 2 – Feb 12, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philadelphia, Pennsylvania
★ Bucket-list The full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke
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from $734
Book This Cruise@ Cruisebound
Costa · Costa FascinosaRound-trip
Caribbean 14 nights Feb 4 – Feb 18, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · … · Pointe-a-Pitre, Guadeloupe15 ports
Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Cabo Rojo, Dominican Republic · Grand Turk, Turks and Caicos · Puerto Plata, Dominican Republic · Samana, Dominican Republic · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandSaona Island Private Speedboat & Natural Pool Day +4 more
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from $1,961
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
Bahamas 7 nights Feb 5 – Feb 12, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $889
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Feb 6 – Feb 13, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $609
Book This Cruise@ Cruisebound
Costa · Costa FascinosaRound-trip
Caribbean 14 nights Feb 7 – Feb 21, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic16 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Cabo Rojo, Dominican Republic · Grand Turk, Turks and Caicos · Puerto Plata, Dominican Republic · Samana, Dominican Republic · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Bridgetown, Barbados · Guadalupa Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Guadalupa Bay · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayGibbs Cay Private Stingray Swim & Reef SnorkelThe full 27 jumps at the Damajagua WaterfallsCosol Tours +4 more
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from $1,975
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Caribbean 7 nights Feb 7 – Feb 14, 2027 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $811
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Feb 7 – Feb 14, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +2 more
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from $1,205
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Feb 8 – Feb 15, 2027 from Santo Domingo, Dominican Republic
Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · … · Santo Domingo, Dominican Republic9 ports
Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island
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from $989
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Feb 8 – Feb 15, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga… +1 more
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from $829
Book This Cruise@ Cruisebound
Virgin Voyages · Brilliant LadyRound-trip
Bahamas Feb 8, 2027 from Miami, Florida
Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida8 ports
Miami, Florida · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho BeachNorman IslandBuck Island Reef +3 more
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from $2,307
Book This Cruise@ Cruisebound
MSC Cruises · MSC MagnificaRepositioning
Mediterranean 86 nights Feb 10 – May 7, 2027 from Valparaiso (Santiago), Chile to Marseille, France
Valparaiso (Santiago), Chile · Easter Island, Chile · … · Marseille, France33 ports
Valparaiso (Santiago), Chile · Easter Island, Chile · Pitcairn Island, United Kingdom · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Aitutaki, Cook Islands · Rarotonga, Cook Islands · Bay of Islands (Paihia), New Zealand · Auckland, New Zealand · Tauranga, New Zealand · Bluff, New Zealand · Dunedin, New Zealand · Hobart, Australia · Sydney, Australia · Noumea, New Caledonia · Luganville, Vanuatu · Apia, Western Samoa · Pago Pago, American Samoa · Honolulu, Oahu, Hawaii · Hilo, Hawaii · Los Angeles, California · Cabo San Lucas, Mexico · Puntarenas, Costa Rica · Balboa, Panama · La Romana, Dominican Republic · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Las Palmas, Gran Canaria, Canary Islands · Ibiza, Spain · Naples, Italy · Civitavecchia (Rome), Italy · Genoa, Italy · Marseille, France
★ Bucket-list Private Full-Island Moai & Sacred Sites Tour with…Bounty Bay Landing & AdamstownTeahupo'oPrivate Lagoon Safari +17 more
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from $12,459
Book This Cruise@ Cruisebound
Costa · Costa FavolosaOne-way
Caribbean 7 nights Feb 11 – Feb 18, 2027 from Fort-de-France, Martinique to Fort-de-France, Martinique
Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports
Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island
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from $1,067
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Feb 11 – Feb 25, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman Island +2 more
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from $1,808
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Feb 12 – Feb 19, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Pointe-a-Pitre, Guadeloupe9 ports
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandMount Pelée & Saint-Pierre
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from $1,065
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Feb 12 – Feb 26, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman IslandSaona Island Private Speedboat & Natural Pool Day +2 more
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from $1,748
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
Bahamas 7 nights Feb 12 – Feb 19, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $939
Book This Cruise@ Cruisebound
Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Feb 13 – Feb 20, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeBoiling Lake Hike +2 more
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from $797
Book This Cruise@ Cruisebound
Disney · Disney TreasureRound-trip
Bahamas 7 nights Feb 13 – Feb 20, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexJost Van DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Abaco Backcountry Fishing Adventure
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from $2,933
Book This Cruise@ Cruisebound
Costa · Costa FascinosaRound-trip
Caribbean 7 nights Feb 14 – Feb 21, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · … · La Romana, Dominican Republic9 ports
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayCosol ToursSwim with wild green sea turtles + two shipwrecks…Death in Paradise Filming Locations & Botanical Ga… +2 more
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from $913
Book This Cruise@ Cruisebound
Holland America · ZuiderdamRound-trip
Bahamas 20 nights Feb 14 – Mar 6, 2027 from Miami, Florida
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida17 ports
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Roseau, Dominica · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Scarborough, Tobago · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Falmouth, Jamaica · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & SeaWalk El Morro & Old San Juan's City WallsPrivate Full-Day Boat Charter +11 more
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from $2,799
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bahamas 7 nights Feb 14 – Feb 21, 2027 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,319
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Feb 14 – Feb 21, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeSwim with wild green sea turtles + two shipwrecks…Mt. Liamuiga Volcano Crater Hike +2 more
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from $1,092
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Feb 14 – Feb 21, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +2 more
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from $564
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Feb 15 – Feb 22, 2027 from Santo Domingo, Dominican Republic
Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · … · Santo Domingo, Dominican Republic9 ports
Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island
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from $909
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Feb 15 – Feb 22, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayRandom Wind 'Paradise Day Sail'Norman Island
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from $829
Book This Cruise@ Cruisebound
Costa · Costa FascinosaRound-trip
Caribbean 14 nights Feb 18 – Mar 4, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · … · Pointe-a-Pitre, Guadeloupe16 ports
Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Guadalupa Bay · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Samana, Dominican Republic · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Cabo Rojo, Dominican Republic · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandSaona Island Private Speedboat & Natural Pool Day +3 more
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from $1,952
Book This Cruise@ Cruisebound
Costa · Costa FavolosaOne-way
Caribbean 7 nights Feb 18 – Feb 25, 2027 from Fort-de-France, Martinique to Fort-de-France, Martinique
Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports
Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island
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from $1,067
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Feb 19 – Feb 26, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Pointe-a-Pitre, Guadeloupe9 ports
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandMount Pelée & Saint-Pierre
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from $1,065
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
Bahamas 7 nights Feb 19 – Feb 26, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $694
Book This Cruise@ Cruisebound
Oceania · Oceania AlluraOne-way
Caribbean 8 nights Feb 19 – Feb 27, 2027 from San Juan, Puerto Rico to Miami, Florida
San Juan, Puerto Rico · Gustavia, St. Barts · … · Miami, Florida7 ports
San Juan, Puerto Rico · Gustavia, St. Barts · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater HikePrivate Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $2,970
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
Caribbean 10 nights Feb 20 – Mar 2, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Tortola, B.V.I. · … · Philadelphia, Pennsylvania6 ports
Philadelphia, Pennsylvania · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
★ Bucket-list Jost Van DykePrivate Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City WallsThe full 27 jumps at the Damajagua Waterfalls
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from $869
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Feb 20 – Feb 27, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $558
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Caribbean Feb 20, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandCosol ToursSwim with wild green sea turtles + two shipwrecks… +2 more
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from $1,273
Book This Cruise@ Cruisebound
Celebrity · Celebrity XcelRound-trip
Caribbean 7 nights Feb 21 – Feb 28, 2027 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · Tortola, B.V.I. · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Jost Van DykeThe full 27 jumps at the Damajagua Waterfalls
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from $917
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bahamas 7 nights Feb 21 – Feb 28, 2027 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $1,239
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Feb 21 – Feb 28, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +2 more
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from $1,439
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Feb 22 – Mar 1, 2027 from Santo Domingo, Dominican Republic
Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · … · Santo Domingo, Dominican Republic9 ports
Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island
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from $949
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Feb 22 – Mar 1, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $829
Book This Cruise@ Cruisebound
Virgin Voyages · Brilliant LadyRound-trip
Caribbean Feb 22, 2027 from Miami, Florida
Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida7 ports
Miami, Florida · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho BeachNorman IslandMt. Liamuiga Volcano Crater Hike +2 more
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from $1,531
Book This Cruise@ Cruisebound
Oceania · Oceania MarinaRound-trip
Caribbean 10 nights Feb 23 – Mar 5, 2027 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida8 ports
Miami, Florida · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Tortola, B.V.I. · Puerto Plata, Dominican Republic · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsMt. Liamuiga Volcano Crater HikeRandom Wind 'Paradise Day Sail' +3 more
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from $2,760
Book This Cruise@ Cruisebound
Costa · Costa FavolosaOne-way
Caribbean 7 nights Feb 25 – Mar 4, 2027 from Fort-de-France, Martinique to Fort-de-France, Martinique
Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports
Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island +1 more
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from $1,007
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Feb 25 – Mar 11, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachNorman Island +2 more
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from $1,778
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Feb 26 – Mar 5, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Pointe-a-Pitre, Guadeloupe9 ports
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandRandom Wind 'Paradise Day Sail' +1 more
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from $1,003
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Feb 26 – Mar 12, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachNorman IslandSaona Island Private Speedboat & Natural Pool Day +2 more
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from $1,924
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Norwegian · Norwegian EscapeRound-trip
Bahamas 7 nights Feb 26 – Mar 5, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Puerto Plata, Dominican Republic · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Puerto Plata, Dominican Republic · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Jost Van Dyke +1 more
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from $694
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Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Feb 27 – Mar 6, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeBoiling Lake Hike +2 more
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from $589
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Disney · Disney TreasureRound-trip
Bahamas 7 nights Feb 27 – Mar 6, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Tortola, B.V.I. · San Juan, Puerto Rico · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexJost Van DykeWalk El Morro & Old San Juan's City WallsAbaco Backcountry Fishing Adventure
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from $2,587
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Holland America · EurodamRound-trip
Bahamas 10 nights Feb 27 – Mar 9, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida8 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHorseback Riding by Land & SeaWalk El Morro & Old San Juan's City WallsNorman Island +3 more
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from $1,249
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Costa · Costa FascinosaRound-trip
Caribbean 7 nights Feb 28 – Mar 7, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · … · La Romana, Dominican Republic10 ports
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · Guadalupa Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Guadalupa Bay · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike +1 more
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from $791
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Itineraries from the Cruisebound catalog + our enrichment; schedules cross-checked against official port authorities. Booking via Cruisebound and CruiseDirect — we may earn a commission, at no extra cost to you.

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