Bucket-List Cruise Adventures

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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 36 of 497 sailings
Carnival · Carnival MagicRound-trip
Caribbean Jun 13, 2026 from Miami, Florida
Miami, Florida · Princess Cays, Bahamas · … · Miami, Florida6 ports
Miami, Florida · Princess Cays, Bahamas · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Bungalow DayWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail' +1 more
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from $988
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Royal Caribbean · Icon of the SeasRound-trip
Bahamas 7 nights Jun 20 – Jun 27, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City WallsDaredevil's Peak
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from $1,103
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Royal Caribbean · Star of the SeasRound-trip
Bahamas 7 nights Jun 21 – Jun 28, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexDaredevil's PeakPrivate Full-Day Boat CharterRandom Wind 'Paradise Day Sail'
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from $1,133
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Disney · Disney DestinyRound-trip
Caribbean 7 nights Jun 27 – Jul 4, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Disney Lookout Cay · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · 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 WallsMaho Beach
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from $2,907
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Royal Caribbean · Allure of the SeasRound-trip
Caribbean 8 nights Jun 27 – Jul 5, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowMt. Liamuiga Volcano Crater HikeRandom Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more
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from $1,136
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Royal Caribbean · Icon of the SeasRound-trip
Bahamas 7 nights Jun 27 – Jul 4, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat CharterDaredevil's Peak
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from $1,316
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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
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Carnival · Carnival MagicRound-trip
Bahamas Jul 11, 2026 from Miami, Florida
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida6 ports
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & SeaWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail' +1 more
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from $783
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Royal Caribbean · Icon of the SeasRound-trip
Bahamas 7 nights Jul 11 – Jul 18, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat CharterDaredevil's Peak
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from $1,292
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Disney · Disney FantasyRound-trip
Bahamas 10 nights Jul 12 – Jul 22, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · St. Maarten, Netherlands Antilles · … · Port Canaveral, Florida8 ports
Port Canaveral, Florida · St. Maarten, Netherlands Antilles · Castries, St. Lucia · Antigua, Antigua & Barbuda · San Juan, Puerto Rico · Disney Lookout Cay · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexMaho BeachCosol ToursWalk El Morro & Old San Juan's City Walls +2 more
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from $3,533
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Royal Caribbean · Star of the SeasRound-trip
Bahamas 7 nights Jul 12 – Jul 19, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexDaredevil's PeakWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'
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from $1,125
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Royal Caribbean · Allure of the SeasRound-trip
Bahamas 8 nights Jul 25 – Aug 2, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowMt. Liamuiga Volcano Crater HikeRandom Wind 'Paradise Day Sail'Private Full-Day Boat Charter +1 more
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from $1,125
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Princess · Regal PrincessRound-trip
Bahamas 14 nights Aug 1 – Aug 15, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Princess Cays, Bahamas · … · Fort Lauderdale (Port Everglades), Florida9 ports
Fort Lauderdale (Port Everglades), Florida · Princess Cays, Bahamas · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida · Cozumel, Mexico · Belize City, Belize · Roatan, Honduras · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Bungalow DayWalk El Morro & Old San Juan's City WallsMaho Beach +3 more
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from $1,488
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Royal Caribbean · Icon of the SeasRound-trip
Caribbean 7 nights Aug 1 – Aug 8, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat CharterDaredevil's Peak
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from $1,126
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Celebrity · Celebrity BeyondRound-trip
Caribbean 7 nights Aug 2 – Aug 9, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'
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from $895
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Royal Caribbean · Star of the SeasRound-trip
Bahamas 7 nights Aug 2 – Aug 9, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexDaredevil's PeakWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'
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from $1,227
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Carnival · Carnival MagicRound-trip
Bahamas Aug 8, 2026 from Miami, Florida
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida6 ports
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & SeaWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail' +1 more
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from $753
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Royal Caribbean · Icon of the SeasRound-trip
Bahamas 7 nights Aug 8 – Aug 15, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat CharterDaredevil's Peak
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from $1,184
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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
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Royal Caribbean · Allure of the SeasRound-trip
Bahamas 8 nights Aug 22 – Aug 30, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowMt. Liamuiga Volcano Crater HikeRandom Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more
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from $654
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Royal Caribbean · Icon of the SeasRound-trip
Bahamas 7 nights Aug 22 – Aug 29, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat CharterDaredevil's Peak
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from $1,542
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Royal Caribbean · Star of the SeasRound-trip
Bahamas 7 nights Aug 23 – Aug 30, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexDaredevil's PeakWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'
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from $1,159
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
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Carnival · Carnival MagicRound-trip
Caribbean Sep 5, 2026 from Miami, Florida
Miami, Florida · Princess Cays, Bahamas · … · Miami, Florida6 ports
Miami, Florida · Princess Cays, Bahamas · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Bungalow DayWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail' +1 more
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from $445
Book This Cruise@ Cruisebound
Princess · Regal PrincessRound-trip
Caribbean 7 nights Sep 12 – Sep 19, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show27 Charcos of DamajaguaWalk El Morro & Old San Juan's City WallsMaho Beach
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from $641
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Royal Caribbean · Icon of the SeasRound-trip
Bahamas 7 nights Sep 12 – Sep 19, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat CharterDaredevil's Peak
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from $1,156
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Royal Caribbean · Star of the SeasRound-trip
Caribbean 7 nights Sep 13 – Sep 20, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexDaredevil's PeakWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'
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from $1,249
Book This Cruise@ Cruisebound
Princess · Regal PrincessRound-trip
Caribbean 14 nights Sep 19 – Oct 3, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Roatan, Honduras · … · Fort Lauderdale (Port Everglades), Florida9 ports
Fort Lauderdale (Port Everglades), Florida · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Great Blue Hole Flightseeing & Lighthouse Reef Sno…El Cielo + Palancar + Columbia 3-Stop Snorkel +3 more
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from $940
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Royal Caribbean · Allure of the SeasRound-trip
Bahamas 8 nights Sep 19 – Sep 27, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowMt. Liamuiga Volcano Crater HikeRandom Wind 'Paradise Day Sail'Walk El Morro & Old San Juan's City Walls +1 more
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from $586
Book This Cruise@ Cruisebound
Royal Caribbean · Icon of the SeasRound-trip
Caribbean 7 nights Sep 19 – Sep 26, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat CharterDaredevil's Peak
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from $1,092
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
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Princess · Regal PrincessRound-trip
Caribbean 14 nights Sep 26 – Oct 10, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Amber Cove, Dominican Republic · … · Fort Lauderdale (Port Everglades), Florida9 ports
Fort Lauderdale (Port Everglades), Florida · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show27 Charcos of DamajaguaWalk El Morro & Old San Juan's City WallsMaho Beach +3 more
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from $922
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
Carnival · Carnival MagicRound-trip
Bahamas Oct 3, 2026 from Miami, Florida
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida6 ports
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & SeaWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail' +1 more
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from $451
Book This Cruise@ Cruisebound
Royal Caribbean · Icon of the SeasRound-trip
Bahamas 7 nights Oct 3 – Oct 10, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat CharterDaredevil's Peak
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from $1,081
Book This Cruise@ Cruisebound
Royal Caribbean · Star of the SeasRound-trip
Bahamas 7 nights Oct 4 – Oct 11, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexDaredevil's PeakWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'
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from $913
Book This Cruise@ Cruisebound
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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.

19 lines
aboard
MSC Cruises Royal Caribbean Carnival Viking River Costa Norwegian AmaWaterways Princess Celebrity Viking Ocean Avalon Disney Holland America Oceania Virgin Voyages Regent Cunard Seabourn Azamara