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.

When are you free? — only cruises that fit entirely inside your dates
My result then click any cruise row to open it
Where to? tap as many as you like Caribbean Mediterranean Alaska Bahamas Mexico Northern Europe Hawaii Bermuda Europe Asia Australia & South Pacific Panama Canal South America North America Pacific Middle East Africa
Trip tap one or more Round-trip One-way Repositioning
Length tap one or more 3–5 nights 6–8 nights 9–12 nights 13+ nights
Cruise level tap one or more Luxury Premium Contemporary River
+ pick specific cruise lines
Luxury Azamara Explora Journeys Oceania Regent Seabourn Silversea Viking Ocean Windstar River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean
Must visit a specific port clear
Reset
Filtering Visits St. Thomas × Clear all
Showing 72 of 1,060 sailings
Carnival · Carnival VistaRound-trip
Caribbean 8 nights Sep 19, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Celebration Key, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City Walls27 Charcos of Damajagua +1 more
View →
from $647
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
View →
from $329
Book This Cruise@ Cruisebound
Royal Caribbean · Harmony of the SeasRound-trip
Caribbean 7 nights Sep 19 – Sep 26, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Nassau, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Full-Day Boat CharterDaredevil's PeakSwim With the Wild Exuma Pigs
View →
from $474
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
View →
from $1,260
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
View →
from $557
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
View →
from $729
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
View →
from $2,107
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
View →
from $559
Book This Cruise@ Cruisebound
Carnival · Carnival CelebrationRound-trip
Caribbean 7 nights Sep 27, 2026 from Miami, Florida
Miami, Florida · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Celebration Key, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City WallsKayak the Lucayan Caves & Gold Rock Beach with the…
View →
from $578
Book This Cruise@ Cruisebound
Royal Caribbean · Star of the SeasRound-trip
Caribbean 7 nights Sep 27 – Oct 4, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexDaredevil's PeakPrivate Full-Day Boat CharterMt. Liamuiga Volcano Crater Hike
View →
from $1,138
Book This Cruise@ Cruisebound
Carnival · Carnival MagicRound-trip
Bahamas 8 nights 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
View →
from $617
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
View →
from $559
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
View →
from $1,098
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Oct 3 – Oct 10, 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 · St. Croix, U.S. Virgin Islands · 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 CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
View →
from $583
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
View →
from $759
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
View →
from $1,840
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
View →
from $689
Book This Cruise@ Cruisebound
Royal Caribbean · Icon of the SeasRound-trip
Bahamas 7 nights Oct 10 – Oct 17, 2026 from Miami, Florida
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Perfect Day at CocoCay · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterWalk El Morro & Old San Juan's City WallsDaredevil's Peak
View →
from $892
Book This Cruise@ Cruisebound
Royal Caribbean · Adventure of the SeasRound-trip
Caribbean 8 nights Oct 16 – Oct 24, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · St. Croix, U.S. Virgin Islands · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · St. Croix, U.S. Virgin Islands · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Perfect Day at CocoCay · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexBuck Island ReefPrivate Full-Day Boat CharterWalk El Morro & Old San Juan's City Walls +1 more
View →
from $1,505
Book This Cruise@ Cruisebound
Carnival · Carnival DreamRound-trip
Caribbean 14 nights Oct 17, 2026 from Galveston, Texas
Galveston, Texas · Key West, Florida · … · Galveston, Texas10 ports
Galveston, Texas · Key West, Florida · Grand Turk, Turks and Caicos · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Ocho Rios, Jamaica · Galveston, Texas
★ Bucket-list Moody GardensDry Tortugas National ParkGibbs Cay Private Stingray Swim & Reef SnorkelWalk El Morro & Old San Juan's City Walls +5 more
View →
from $1,110
Book This Cruise@ Cruisebound
Carnival · Carnival VistaRound-trip
Caribbean 8 nights Oct 17, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Celebration Key, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City Walls27 Charcos of Damajagua +1 more
View →
from $707
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
View →
from $499
Book This Cruise@ Cruisebound
Royal Caribbean · Harmony of the SeasRound-trip
Bahamas 7 nights Oct 17 – Oct 24, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Nassau, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Full-Day Boat CharterDaredevil's PeakSwim With the Wild Exuma Pigs
View →
from $611
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
View →
from $680
Book This Cruise@ Cruisebound
Carnival · Carnival CelebrationRound-trip
Caribbean 7 nights Oct 18, 2026 from Miami, Florida
Miami, Florida · St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Celebration Key, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Catamaran Sail & Snorkel at Honeymoon Beac…27 Charcos of DamajaguaKayak the Lucayan Caves & Gold Rock Beach with the…
View →
from $443
Book This Cruise@ Cruisebound
Carnival · Carnival VeneziaRound-trip
Caribbean 14 nights Oct 18, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida10 ports
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · Antigua, Antigua & Barbuda · Fort-de-France, Martinique · Grenada, Caribbean · Kingstown, St. Vincent (dock) · Bridgetown, Barbados · Philipsburg, St. Maarten · San Juan, Puerto Rico · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Adventure AntiguaMount Pelée & Saint-Pierre +4 more
View →
from $994
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
View →
from $629
Book This Cruise@ Cruisebound
Royal Caribbean · Star of the SeasRound-trip
Caribbean 7 nights Oct 18 – Oct 25, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Perfect Day at CocoCay · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexDaredevil's PeakPrivate Full-Day Boat CharterMt. Liamuiga Volcano Crater Hike
View →
from $1,434
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
View →
from $1,805
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
View →
from $449
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… +6 more
View →
from $1,219
Book This Cruise@ Cruisebound
Royal Caribbean · Icon of the SeasRound-trip
Bahamas 7 nights Oct 24 – Oct 31, 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
View →
from $1,475
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
View →
from $3,930
Book This Cruise@ Cruisebound
Carnival · Carnival MagicRound-trip
Bahamas 8 nights Oct 31, 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
View →
from $557
Book This Cruise@ Cruisebound
Holland America · RotterdamRound-trip
Bahamas 21 nights Oct 31 – Nov 21, 2026 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 · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · 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
View →
from $1,874
Book This Cruise@ Cruisebound
Holland America · ZuiderdamRound-trip
Bahamas 21 nights Oct 31 – Nov 21, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida15 ports
Miami, Florida · Philipsburg, St. Maarten · St. John's, Antigua · Fort-de-France, Martinique · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Miami, Florida · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Half Moon Cay (Little San Salvador Island), Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachMount Pelée & Saint-Pierre +8 more
View →
from $1,749
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
View →
from $539
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Oct 31 – Nov 7, 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 · St. Croix, U.S. Virgin Islands · 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 CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
View →
from $579
Book This Cruise@ Cruisebound
Carnival · Carnival PrideRound-trip
Caribbean 14 nights Nov 1, 2026 from Baltimore, Maryland
Baltimore, Maryland · St. Thomas, U.S. Virgin Islands · … · Baltimore, Maryland8 ports
Baltimore, Maryland · St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Amber Cove, Dominican Republic · Baltimore, Maryland
★ Bucket-list National AquariumPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +3 more
View →
from $2,587
Book This Cruise@ Cruisebound
Carnival · Carnival VeneziaRound-trip
Caribbean 7 nights Nov 1, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Celebration Key, Bahamas · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexKayak the Lucayan Caves & Gold Rock Beach with the…Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…
View →
from $515
Book This Cruise@ Cruisebound
MSC Cruises · MSC PoesiaRound-trip
Caribbean 21 nights Nov 1 – Nov 22, 2026 from Miami, Florida
Miami, Florida · Ocho Rios, Jamaica · … · Miami, Florida15 ports
Miami, Florida · Ocho Rios, Jamaica · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Roatan, Honduras · Belize City, Belize · Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · St. John's, Antigua · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Blue HoleThe Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full Transit +9 more
View →
from $2,045
Book This Cruise@ Cruisebound
Norwegian · Norwegian EpicRepositioning
Bahamas 14 nights Nov 1 – Nov 15, 2026 from Barcelona, Spain to Port Canaveral, Florida
Barcelona, Spain · Cadiz (Seville), Spain · … · Port Canaveral, Florida6 ports
Barcelona, Spain · Cadiz (Seville), Spain · Santa Cruz de Tenerife, Canary Islands · St. Thomas, U.S. Virgin Islands · Great Stirrup Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Sagrada FamiliaReal Alcázar de SevillaTeide National ParkPrivate Catamaran Sail & Snorkel at Honeymoon Beac… +2 more
View →
from $869
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
View →
from $539
Book This Cruise@ Cruisebound
Royal Caribbean · Star of the SeasRound-trip
Caribbean 7 nights Nov 1 – Nov 8, 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'
View →
from $1,329
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Nov 1 – Nov 8, 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 · 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 WallsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +2 more
View →
from $639
Book This Cruise@ Cruisebound
Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Nov 5 – Nov 15, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
View →
from $5,399
Book This Cruise@ Cruisebound
Celebrity · Celebrity ApexRound-trip
Caribbean 7 nights Nov 7 – Nov 14, 2026 from Port Canaveral, Florida
Orlando, Florida · Puerto Plata, Dominican Republic · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Orlando, Florida
★ Bucket-list The full 27 jumps at the Damajagua WaterfallsPrivate Full-Day Boat CharterMt. Liamuiga Volcano Crater Hike
View →
from $1,312
Book This Cruise@ Cruisebound
Royal Caribbean · Icon of the SeasRound-trip
Bahamas 7 nights Nov 7 – Nov 14, 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
View →
from $1,146
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Nov 7 – Nov 14, 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 · St. Croix, U.S. Virgin Islands · 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 CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
View →
from $596
Book This Cruise@ Cruisebound
Carnival · Carnival CelebrationRound-trip
Caribbean 7 nights Nov 8, 2026 from Miami, Florida
Miami, Florida · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Celebration Key, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City WallsKayak the Lucayan Caves & Gold Rock Beach with the…
View →
from $560
Book This Cruise@ Cruisebound
Celebrity · Celebrity XcelRound-trip
Caribbean 7 nights Nov 8 – Nov 15, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat CharterThe full 27 jumps at the Damajagua Waterfalls
View →
from $1,214
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
View →
from $659
Book This Cruise@ Cruisebound
Norwegian · Norwegian BreakawayRepositioning
Caribbean 14 nights Nov 8 – Nov 22, 2026 from Boston, Massachusetts to New Orleans, Louisiana
Boston, Massachusetts · St. Thomas, U.S. Virgin Islands · … · New Orleans, Louisiana8 ports
Boston, Massachusetts · St. Thomas, U.S. Virgin Islands · St. Lucia, Caribbean · St. Georges, Grenada, West Indies · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Georgetown, Grand Cayman, Cayman Islands · New Orleans, Louisiana
★ Bucket-list Private Luxury Boston TourPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Gros Piton Summit HikeGrenada Private Taxi Tour +4 more
View →
from $1,249
Book This Cruise@ Cruisebound
Princess · Coral PrincessRound-trip
Caribbean 10 nights Nov 8 – Nov 18, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Antigua, Antigua & Barbuda · … · Fort Lauderdale (Port Everglades), Florida7 ports
Fort Lauderdale (Port Everglades), Florida · Antigua, Antigua & Barbuda · St. Maarten, Netherlands Antilles · Dominica, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowAdventure AntiguaMaho BeachBoiling Lake & Valley of Desolation +2 more
View →
from $1,014
Book This Cruise@ Cruisebound
Royal Caribbean · Allure of the SeasRound-trip
Caribbean 7 nights Nov 8 – Nov 15, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakWalk El Morro & Old San Juan's City WallsPrivate Full-Day Boat Charter
View →
from $706
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Nov 8 – Nov 15, 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 · St. Croix, U.S. Virgin Islands · 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 CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
View →
from $549
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
View →
from $979
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
View →
from $2,639
Book This Cruise@ Cruisebound
Holland America · RotterdamRound-trip
Bahamas 21 nights Nov 10 – Dec 1, 2026 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 · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Roatan, Honduras · Belize City, Belize · Costa Maya, Mexico · 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
View →
from $1,784
Book This Cruise@ Cruisebound
MSC Cruises · MSC PoesiaRound-trip
Caribbean 21 nights Nov 12 – Dec 3, 2026 from Miami, Florida
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida15 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · St. John's, Antigua · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Miami, Florida · Ocho Rios, Jamaica · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Roatan, Honduras · Belize City, Belize · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterPrivate Island TourRandom Wind 'Paradise Day Sail' +9 more
View →
from $1,975
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
View →
from $479
Book This Cruise@ Cruisebound
Carnival · Carnival VistaRound-trip
Caribbean 8 nights Nov 14, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Celebration Key, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City Walls27 Charcos of Damajagua +1 more
View →
from $607
Book This Cruise@ Cruisebound
Royal Caribbean · Harmony of the SeasRound-trip
Bahamas 7 nights Nov 14 – Nov 21, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Perfect Day at CocoCay · Nassau, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Full-Day Boat CharterDaredevil's PeakSwim With the Wild Exuma Pigs
View →
from $661
Book This Cruise@ Cruisebound
Carnival · Carnival VeneziaRound-trip
Caribbean 7 nights Nov 15, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Celebration Key, Bahamas · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexKayak the Lucayan Caves & Gold Rock Beach with the…Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…
View →
from $504
Book This Cruise@ Cruisebound
MSC Cruises · MSC MeravigliaRound-trip
Bahamas 14 nights Nov 15 – Nov 29, 2026 from Miami, Florida
Miami, Florida · Grand Turk, Turks and Caicos · … · Miami, Florida10 ports
Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef SnorkelShipwreck Snorkel SafariSwim With the Wild Exuma Pigs +4 more
View →
from $1,316
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
View →
from $659
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
View →
from $859
Book This Cruise@ Cruisebound
Royal Caribbean · Independence of the SeasRound-trip
Bahamas 7 nights Nov 15 – Nov 22, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakWalk El Morro & Old San Juan's City WallsPrivate Full-Day Boat Charter
View →
from $585
Book This Cruise@ Cruisebound
Royal Caribbean · Star of the SeasRound-trip
Bahamas 7 nights Nov 15 – Nov 22, 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'
View →
from $1,331
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Nov 15 – Nov 22, 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 · 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 WallsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +2 more
View →
from $548
Book This Cruise@ Cruisebound
Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Nov 15 – Nov 25, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
View →
from $4,999
Book This Cruise@ Cruisebound
Norwegian · Norwegian GetawayRound-trip
Caribbean 7 nights Nov 16 – Nov 23, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexSilver Cove Private VillaPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City Walls +1 more
View →
from $499
Book This Cruise@ Cruisebound
Load more 988 more

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.

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