Caribbean Cruises
Turquoise water, powder beaches and a new island every morning. Compare Caribbean cruises across every major line and find your perfect sailing.
The Caribbean is the world’s most popular cruise region — short flights, warm seas year-round, and dozens of islands to explore. Whether you want the beaches of the Eastern Caribbean, the reefs and ruins of the Western Caribbean, or the ABC islands down south, a cruise specialist matches you to the right ship, itinerary and cabin.
Why Cruise the Caribbean?
Year-round sunshine
Warm, calm seas make the Caribbean a dependable escape in any season.
An island a day
Unpack once and wake to a new beach, port or reef each morning.
Every style of ship
Mega-ships with water parks to intimate luxury — matched to you.
Best-value matching
We compare lines, sailings and promotions for the best price.
Caribbean Cruise Regions
Eastern Caribbean
St. Thomas, St. Maarten and the beaches.
Western Caribbean
Cozumel, Grand Cayman and Jamaica — reefs and ruins.
Southern Caribbean
Aruba, Barbados and the ABC islands.
Bahamas & short cruises
3–5 night getaways from Florida.
Popular Departure Ports
- Miami, Fort Lauderdale & Port Canaveral
- Tampa & Galveston
- San Juan, Puerto Rico
- New York & Baltimore
- New Orleans
Ready to sail the Caribbean?
Tell us your dates, departure port and island wish-list and we’ll match the perfect sailing. Get up to 5 free, no-obligation quotes from a cruise specialist.
Get up to 5 Caribbean cruise quotes!Why Smart Traveler?
Smart Traveler is a service of the travel division of Best of the USA, Inc. Entrust your trip to seasoned professionals specializing in cruises, tours, vacation packages, all-inclusive resorts and international airfares. With over 50,000 travel advisors in our growing database, we’re sure to have the experts right for your travel needs!
50+ years of expertise
Five decades fine-tuning the art of travel — every journey a masterpiece.
Online pioneers since 1995
Tradition blended with technology — book your dream trip with a click.
Exclusive proprietary rates
Insider access to rates and partnerships unavailable to the average traveler.
Caribbean Cruises — Frequently Asked Questions
When is the best time for a Caribbean cruise?
The Caribbean sails year-round; December–April is peak dry season, while late spring and fall offer lower fares. Hurricane season (Aug–Oct) has the best prices with some weather risk.
Eastern vs. Western Caribbean — which is better?
Eastern favors beaches and shopping; Western favors diving, ruins and adventure. A specialist matches the itinerary to what you love.
Which port should I sail from?
Florida ports offer the most choice; Galveston, New Orleans and San Juan open up different itineraries. We factor in flights and drive time.
How do I get a Caribbean cruise quote?
Request up to 5 free, no-obligation quotes from a cruise specialist and compare ships, sailings and cabins.