Caribbean Cruises
Turquoise water, powder-soft beaches and a different island every morning — the Caribbean is the world’s favorite place to cruise, and we’ll match the right ship and itinerary to you.
A Caribbean cruise is the easiest great vacation there is: unpack once, wake up somewhere new each day, and let the ship carry you between islands while you snorkel, shop, zip-line or simply lie on a beach. Sailings split into three classic regions — the Eastern Caribbean (St. Thomas, St. Maarten, San Juan and the private islands), the Western Caribbean (Cozumel, Grand Cayman, Roatán, Jamaica and Belize) and the Southern Caribbean (Aruba, Bonaire, Curaçao, Barbados and the Grenadines) — plus quick, budget-friendly Bahamas getaways. Most leave from Florida (Miami, Fort Lauderdale, Port Canaval and Tampa), so they’re easy to reach, and ships range from mega-resorts with water parks to small, refined vessels. We match the region, ship, season and cabin to you — and get you the best cruise price free from a true cruise specialist.
Why cruise the Caribbean?
A new island every day
Unpack once and let the ship do the traveling — beaches, reefs, ruins and rum shops, a different port each morning.
Sails year-round from Florida
Short flights (or a drive) to Miami, Fort Lauderdale, Port Canaveral and Tampa, with departures every week of the year.
A ship for every style
From giant resort ships with surf simulators and Broadway shows to small, upscale vessels for grown-ups — we match the mood.
Great value
Fares include your cabin, meals, entertainment and transport between islands — one of travel’s best-value vacations.
Eastern, Western or Southern Caribbean?
The Eastern Caribbean is the classic first cruise — St. Thomas for jewelry and beaches, St. Maarten, San Juan’s Old Town and a day at the line’s private island. The Western Caribbean mixes beaches with adventure and culture: Cozumel’s reefs, Grand Cayman’s Stingray City, Mayan ruins from Costa Maya, and Belize or Roatán for diving. The Southern Caribbean sails deeper south to the sun-sure ABC islands (Aruba, Bonaire, Curaçao) and Barbados, usually from San Juan or Bridgetown.
Seasons matter, too — winter and spring bring the calmest seas and the biggest crowds; late summer and fall are cheapest but are hurricane season (itineraries flex around weather). Tell us your dates, home port and what you love, and we’ll point you to the right sailing.
Leaving from Port Canaveral? RoomsCheap.com rounds up Port Canaveral cruise hotels, handy for a night near the terminal before you sail.
Sailing from Florida’s Gulf Coast instead? Ships also leave from Tampa — see Tampa pre-cruise hotels for a room near Channelside before you board.
Caribbean cruising in pictures
Ready to plan your Caribbean cruise?
Tell us your dates, departure port and the islands you’d love to see, and we’ll match the ship, cabin and itinerary — and get your best cruise price free from a true cruise specialist, with no obligation.
Get your best Caribbean cruise price freeFrequently Asked Questions
What’s the difference between Eastern, Western and Southern Caribbean cruises?
Eastern itineraries visit the Virgin Islands, St. Maarten and San Juan; Western itineraries call at Cozumel, Grand Cayman, Jamaica, Belize and Roatán; Southern itineraries sail farther south to Aruba, Bonaire, Curaçao and Barbados. We help you choose based on beaches, diving, culture or adventure.
When is the best time to take a Caribbean cruise?
December through April brings warm, dry weather and the calmest seas (and peak prices). Late August through October is hurricane season — the cheapest fares, but itineraries can change around weather. May–June and November are excellent value shoulder seasons.
Where do Caribbean cruises leave from?
Most sail from Florida — Miami, Fort Lauderdale (Port Everglades), Port Canaveral and Tampa — with others from Galveston, New Orleans, San Juan and Bridgetown. We match your cruise to the easiest home port for you.
How long is a typical Caribbean cruise?
Bahamas and short getaways run 3–4 nights; the classic Caribbean cruise is 7 nights; and longer 10–14 night sailings combine Eastern and Southern islands. We’ll fit the length to your schedule.
How do I get a quote?
Tell us your dates, home port and the region you want, and request your best cruise price free from a true cruise specialist, with no obligation.
