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Caribbean Cruises

Find Caribbean Cruise Deals (2024 / 2025) at RegentCruises.com

What Is a Caribbean Cruise?

A Caribbean cruise visits tropical islands across three main regions: Eastern, Western, and Southern Caribbean. Most sailings depart from Florida ports year-round, lasting 4 to 10 nights. Eastern routes feature St. Thomas and St. Maarten, Western routes stop at Cozumel and Grand Cayman, and Southern routes reach Aruba, Barbados, and St. Lucia.

Lounge on the top deck as you sail through the region's bevy of islands, then make your way onto the white sand beaches for more relaxation and fun. Book your Caribbean cruise now.


Caribbean Cruise Quick Facts

Best Time to Cruise December through April for dry weather. Hurricane season June through November. November and April offer lower fares (from $209-$249).
Typical Duration 4-7 nights (Eastern/Western). 7-10+ nights (Southern Caribbean).
Popular Ports Eastern: St. Thomas, St. Maarten, San Juan. Western: Cozumel, Costa Maya, Grand Cayman. Southern: Aruba, Curacao, Barbados, St. Lucia.
Departure Cities Miami, Fort Lauderdale, Port Canaveral, Tampa, Galveston, New Orleans, San Juan
Cruise Lines Disney, Royal Caribbean, Celebrity, plus most major lines. 7,500+ sailings on iCruise.
Ideal For First-timers (Eastern), families and adventure seekers (Western), experienced cruisers (Southern)


What Does a Caribbean Cruise Cost?

Season Months From Price (per person) Sailings/Month
Peak Winter December-March From $259 ~400-594 sailings/month
Shoulder April-May, November From $209 ~178-481 sailings/month
Summer/Hurricane June-October From $252 ~154-268 sailings/month


Prices are per person, double occupancy, cruise only, and subject to change.

When do you want to cruise?

MonthNumber of CruisesFrom Price
Oct 20261 cruise$13,099
Nov 20266 cruises$7,899
Dec 20269 cruises$7,199
Jan 20274 cruises$14,099
Feb 20274 cruises$5,299
Mar 20276 cruises$8,699
Apr 20272 cruisesCall For Price
Nov 20275 cruises$5,899
Dec 20277 cruises$7,149
Jan 20287 cruises$6,149
Feb 20285 cruises$5,899
Mar 20286 cruises$6,399
Oct 20282 cruises$6,099
Nov 20287 cruises$5,099
Dec 20288 cruises$6,299
Jan 20296 cruises$6,399
Feb 20293 cruises$6,199
Mar 20291 cruise$6,899

Caribbean Cruise Highlights

Made up of more than 7,000 islands, the Caribbean is full of places and ports to explore - from the Cayman Islands to Antigua and Barbuda, Aruba, St. Kitts, the U.S. Virgin Islands and more. The islands are filled with cathedrals, forts, museums, and markets, as well as the gorgeous sandy beaches and crystal blue water so often seen in pictures. Visitors can swim, snorkel and kayak - water sports abound in the Caribbean. Visit the Catedral Primada de America in Santo Domingo, sip something refreshing at the Pelican Bar in Jamaica, or ride dune buggies in Punta Cana.

Popular Caribbean Cruise Ports

The Caribbean has dozens of ports to uncover; here are a few of the most visited:

  • Cozumel, Mexico: Famous for its scuba diving, Cozumel is a popular port with lagoons, diving reefs, a national park and animal sanctuaries. Favorite activities include swimming with dolphins and visiting the Mayan ruins.
  • San Juan, Puerto Rico: Discover two worlds: Old San Juan, a charming, colonial town with cobblestone streets, candy colored homes, and vibrant culture; and New San Juan, a growing metropolis with luxurious beachfront hotels, bustling nightlife and world-class dining.
  • Belize City, Belize: The former capital of Belize is brimming with adventure, from hikes in the rainforest to cave and river tubing to a climb up El Castillo, one of the tallest Mayan structures in Belize. Stroll through markets and taste some of the local produce or purchase homemade arts and crafts.
  • Charlotte Amalie, St Thomas: Shop your heart out in St. Thomas, often called the "duty-free shopping capital of the world." Beyond the shop-lined streets lies beautiful scenery; take a skyride 700 feet above the ocean to Paradise Point, or drive along Skyline Drive and enjoy the magnificent views of Magens Bay.

When is the Best Time to Go to the Caribbean?

With a desirable climate year round, there's never a bad time to go to the Caribbean. However, December to April is typically the most popular time to travel, when it's drier, less humid and slightly cooler, though still a warm escape from winter temperatures elsewhere. Departure ports are available across the country - from Florida to Texas to California.

What Cruise Lines Go to the Caribbean?

The Caribbean is a popular destination on most major cruise lines. Here are a few to check out:

  • Disney Cruise Line: Discover the wonder of beautiful locales aboard a Disney Cruise to the Caribbean. Stop in Grand Cayman, Cozumel, St. Maarten, or Disney's own private island, Castaway Cay.
  • Royal Caribbean: The cruise line's namesake destination is one of its biggest. Sail away from Maryland, New Jersey, Texas or Florida onboard ships just as fun as their ports of call.
  • Celebrity Cruises: On a Celebrity cruise to the Caribbean, you can choose from an astounding 920 shore excursions. Sail in style and return to luxurious amenities like the Canyon Ranch SpaClub after long days in the sun.

Frequently Asked Questions

What is the difference between Eastern, Western, and Southern Caribbean cruises?

Eastern routes visit beach destinations like St. Thomas and St. Maarten. Western routes feature active excursions at Cozumel, Grand Cayman, and Roatan. Southern Caribbean reaches Aruba, Curacao, and Barbados on longer 7-10+ night itineraries.

When is hurricane season in the Caribbean?

June through November, with highest risk August through October. Winter months (December through April) offer the most reliable weather. Southern Caribbean sits below the main hurricane belt.

Which Caribbean cruise is best for first-time cruisers?

Eastern Caribbean routes offer shorter sailing distances, fewer sea days, and well-established ports like St. Thomas and St. Maarten with easy-to-navigate beaches and excursions.

Can I cruise the Caribbean from Texas?

Yes. Galveston is a popular departure port for Western Caribbean cruises to Cozumel, Grand Cayman, and Roatan. Multiple lines sail from Galveston year-round.

What is the best Caribbean cruise for families?

Western Caribbean cruises offer beach days, snorkeling, zip-lining, and Mayan ruins at ports like Cozumel and Roatan. Royal Caribbean and Disney both offer strong family programming on Caribbean itineraries.

Explore More Caribbean Cruise Options