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Caribbean Cruises

Caribbean Cruises

The Caribbean and cruising are practically synonymous. 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.

When do you want to cruise?

MonthNumber of CruisesFrom Price
Dec 202499 cruises$580
Jan 2025441 cruises$244
Feb 2025416 cruises$334
Mar 2025472 cruises$344
Apr 2025225 cruises$316
May 2025175 cruises$356
Jun 2025162 cruises$465
Jul 2025165 cruises$486
Aug 2025168 cruises$446
Sep 2025155 cruises$399
Oct 2025217 cruises$381
Nov 2025466 cruises$330
Dec 2025539 cruises$378
Jan 2026553 cruises$346
Feb 2026482 cruises$373
Mar 2026469 cruises$414
Apr 2026246 cruises$101
May 2026181 cruises$391
Jun 2026148 cruises$391
Jul 2026147 cruises$391
Aug 2026175 cruises$391
Sep 2026133 cruises$391
Oct 2026183 cruises$391
Nov 2026257 cruises$478
Dec 2026267 cruises$391
Jan 2027299 cruises$588
Feb 2027238 cruises$583
Mar 2027217 cruises$658
Apr 2027102 cruises$717
Oct 20272 cruises$5,559

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.