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Popular Caribbean Cruise Deals

See all 5,078 cruises to Caribbean

Cruises to the Caribbean

Caribbean cruise destinations

  • Jamaica: Montego Bay, Falmouth, and Ocho Rios are some of the most popular ports in Jamaica. Whether you explore the attractions at Aqua Sol Theme Park in Montego Bay or snorkel off the shore of Ocho Rios’ turtle beach, you’ll find an exciting vacation awaits you in Jamaica.
  • Puerto Rico: Stop in San Juan, Puerto Rico’s capital, and explore the area’s natural wonders and manmade marvels. Hike the rugged landscape of El Yunque Forest and snap some pictures of the colorful architecture in Old San Juan.
  • Virgin Islands: Looking for turquoise waters? Cruise to St. Thomas. St. Croix offers lush jungles and charming colonial towns to explore, while St. John is known for its massive mangrove trees and powder-soft sandy beaches.

How long do Caribbean cruises last?

There are several different lengths for Caribbean cruise deals. Here are the most popular options:

  • Short-term cruises: There are Caribbean cruises that last three to five days. They’re ideal for the traveler looking for a brief weekend getaway. Some cruise ships leave from Fort Lauderdale and travel through the Western Caribbean for a short, but fun-filled, getaway.
  • Weeklong cruises: The standard Caribbean cruise lasts around seven days. In this amount of time, you can expect to visit four to seven ports in various island locations.
  • Extended stay cruises: Hit the high seas for up to 21 days! During this trip, you’ll see multiple regions of the Caribbean, develop a deeper understanding of the area, and be able to stop at 8 to 15 ports of call.

Cheap Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Cheap Hotels

Hotel El Convento

Hotel El Convento

100 Cristo St, San Juan
  • Free Cancellation
  • Reserve now, pay when you stay
4.5 out of 5.0
 
 

Formerly a convent dating from 1651, this boutique hotel is in the center of Old San Juan across from the San Juan Cathedral and two blocks from La Fortaleza, ...

Hotel El Convento$200

Hotel Plaza De Armas Old San Juan

Hotel Plaza De Armas Old San Juan

Viejo San Juan, San Jose St, 202, San Juan
  • Free Cancellation
  • Reserve now, pay when you stay
2.0 out of 5.0
 
 

Located in San Juan Antiguo, this hotel is within a 10-minute walk of Museo del Nino's, Plaza de Armas, and Museum of the Americas. Museo de Casa Blanca is 0.3 ...

Hotel Plaza De Armas Old San Juan$116

British Colonial Hilton - Nassau

British Colonial Hilton - Nassau

Number One Bay St, Nassau
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 

Serving as the island's social and business hub, the 288-room beachfront hotel is across from the Straw Market and 5 blocks from Parliament Square. A seaside ...

British Colonial Hilton - Nassau$162

Sheraton Old San Juan Hotel

Sheraton Old San Juan Hotel

100 Brumbaugh Street, San Juan
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 

Located along the water in Old San Juan, this contemporary Puerto Rico resort is across from cruise-ship piers and 3 blocks from the massive Fort San ...

Sheraton Old San Juan Hotel$199

*Prices are cruise only, per person, double occupancy. Taxes, fees and port expenses not included. Rates are valid for US and Canadian residents only. Fuel supplement may apply. Savings advertised and Expedia Extras are based on specific cabin types and sailing dates, and may not be available for all cabin types/sailings.