Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Travelers in the cabin

See all 4589 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
    4.5 out of 5.0
     
     

    Located in Old San Juan, this luxury hotel is steps from Statue of Ponce de Leon, San Juan Gate, and San Juan Cathedral. La Fortaleza and Castillo de San Cristobal ...

    Hotel El ConventoGet Rates

    Hotel Plaza De Armas Old San Juan

    Hotel Plaza De Armas Old San Juan

    Viejo San Juan, San Jose St, 202, Btw San Francisco St and Fortaleza, San Juan
      2.0 out of 5.0
       
       

      Located in Old San Juan, this hotel is steps from San Juan Cathedral and Paseo de la Princesa. La Fortaleza and Plaza de Armas are also within 5 minutes.

      Hotel Plaza De Armas Old San JuanGet Rates

      British Colonial Hilton - Nassau

      British Colonial Hilton - Nassau

      Number One Bay St, Nassau, New Providence
        4.0 out of 5.0
         
         

        Located in Downtown Nassau, this beachfront hotel is in the city center, just steps from Christ Church Cathedral and Pirates of Nassau Museum. Straw Market and ...

        British Colonial Hilton - NassauGet Rates

        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 in Old San Juan, this hotel is steps from Pier 3, Port of San Juan, and Teatro Tapia. Pier 4 and Pier 1 are also within 5 minutes.

        Sheraton Old San Juan Hotel$139

        *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.