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Popular Caribbean Cruise Deals
7-night Eastern Caribbean
roundtrip from Miami
Aboard the Norwegian Breakaway
Jun 16, 2019
from $719/person*
$103/night*
7-night Western Caribbean
roundtrip from Miami
Aboard the Symphony of the Seas
Jun 15, 2019
from $1,828/person*
$261/night*
7-night Western Caribbean
roundtrip from Miami
Aboard the Norwegian Breakaway
Jun 9, 2019
from $699/person*
$100/night*
7-night Western Caribbean
roundtrip from Miami
Aboard the Symphony of the Seas
Jun 22, 2019
from $1,628/person*
$233/night*
7-night Western Caribbean
roundtrip from Miami
Aboard the Norwegian Breakaway
Jun 23, 2019
from $779/person*
$111/night*
7-night Western Caribbean
roundtrip from Miami
Aboard the Symphony of the Seas
Jun 8, 2019
from $1,560/person*
$223/night*
7-night Western Caribbean
roundtrip from Port Canaveral
Aboard the Harmony of the Seas
Jun 16, 2019
from $1,445/person*
$206/night*
7-night Western Caribbean
roundtrip from Miami
Aboard the Carnival Conquest
Jun 15, 2019
from $809/person*
$116/night*
7-night Western Caribbean
roundtrip from Miami
Aboard the Symphony of the Seas
Jun 29, 2019
from $1,339/person*
$191/night*
7-night Caribbean
roundtrip from Port Canaveral
Aboard the Disney Fantasy
Jun 15, 2019
from $2,665/person*
$381/night*
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.
Sat, May 11 - Sat, May 11
FLL
Fort Lauderdale - Hollywood Intl.to
SJU
Luis Munoz Marin Intl.$150
Thu, May 9 - Tue, May 14
FLL
Fort Lauderdale - Hollywood Intl.to
SDQ
Las Americas Intl.$226
Mon, Oct 7 - Mon, Oct 7
LGA
LaGuardiato
SJU
Luis Munoz Marin Intl.$228
Fri, May 17 - Sat, May 18
FLL
Fort Lauderdale - Hollywood Intl.to
NAS
Lynden Pindling Intl.$229
Tue, Jan 14 - Thu, Jan 30
EWR
Liberty Intl.to
SJU
Luis Munoz Marin Intl.$249
Thu, Sep 5 - Thu, Sep 12
JFK
John F. Kennedy Intl.to
SJU
Luis Munoz Marin Intl.$249
Fri, May 3 - Wed, May 8
EWR
Liberty Intl.to
SDQ
Las Americas Intl.$256
Wed, May 15 - Wed, May 15
BOS
Logan Intl.to
SJU
Luis Munoz Marin Intl.$258
Cheap Hotels
Estimated price for 1 night/2 adults
Hotel El Convento4.5 out of 5.0
Hotel El Convento
100 Cristo St, San JuanFormerly 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$238
when booking May 12 - May 13
Hotel Plaza De Armas Old San Juan2.0 out of 5.0
Hotel Plaza De Armas Old San Juan
Viejo San Juan, San Jose St, 202, Btw San Francisco St and Fortaleza, San JuanLocated in San Juan Antiguo, this hotel is steps from San Juan Cathedral and Paseo de la Princesa. La Fortaleza - Palacio de Santa Catalina and Plaza de Armas ...
Hotel Plaza De Armas Old San Juan$86
when booking Apr 29 - Apr 30
British Colonial Hilton - Nassau4.0 out of 5.0
British Colonial Hilton - Nassau
Number One Bay St, Nassau, New ProvidenceServing 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$250
when booking Apr 29 - Apr 30
Sheraton Old San Juan Hotel4.0 out of 5.0
Sheraton Old San Juan Hotel
100 Brumbaugh Street, San JuanLocated 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$184
when booking May 10 - May 11
*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.