Caribbean Vacations & Trips from $402

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Top destinations in Caribbean

Condado Beach which includes general coastal views and a coastal town
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San Juan

San Juan

The Latest Caribbean Vacation Packages

Price found within the past 48 hours. Click for updated prices.
El Colonial - Adults Only

El Colonial - Adults Only

3.5 out of 5
Old San Juan
Save 100% on your flight
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to San Juan (SJU)
9.4/10 Exceptional! (1,188 reviews)

Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Montego Bay (MBJ)
8.6/10 Excellent! (1,410 reviews)

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

4 out of 5
per person
Jul 20 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Nassau (NAS)
8/10 Very Good! (3,000 reviews)

The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Montego Bay (MBJ)
8.4/10 Very Good! (4,741 reviews)

Caribbean Hotel Deals

Hotel El Convento
Hotel El Convento
4.5 out of 5
100 Cristo St, San Juan
Fully refundableReserve now, pay when you stay
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Hotel El Convento
British Colonial - Nassau
British Colonial - Nassau
4 out of 5
Number One Bay St, Nassau
Fully refundableReserve now, pay when you stay
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British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel
Hotel Rumbao, a Tribute Portfolio Hotel
4 out of 5
100 Brumbaugh Street, San Juan, Puerto Rico
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Hotel Rumbao, a Tribute Portfolio Hotel
See all 79,763 properties in Caribbean
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.