Caribbean Vacations & Trips from $637

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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.
Urbana Hotel

Urbana Hotel

2 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,219, price is now $637 per person
$637
per person
Nov 9 - Nov 16
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
8.6/10 Excellent! (317 reviews)

Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
Price was $3,891, price is now $1,560 per person
$1,560
per person
Sep 26 - Sep 30
found 3 hours ago
Roundtrip flight included
New York (JFK) to Montego Bay (MBJ)
9.2/10 Wonderful! (300 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
Price was $8,913, price is now $4,192 per person
$4,192
per person
Sep 26 - Sep 30
found 3 hours ago
Roundtrip flight included
New York (JFK) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)

The Oliver Hotel

The Oliver Hotel

3 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,295, price is now $678 per person
$678
per person
Nov 9 - Nov 16
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
9/10 Wonderful! (32 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
Price was $1,746, price is now $953 per person
$953
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Montego Bay (MBJ)
8.4/10 Very Good! (4,842 reviews)

Caribbean Hotel Deals

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
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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
Fully refundableReserve now, pay when you stay
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Hotel Rumbao, a Tribute Portfolio Hotel
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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.