Caribbean Vacations & Trips from $1,551

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Top destinations in Caribbean

A marina with a white boat named 'Achina' docked, surrounded by palm trees and a building with a green roof.

Punta Cana

Punta Cana
A beach with clear turquoise water, a sandy shore, and a city skyline with tall buildings including a Marriott hotel.

San Juan

San Juan
A pier with kayaks and a sailboat.

Montego Bay

Montego Bay
A beach with clear turquoise water, white sand, and green foliage in the foreground.

St. Thomas

St. Thomas
A cruise ship docked at a port with a clear blue sea and a small island in the background.

Nassau

Nassau
Turquoise waters, green islands, and lush vegetation.

Providenciales

Providenciales
A sandy beach with clear blue water, palm trees, and people enjoying the beach.

Noord

Noord
A beach with clear turquoise water, a person sunbathing, and palm trees in the background.

Oranjestad

Oranjestad
A tropical beach with turquoise waters, green hills, and a clear sky.

St. John

St. John

The Latest Caribbean Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at the Palms II

Ocho Rios Villa at the Palms II

$1,551
per person
Oct 27 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Montego Bay (MBJ)
9.4/10 Exceptional! (23 reviews)
Clean and family friendly

Reviewed on Apr 3, 2026

Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

$1,703
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,004 reviews)
The room was comfortable. It could use a little refresh, but overall it was clean and comfortable. The staff was always friendly and helpful. The food was good- especially the jerk chicken lunch on the beach. We all looked forward to that!

Reviewed on Sep 13, 2026

Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

Falmouth Historic Town Centre
$1,914
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Montego Bay (MBJ)
8.8/10 Excellent! (2,977 reviews)
Tv was complicated

Reviewed on Sep 14, 2026

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

$1,847
per person
Oct 27 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Montego Bay (MBJ)
8.6/10 Excellent! (5,491 reviews)
All was well

Reviewed on Sep 14, 2026

Ocho Rios Villa at Coolshade IV

Ocho Rios Villa at Coolshade IV

Save 100% on your flight
$1,575
per person
Oct 27 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Montego Bay (MBJ)
9.4/10 Exceptional! (10 reviews)

Caribbean Hotel Deals

Hotel El Convento

Hotel El Convento

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

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

100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
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Hotel Rumbao, a Tribute Portfolio Hotel
See all 88,844 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.

Stay near popular Caribbean attractions

A beach scene with a flag, beach chairs, umbrellas, and a vendor cart.

Eagle Beach

9.4/10 (6,014 reviews)
Nothing says vacation like spending a lazy day at Eagle Beach, a popular beach in Oranjestad-West. Make time to visit the shops and casinos while you're in the area.
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A cruise ship docked near a coastal city with buildings and palm trees.

Port of San Juan

9.0/10 (16,423 reviews)
Explore the waterfront in San Juan with a trip to Port of San Juan. Discover the area's top-notch restaurants and its acclaimed art scene.
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A beach with people walking, clear blue water, and green vegetation in the foreground.

Grace Bay Beach

9.8/10 (5,552 reviews)
Nothing says vacation like spending a lazy day at Grace Bay Beach, a popular beach in Providenciales. Amble around this romantic area's seaside, or seek out the snorkeling spots.
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A beach with palm trees and turquoise water.

Bavaro Beach

8.8/10 (36,026 reviews)
Nothing says vacation like spending a lazy day at Bavaro Beach, a popular beach in Punta Cana. Discover the top-notch restaurants and great live music in this romantic area.
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A beach with a lifeguard tower, palm trees, and a clear blue sky.

Luquillo Beach

9.0/10 (3,887 reviews)
Nothing says vacation like spending a lazy day at Luquillo Beach, a popular beach in Luquillo. Discover the area's countryside and mountain views.
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A coastal resort area with a beach, clear turquoise waters, and a clear sky.

Punta Cana Beach

8.8/10 (30,329 reviews)
Nothing says vacation like spending a lazy day at Punta Cana Beach, a popular beach in Punta Cana. Amble around this relaxing area's seaside and enjoy its lively bars.
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A tropical beach with clear turquoise waters, thatched umbrellas, and palm trees.

Mambo Beach

8.8/10 (2,288 reviews)
Nothing says vacation like spending a lazy day at Mambo Beach, a popular beach in Willemstad. Stroll along the seaside or visit the shops in this romantic area.
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