Caribbean Vacations & Trips from $1,192

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

St. Thomas

St. Thomas
A pier with kayaks and a sailboat.

Montego Bay

Montego Bay
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.
Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

$1,192
per person
Oct 23 - Oct 28
found 15 hours ago
Roundtrip flight included
New York (JFK) to Montego Bay (MBJ)
8.6/10 Excellent! (5,390 reviews)
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

$1,290
per person
Oct 19 - Oct 24
found 19 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,003 reviews)
Excellent. Very mature all inclusive resort. Very laid back, excellent staff, food options were good. Resort is a bit dated, but very clean and maintained.

Reviewed on Aug 5, 2026

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

$1,468
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Nassau (NAS)
8/10 Very Good! (4,039 reviews)
All under the same roof!!!

Reviewed on Aug 6, 2026

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

Save 100% on your flight
$1,392
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip flight included
New York (JFK) to Montego Bay (MBJ)
8.4/10 Very Good! (3,917 reviews)
Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

Falmouth Historic Town Centre
Save 100% on your flight
$1,304
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip flight included
New York (JFK) to Montego Bay (MBJ)
8.8/10 Excellent! (2,849 reviews)
Staff are real nice friendly make me feel home on my stay food was great beach nice and clean as I expected I love it thanks for everything 💯💯

Reviewed on Aug 7, 2026

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 88,662 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 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 romantic area's seaside and enjoy its lively bars.
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