Caribbean Islands Vacations from $655

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Your Caribbean Islands Vacation

Leave the planning up to us with a Caribbean Islands vacation package. With everything arranged before you jet off, the only thing you'll need to do is sit back, relax and enjoy this destination's countless delights. Begin your trip to Caribbean Islands by spending a few nights in Punta Cana, one of the best cities here. When you're ready to stop dreaming and start traveling, Expedia will help turn your Caribbean Islands vacation into a reality.

The Latest Caribbean Islands vacation packages

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
Simpson Bay Resort, Marina & Spa
Princess Heights Luxury Boutique Condo Hotel
Hilton Vacation Club Royal Palm St. Maarten
Holland House Beach Hotel
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Where to stay in Caribbean Islands

Find the best Caribbean Islands areas and neighborhoods for the activities you enjoy most. Learn more about Caribbean Islands

Discover the most popular places to visit in Caribbean Islands

Caribbean Islands Hotel Deals

Grand Hyatt Baha Mar
Grand Hyatt Baha Mar
4.5 out of 5
One Baha Mar Boulevard, Nassau, New Providence
Fully refundableReserve now, pay when you stay
$401 nightly
The price is $441 total per night from Jul 23 to Jul 24
$441 total
Jul 23 - Jul 24
Total includes taxes and fees
8.4/10 Very Good! (4,189 reviews)
"The property is beautiful and well kept. The casino was fun and the restaurants were delish. This would be a great place for a family to visit with the wildlife exhibits and little water park. We would be back with our kids but in the end, the resort staff hospitality has encouraged us to continue ..."

Reviewed on Jul 6, 2025

Grand Hyatt Baha Mar
Fairmont El San Juan Hotel
Fairmont El San Juan Hotel
5 out of 5
6063 Isla Verde Avenue, Carolina
Fully refundableReserve now, pay when you stay
$422 nightly
The price is $469 total per night from Jul 14 to Jul 15
$469 total
Jul 14 - Jul 15
Total includes taxes and fees
8.4/10 Very Good! (1,797 reviews)
"The property is located in a central area near the highway, Walgreens and beach. The housekeeping was attentive and serviced each day. Ubers were easily accessible Express entry to Club Brava Direct beach access Impecable property grounds Breakfast was plentiful and reasonably priced Daily Nightly ..."

Reviewed on Jul 8, 2025

Fairmont El San Juan Hotel
Hyatt Regency Grand Reserve Puerto Rico
Hyatt Regency Grand Reserve Puerto Rico
4 out of 5
200 Coco Beach Blvd. Highway 955-I, Río Grande
Fully refundableReserve now, pay when you stay
$245 nightly
The price is $267 total per night from Aug 4 to Aug 5
$267 total
Aug 4 - Aug 5
Total includes taxes and fees
8.8/10 Excellent! (2,316 reviews)
"Absolutely incredible. Perfect for kids, families or even couples!"

Reviewed on Jul 8, 2025

Hyatt Regency Grand Reserve Puerto Rico
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.

Find the Best Caribbean Islands Vacation Packages

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.