
Caribbean Islands Vacation Packages
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4.0-star property
Simpson Bay Resort, Marina & Spa
Pelican Key
9/10 Wonderful! (1,192 reviews)
Sep 20 - Sep 24
4 night stay
New York (JFK) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 16 hours ago
We love Simpson Bay Resort! Wonderful place to stay and excellent location!
Reviewed on Jul 5, 2025

4.0-star property
Divi Little Bay Beach Resort
8.4/10 Very Good! (1,003 reviews)
Sep 27 - Oct 4
7 night stay
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
United • Coach
Philipsburg (SXM) to Newark Liberty Intl. Airport (EWR)
Spirit Airlines • Coach
per person
found 1 day ago
Nice grounds, well kept and maintained. Beautiful property.
Reviewed on Apr 1, 2025

4.0-star property
Hilton Vacation Club Royal Palm St. Maarten
9/10 Wonderful! (1,048 reviews)
Sep 5 - Sep 9
4 night stay
Atlanta (ATL) to Philipsburg (SXM)
Spirit Airlines • Non-stop • Coach
Philipsburg (SXM) to Atlanta (ATL)
American Airlines • Non-stop • Coach
per person
found 1 day ago
Loved the private beach area with umbrellas and chairs , pool area, restaurant on site with delicious breakfast and dinner options. The swim up bar was very enjoyable. The staff was sooooo friendly and our rooms were SPOTLESS. Gift shop on site was as good as going out shopping around… and the market on the premises has anything you forgot. We took family pics out on the beach one night. Only negative was the bar down the street you can hear the music late at night. But as far as this property…. BOOK IT!
Reviewed on Jun 21, 2025

4.0-star property
The Villas at Simpson Bay Resort
9.2/10 Wonderful! (1,192 reviews)
Sep 5 - Sep 9
4 night stay
Atlanta (ATL) to Philipsburg (SXM)
Spirit Airlines • Non-stop • Coach
Philipsburg (SXM) to Atlanta (ATL)
American Airlines • Non-stop • Coach
per person
found 1 day ago
The property was very nice, clean and beautiful. The beach area was very nice with huts for shade. Plenty of chairs to relax in. The pool area was cleaned everyday and not crowded. The jewelry shop owner was the nicest man. Easy to talk to with no pressure to purchase anything. Several restaurants with good food and drinks I would definitely come back to this resorts.
Reviewed on Jun 8, 2025

4.0-star property
The Morgan Resort Spa Village
9/10 Wonderful! (1,733 reviews)
Oct 5 - Oct 10
5 night stay
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Sterling Blue • Non-stop • Coach
Philipsburg (SXM) to Newark Liberty Intl. Airport (EWR)
Spirit Airlines • Non-stop • Coach
Save 100% on your flight
per person
found 17 hours ago
Loved this property, not all inclusive but the staff gave great recommendations for food and sightseeing. Pool and swim up bar was 10/10. Right next to majo beach
Reviewed on May 20, 2025
Top rated hotels for your Caribbean Islands vacation package

Grand Hyatt Baha Mar
One Baha Mar Boulevard, Nassau, New Providence
Free Cancellation
Reserve now, pay when you stay
637 mi from city center
$401 nightly
The price is $441 total per night
$441 total
Jul 23 - Jul 24
Total includes taxes and fees
Grand Hyatt Baha Mar features a golf course, a full-service spa, and 8 outdoor pools. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, tours or tickets, and securing valuables. Other amenities at this beach resort include a casino, a free water park, and a nightclub.

Fairmont El San Juan Hotel
6063 Isla Verde Avenue, Carolina
Free Cancellation
Reserve now, pay when you stay
287 mi from city center
$422 nightly
The price is $469 total per night
$469 total
Jul 14 - Jul 15
Total includes taxes and fees
Fairmont El San Juan Hotel features a full-service spa, 4 outdoor pools, and a casino. Valet parking is available for USD 33.45 per day. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, concierge services, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a nightclub, a gym, and outdoor tennis courts.

Barceló Bávaro Beach - Adults Only - All Inclusive
Carretera Bávaro Km. 1, Playa Bávaro, Punta Cana, La Altagracia
131.28 mi from city center
$244 nightly
The price is $312 total per night
$312 total
Jul 16 - Jul 17
Total includes taxes and fees
Barceló Bávaro Beach - Adults Only - All Inclusive features a golf course, a full-service spa, and a water park. There's free parking, as well as an airport shuttle for a fee (available on request). Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, tours or tickets, and securing valuables. Other amenities at this adults-only property include a nightclub, an outdoor pool, and a gym.
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View all propertiesLowest 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.
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