
Caribbean Islands Vacation Packages
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4.0-star property
Oyster Bay Beach Resort
Oyster Pond
8.6/10 Excellent! (922 reviews)
Oct 3 - Oct 6
3 night stay
Atlanta (ATL) to Philipsburg (SXM)
Spirit Airlines • Non-stop roundtrip • Coach
Price was $764, price is now $534 per person
$534
per person
found 1 day ago
Beautiful area on St Maarten. Peaceful, serene, quiet, gorgeous views of the ocean, St Barts, and the mountains of the island
Reviewed on Jul 20, 2025

4.0-star property
Simpson Bay Resort, Marina & Spa
Pelican Key
9/10 Wonderful! (1,291 reviews)
Oct 27 - Oct 30
3 night stay
Atlanta (ATL) to Philipsburg (SXM)
Spirit Airlines • Non-stop • Coach
Philipsburg (SXM) to Atlanta (ATL)
JetBlue Airways • Non-stop • Coach
Price was $1,020, price is now $613 per person
$613
per person
found 18 hours ago
I had an excellent time, everything was perfect. Staff were polite and very helpful. 5 star experience.
Reviewed on Jul 31, 2025

4.0-star property
Holland House Beach Hotel
Downtown Philipsburg
9.2/10 Wonderful! (1,003 reviews)
Oct 3 - Oct 6
3 night stay
Atlanta (ATL) to Philipsburg (SXM)
Spirit Airlines • Non-stop roundtrip • Coach
Price was $870, price is now $603 per person
$603
per person
found 1 day ago
great and friendly service.
Reviewed on Jun 15, 2025

4.0-star property
The Villas at Simpson Bay Resort
9.2/10 Wonderful! (1,227 reviews)
Oct 3 - Oct 6
3 night stay
Atlanta (ATL) to Philipsburg (SXM)
Spirit Airlines • Non-stop roundtrip • Coach
Price was $906, price is now $638 per person
$638
per person
found 1 day ago
Had a great time! Room clean and updated. Great staff and location!!
Reviewed on Aug 4, 2025

4.0-star property
Esmeralda Resort
8.6/10 Excellent! (464 reviews)
Oct 11 - Oct 18
7 night stay
Atlanta (ATL) to Philipsburg (SXM)
Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,674, price is now $1,182 per person
$1,182
per person
found 1 day ago
The Esmeralda Resort/Spa is an ideal place for those that like a quiet, detached, peaceful, and less crowded type setting. Its situated behind a beach bar at the north end of the bay. Cabins of 4 units share their own pool, thus making it quite cozy and private to lounge in your "own pool". The restaurant is fantastic for the quality of the food and its staff. The staff were extremely helpful, friendly, and as a single traveler, they engaged in conversation but not too much so seem invasive. Do not mistake the restaurant for being low cost--it was not. It can be on the pricy end to dine there, yet well worth it. The included continental brunch, was sort of blah, as there is nothing but carbs, and more carbs to eat. A small bowl of fruit is provided, along with 2 types of cereal, teas and coffee. If eggs or meats or anything else beyond bread (too much bread) is desired, then there is a menue available for those items at a cost. I highly recommend Esmeralda and would gladly stay again.
Reviewed on Apr 7, 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
$324 nightly
The price is $356 total per night
$356 total
Aug 30 - Aug 31
Total with 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 concierge services, luggage storage, and securing valuables. Other amenities at this beach resort include a casino, a free water park, and a nightclub.
Pool
Spa

Hyatt Vacation Club at Hacienda del Mar, Dorado
301 Hwy 693, Dorado, Vega Alta
Free Cancellation
267.23 mi from city center
$182 nightly
The price is $199 total per night
$199 total
Sep 23 - Sep 24
Total with taxes and fees
Hyatt Vacation Club at Hacienda del Mar, Dorado features an outdoor pool, a children's pool, and a gym. The front desk has multilingual staff that can help with securing valuables and dry cleaning/laundry. Other amenities at this beach resort include free WiFi in public areas, a hot tub, and laundry facilities.
Pool
Hot Tub

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
Playas de Bavaro, Higuey, Punta Cana, La Altagracia
131.05 mi from city center
$336 nightly
The price is $430 total per night
$430 total
Sep 1 - Sep 2
Total with taxes and fees
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive features a full-service spa, 5 outdoor pools, and a free water park. If you drive, take advantage of free parking. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, securing valuables, and luggage storage. Other amenities at this all-inclusive property include a children's pool, a gym, and a sauna.
Pool
Breakfast included
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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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