Caribbean Islands Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
4.0-star property
La Playa Orient Bay
9.4/10 Exceptional! (768 reviews)
Oct 12 - Oct 15
3 night stay
Dallas (DFW) to Philipsburg (SXM)
Delta • Non-stop roundtrip • Coach
Price was $1,172, price is now $841 per person
$841
per person
found 1 day ago
The overall property was nice. There was mold on the ceiling from water leaking in the unit above. The shower leaks a lot of water onto the floor and the toilet rocks and needs tightened to the floor. The light above the kitchen sink only stays on a few seconds. The room was clean and overall resort was nice.
Reviewed on Aug 6, 2026
4.0-star property
The Villas at Simpson Bay Resort
Pelican Key
9.2/10 Wonderful! (1,484 reviews)
Oct 12 - Oct 19
7 night stay
Albany (ALB) to Philipsburg (SXM)
Southwest Airlines • Non-stop • Coach
Philipsburg (SXM) to Albany (ALB)
American Airlines • Non-stop • Coach
Price was $3,411, price is now $1,503 per person
$1,503
per person
found 1 day ago
Very nice property in a excellent location in Simpson Bay. Rooms are large, good kitchen set up in the rooms, excellent restaurants and great people. I'd certainly stay again with my only two complaints being that the gym carries a $6 per use cost (I was under the impression it was included in the room cost - $6 is cheap but a little annoying that it's not included) and the really awesome bar right on the water closes a little before sunset. It would be really fun if that bar stayed open an hour after sunset.
Reviewed on Aug 7, 2026
3.5-star property
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
9.2/10 Wonderful! (1,004 reviews)
Oct 12 - Oct 19
7 night stay
Albany (ALB) to Philipsburg (SXM)
Southwest Airlines • Non-stop • Coach
Philipsburg (SXM) to Albany (ALB)
American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,972, price is now $1,281 per person
$1,281
per person
found 1 day ago
The hotel is very
Reviewed on Aug 7, 2026
5.0-star property
Sonesta Ocean Point All Inclusive, Adults Only Resort
8.8/10 Excellent! (1,003 reviews)
Oct 12 - Oct 19
7 night stay
Albany (ALB) to Philipsburg (SXM)
Southwest Airlines • Non-stop • Coach
Philipsburg (SXM) to Albany (ALB)
American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $6,473, price is now $4,532 per person
$4,532
per person
found 1 day ago
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
$327 nightly
The price is $357 total per night
$357 total
Aug 23 - Aug 24
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 luggage storage, dry cleaning/laundry, and concierge services. Other amenities at this beach resort include a casino, a free water park, and a nightclub.
Pool
Spa
Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
Free Cancellation
Reserve now, pay when you stay
301.79 mi from city center
$365 nightly
The price is $397 total per night
$397 total
Aug 30 - Aug 31
Total with taxes and fees
Hyatt Regency Grand Reserve Puerto Rico features a golf course, a full-service spa, and 3 outdoor pools. Parking is USD 16.73 per night (USD 27.88 per night for valet parking)—but if you prefer not to drive, catch a ride in the airport shuttle (available 24 hours) for USD 96 per person roundtrip. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and luggage storage. Other amenities at this spa resort include a children's pool, a 24-hour gym, and free WiFi in public areas.
Pool
Spa
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
Playas de Bavaro Punta Cana La Altagracia
Free Cancellation
Reserve now, pay when you stay
131.05 mi from city center
$275 nightly
The price is $352 total per night
$352 total
Sep 6 - Sep 7
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 securing valuables, tours or tickets, 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.
