Caribbean Islands Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
4.0-star property
Oyster Bay Beach Resort
Oyster Pond
8.6/10 Excellent! (891 reviews)
Oct 1 - Oct 8
7 night stay
Baltimore (BWI) to Philipsburg (SXM)
Copa • Non-stop roundtrip • Coach
Save 100% on your flight
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
The Villas at Simpson Bay Resort
9.2/10 Wonderful! (1,192 reviews)
Oct 1 - Oct 8
7 night stay
Baltimore (BWI) to Philipsburg (SXM)
Copa • Non-stop roundtrip • Coach
Save 100% on your flight
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
3.5-star property
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
9.2/10 Wonderful! (938 reviews)
Oct 1 - Oct 8
7 night stay
Baltimore (BWI) to Philipsburg (SXM)
Copa • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Overall a great choice to stay
Reviewed on Feb 18, 2025
4.0-star property
Hilton Vacation Club Royal Palm St. Maarten
9/10 Wonderful! (1,048 reviews)
Oct 1 - Oct 8
7 night stay
Baltimore (BWI) to Philipsburg (SXM)
Copa • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
I’ve been coming to this property for over 20 years and it far exceeds other properties on the island! Royal Palm has always and continues to update their rooms, beach and entire property which means they care, they put the customers first!!!
Reviewed on Jul 22, 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
$357 nightly
The price is $392 total per night
$392 total
Aug 28 - Aug 29
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.
Pool
Spa
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
Playas de Bavaro, Higuey, Punta Cana, La Altagracia
Free Cancellation
Reserve now, pay when you stay
131.05 mi from city center
$336 nightly
The price is $430 total per night
$430 total
Sep 1 - Sep 2
Total includes 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, luggage storage, and tours or tickets. Other amenities at this all-inclusive property include a children's pool, a gym, and a sauna.
Pool
Breakfast included
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
Aug 4 - Aug 5
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.
Pool
Spa
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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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