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! (482 reviews)
Jul 18 - Jul 21
3 night stay
Boston (BOS) to Philipsburg (SXM)
United • Non-stop • Coach
Philipsburg (SXM) to Boston (BOS)
Spirit Airlines • Non-stop • Coach
per person
found 1 day ago
All the folks working at this property were great. The resort was nice but not pretentious.
Reviewed on Nov 18, 2024
4.0-star property
The Villas at Simpson Bay Resort
9.2/10 Wonderful! (1,154 reviews)
Jun 22 - Jun 28
6 night stay
Boston (BOS) to Philipsburg (SXM)
United • Non-stop • Coach
Philipsburg (SXM) to Boston (BOS)
JetBlue Airways • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
Everything you need right at the resort though there are several other restaurants within walking distance. The staff are Coco Beach bar are the best!!
Reviewed on Apr 12, 2025
4.0-star property
Simpson Bay Resort, Marina & Spa
Pelican Key
8.8/10 Excellent! (1,048 reviews)
Jun 15 - Jun 20
5 night stay
Boston (BOS) to Philipsburg (SXM)
United • Non-stop • Coach
Philipsburg (SXM) to Boston (BOS)
American Airlines • Non-stop • Coach
Save 100% on your flight
per person
found 19 hours ago
Very nice property. Our only complaint it that it appears that they add a bleach smell to the air of both the condo unit and the main lobby that was bothersome. Everything else was excellent, including service from bellmen and others.
Reviewed on Mar 22, 2025
3.5-star property
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
9.2/10 Wonderful! (872 reviews)
Jun 22 - Jun 28
6 night stay
Boston (BOS) to Philipsburg (SXM)
United • Non-stop • Coach
Philipsburg (SXM) to Boston (BOS)
JetBlue Airways • Non-stop • 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
Holland House Beach Hotel
9/10 Wonderful! (1,002 reviews)
Jun 22 - Jun 28
6 night stay
Boston (BOS) to Philipsburg (SXM)
United • Non-stop • Coach
Philipsburg (SXM) to Boston (BOS)
JetBlue Airways • Non-stop • Coach
per person
found 1 day ago
Second time staying here. Super clean. Quiet. Showers are amazing.
Reviewed on Nov 8, 2024
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
$366 nightly
The price is $402 total per night
$402 total
Jun 1 - Jun 2
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 concierge services, securing valuables, and dry cleaning/laundry. Other amenities at this beach resort include a casino, a free water park, and a nightclub.
Pool
Spa
Barceló Bávaro Palace - All Inclusive
Carretera Bávaro Km. 1, Playa Bávaro, Punta Cana, La Altagracia
131.27 mi from city center
$299 nightly
The price is $348 total per night
$348 total
Jun 1 - Jun 2
Total includes taxes and fees
Barceló Bávaro Palace - All Inclusive features a private beach, a golf course, and a full-service spa. You can take advantage of free parking, along with an area shuttle. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, tours or tickets, and luggage storage. Other amenities at this all-inclusive property include 4 outdoor pools, a water park, and a nightclub.
On private beach
Pool
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
$403 nightly
The price is $475 total per night
$475 total
May 11 - May 12
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 tours or tickets, luggage storage, and dry cleaning/laundry. 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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