Lesser Antilles Vacation Packages
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Top Lesser Antilles vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
The Villas at Simpson Bay Resort
Pelican Key
9.2/10 Wonderful! (1,387 reviews)
May 5 - May 9
4 night stay
Boston (BOS) to Philipsburg (SXM)
American Airlines • Non-stop • Coach
Philipsburg (SXM) to Boston (BOS)
Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,430, price is now $744 per person
$744
per person
found 1 day ago
Balcony was a beautiful view
Reviewed on Oct 29, 2025
4.0-star property
Simpson Bay Resort, Marina & Spa
Pelican Key
9/10 Wonderful! (1,629 reviews)
Apr 25 - May 1
6 night stay
Boston (BOS) to Philipsburg (SXM)
JetBlue Airways • Coach
Philipsburg (SXM) to Boston (BOS)
Delta • Coach
Price was $2,701, price is now $1,180 per person
$1,180
per person
found 1 day ago
Nice beach, nice staff. Only gripe is charging to use the gym - come on, that’s cheap
Reviewed on Mar 7, 2026
3.5-star property
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
9.2/10 Wonderful! (1,007 reviews)
Apr 25 - May 1
6 night stay
Boston (BOS) to Philipsburg (SXM)
Air Canada • Non-stop • Coach
Philipsburg (SXM) to Boston (BOS)
Delta • Non-stop • Coach
Price was $1,881, price is now $1,122 per person
$1,122
per person
found 1 day ago
The room was spacious, clean and had adequate storage. The kitchenette was properly outfitted and they gave us a few complimentary drinks, The place was very quiet and private.
Reviewed on Nov 26, 2025
3.0-star property
The Atrium Beach Resort and Spa, an Ascend Collection Resort
8.6/10 Excellent! (1,012 reviews)
Apr 25 - May 1
6 night stay
Boston (BOS) to Philipsburg (SXM)
Air Canada • Non-stop • Coach
Philipsburg (SXM) to Boston (BOS)
Delta • Non-stop • Coach
Price was $1,659, price is now $1,062 per person
$1,062
per person
found 1 day ago
Great property and nice staff and food options within walking distance. I love this spot. I would def recommend this and would def go back
Reviewed on Aug 5, 2025
4.5-star property
Panorama Residences at Monte Vista
Point Blanche
9.6/10 Exceptional! (29 reviews)
Apr 25 - May 1
6 night stay
Boston (BOS) to Philipsburg (SXM)
JetBlue Airways • Coach
Philipsburg (SXM) to Boston (BOS)
Delta • Coach
Price was $2,281, price is now $1,463 per person
$1,463
per person
found 1 day ago
Top rated hotels for your Lesser Antilles vacation package
Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
102.67 mi from city center
$313 nightly
The price is $349 total per night
$349 total
Apr 20 - Apr 21
Total with taxes and fees
Guests of Bluebeard's Castle Resort have access to an outdoor pool, a gym, and free WiFi in public areas. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include a hot tub and laundry facilities.
Pool
Hot Tub
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
27.6 mi from city center
$490 nightly
The price is $511 total per night
$511 total
Apr 5 - Apr 6
Total with taxes and fees
At The Morgan Resort Spa Village, guests enjoy a full-service spa, an outdoor pool, and a gym. Free valet and self parking are available—or if you're not driving, take the free airport shuttle (available 24 hours). The front desk has multilingual staff on hand 24/7 to help with securing valuables, concierge services, and luggage storage. Other amenities at this spa resort include free WiFi in public areas, free newspapers, and a terrace.
Pool
Spa
Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
99.41 mi from city center
$710 nightly
The price is $799 total per night
$799 total
Mar 24 - Mar 25
Total with taxes and fees
Guests staying at Margaritaville Vacation Club - St. Thomas enjoy access to 2 outdoor pools, a gym, and free WiFi in public areas. You can take advantage of free parking, along with a shopping center shuttle. The front desk has multilingual staff standing by 24 hours a day to assist with tours/tickets and luggage storage. Other amenities at this beach hotel include a computer station, a terrace, and laundry facilities.
Pool
Parking 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.
