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
Simpson Bay Resort, Marina & Spa
Pelican Key
9/10 Wonderful! (1,629 reviews)
May 13 - May 17
4 night stay
Boston (BOS) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,487, price is now $726 per person
$726
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
4.0-star property
The Villas at Simpson Bay Resort
Pelican Key
9.2/10 Wonderful! (1,387 reviews)
May 23 - May 30
7 night stay
Boston (BOS) to Philipsburg (SXM)
Delta • Non-stop roundtrip • Coach
Price was $3,139, price is now $1,509 per person
$1,509
per person
found 1 day ago
Balcony was a beautiful view
Reviewed on Oct 29, 2025
3.5-star property
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
9.2/10 Wonderful! (1,007 reviews)
Jun 23 - Jun 30
7 night stay
Boston (BOS) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,501, price is now $908 per person
$908
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
4.0-star property
The Morgan Resort Spa Village
9/10 Wonderful! (2,033 reviews)
May 23 - May 30
7 night stay
Boston (BOS) to Philipsburg (SXM)
Delta • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,356, price is now $1,472 per person
$1,472
per person
found 1 day ago
Room and bath were large. Views are fabulous. The hotel is U shaped so every room has a pool and ocean view. Food and drink are on the higher side. Staff was great, food is good at SALT, bar makes good drinks and the pool service is very good. The pool is awesome!
Reviewed on Dec 26, 2025
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
$280 nightly
The price is $312 total per night
$312 total
Apr 14 - Apr 15
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.
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
$456 nightly
The price is $475 total per night
$475 total
May 1 - May 2
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
$575 nightly
The price is $647 total per night
$647 total
Apr 2 - Apr 3
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.
