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.
3.5-star property
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
9.2/10 Wonderful! (1,009 reviews)
Aug 15 - Aug 22
7 night stay
Boston (BOS) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,370, price is now $803 per person
$803
per person
found 1 day ago
The property was beautiful and very spacious. We had a wonderful view, it was very quiet, and the staff were great. I would advise against this hotel if you don't have a rental car. We enjoyed being someplace quiet and peaceful, but it is relatively far from any action. There are also a lot of stairs to move about the property on foot to get to the pool or front desk, though you could park a car at each of these locations if you had difficulty with stairs.
Reviewed on Jun 23, 2026
4.0-star property
The Villas at Simpson Bay Resort
Pelican Key
9.2/10 Wonderful! (1,438 reviews)
Sep 4 - Sep 11
7 night stay
Boston (BOS) to Philipsburg (SXM)
American Airlines • Non-stop • Coach
Philipsburg (SXM) to Boston (BOS)
Delta • Non-stop • Coach
Price was $2,386, price is now $1,020 per person
$1,020
per person
found 1 day ago
the view from our balcony is always fabulous. the beach bar and palapas are very nice . we can walk to dinner every night to a different restaurant. we have stayed at simpson bay villas at least 5 times and love it.
Reviewed on Jun 19, 2026
4.0-star property
Simpson Bay Resort, Marina & Spa
Pelican Key
9/10 Wonderful! (1,796 reviews)
Aug 15 - Aug 22
7 night stay
Boston (BOS) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Price was $2,247, price is now $1,006 per person
$1,006
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
4.5-star property
Panorama Residences at Monte Vista
Point Blanche
9.6/10 Exceptional! (61 reviews)
Aug 15 - Aug 22
7 night stay
Boston (BOS) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,728, price is now $1,081 per person
$1,081
per person
found 1 day ago
4.0-star property
The Morgan Resort Spa Village
9/10 Wonderful! (2,220 reviews)
Aug 15 - Aug 22
7 night stay
Boston (BOS) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,153, price is now $1,378 per person
$1,378
per person
found 1 day ago
Perfect location right in walking distance to Maho Beach and Mullet Bay Beach! So cute and the staff was very friendly!
Reviewed on May 24, 2026
Top rated hotels for your Lesser Antilles vacation package
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
$422 nightly
The price is $439 total per night
$439 total
Jul 13 - Jul 14
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 concierge services, luggage storage, and securing valuables. 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
$341 nightly
The price is $384 total per night
$384 total
Jun 25 - Jun 26
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 luggage storage and tours/tickets. Other amenities at this beach hotel include a computer station, a terrace, and laundry facilities.
Pool
Parking included
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
27.71 mi from city center
$451 nightly
The price is $470 total per night
$470 total
Jun 29 - Jun 30
Total with taxes and fees
Sonesta Maho Beach All Inclusive Resort Casino & Spa features a full-service spa, 2 outdoor pools, and a casino. Self parking is offered for USD 10 per day. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, luggage storage, and dry cleaning/laundry. Other amenities at this beach property include a free water park, karaoke, and a children's pool.
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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.
