
Lesser Antilles Vacation Packages
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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! (1,003 reviews)
Sep 17 - Sep 21
4 night stay
Baltimore (BWI) to Philipsburg (SXM)
JetBlue Airways • Non-stop • Coach
Philipsburg (SXM) to Baltimore (BWI)
Southwest Airlines • Non-stop • Coach
Price was $915, price is now $582 per person
$582
per person
found 1 day ago
Large and beautiful condo with a fantastic view
Reviewed on Jul 4, 2026

4.0-star property
The Villas at Simpson Bay Resort
Pelican Key
9.2/10 Wonderful! (1,442 reviews)
Aug 15 - Aug 22
7 night stay
Baltimore (BWI) to Philipsburg (SXM)
JetBlue Airways • Non-stop • Coach
Philipsburg (SXM) to Baltimore (BWI)
American Airlines • Non-stop • Coach
Price was $2,614, price is now $1,106 per person
$1,106
per person
found 1 day ago
Stayed for 4 days and had the breakfast included in our stay. It is in a location where you can walk to local shops and restaurants. Great experience.
Reviewed on Jul 5, 2026

4.0-star property
Simpson Bay Resort, Marina & Spa
Pelican Key
9/10 Wonderful! (1,837 reviews)
Aug 15 - Aug 22
7 night stay
Baltimore (BWI) to Philipsburg (SXM)
JetBlue Airways • Non-stop • Coach
Philipsburg (SXM) to Baltimore (BWI)
American Airlines • Non-stop • Coach
Price was $2,158, price is now $958 per person
$958
per person
found 1 day ago
This was an incredible property that had everything and more. Room was great and large. Room service was amazing. Restaurants were great.
Reviewed on Jul 5, 2026

4.0-star property
La Playa Orient Bay
9.4/10 Exceptional! (736 reviews)
Aug 10 - Aug 15
5 night stay
Baltimore (BWI) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,324, price is now $849 per person
$849
per person
found 1 day ago
We loved the breakfast spread, and it was right on the beach!
Reviewed on Jul 5, 2026

4.0-star property
Oyster Bay Beach Resort
Oyster Pond
8.8/10 Excellent! (1,000 reviews)
Sep 17 - Sep 21
4 night stay
Baltimore (BWI) to Philipsburg (SXM)
JetBlue Airways • Non-stop • Coach
Philipsburg (SXM) to Baltimore (BWI)
Southwest Airlines • Non-stop • Coach
Price was $911, price is now $626 per person
$626
per person
found 1 day ago
Everyone was helpful, the staff gave hugs along with genuine smiles, they gave bday gifts and remembered my name as well as my Mothers, they made me feel right at home, like family and the food at the Veranda restaurant did not disappoint at all!!
Reviewed on Jul 5, 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
$370 nightly
The price is $385 total per night
$385 total
Aug 3 - Aug 4
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, securing valuables, and luggage storage. Other amenities at this spa resort include free WiFi in public areas, free newspapers, and a terrace.
Pool
Spa

The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
102.07 mi from city center
$396 nightly
The price is $446 total per night
$446 total
Aug 2 - Aug 3
Total with taxes and fees
Guests of The Westin St. Thomas Beach Resort & Spa have access to a full-service spa, 3 outdoor pools, and a gym. Valet parking is USD 40 per day if you plan to drive, or hop aboard the airport shuttle during limited hours for USD 42 per person one-way. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and concierge services. Other amenities at this beach resort include a sauna, free WiFi in public areas, and meeting rooms.

Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
27.71 mi from city center
$473 nightly
The price is $493 total per night
$493 total
Aug 3 - Aug 4
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 luggage storage, concierge services, and dry cleaning/laundry. Other amenities at this beach property include a free water park, karaoke, and a children's pool.
Pool
Spa
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