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! (964 reviews)
Nov 28 - Dec 3
5 night stay
Boston (BOS) to Philipsburg (SXM)
Air Canada • Non-stop • Coach
Philipsburg (SXM) to Boston (BOS)
American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,141, price is now $704 per person
$704
per person
found 1 day ago
Overall a great choice to stay
Reviewed on Feb 18, 2025
4.0-star property
The Villas at Simpson Bay Resort
9.2/10 Wonderful! (1,241 reviews)
Nov 15 - Nov 22
7 night stay
Boston (BOS) to Philipsburg (SXM)
Spirit Airlines • Non-stop • Coach
Philipsburg (SXM) to Boston (BOS)
United • Non-stop • Coach
Price was $1,774, price is now $906 per person
$906
per person
found 1 day ago
Had a great time! Room clean and updated. Great staff and location!!
Reviewed on Aug 4, 2025
4.0-star property
Simpson Bay Resort, Marina & Spa
Pelican Key
9/10 Wonderful! (1,345 reviews)
Nov 15 - Nov 22
7 night stay
Boston (BOS) to Philipsburg (SXM)
Spirit Airlines • Non-stop • Coach
Philipsburg (SXM) to Boston (BOS)
United • Non-stop • Coach
Price was $1,452, price is now $794 per person
$794
per person
found 1 day ago
I had an excellent time, everything was perfect. Staff were polite and very helpful. 5 star experience.
Reviewed on Jul 31, 2025
4.0-star property
Hilton Vacation Club Royal Palm St. Maarten
9/10 Wonderful! (1,116 reviews)
Nov 15 - Nov 22
7 night stay
Boston (BOS) to Philipsburg (SXM)
Spirit Airlines • Non-stop • Coach
Philipsburg (SXM) to Boston (BOS)
United • Non-stop • Coach
Price was $1,545, price is now $878 per person
$878
per person
found 1 day ago
I’ve been coming to this property for over 20 years and it far exceeds other properties on the island! Royal Palm has always and continues to update their rooms, beach and entire property which means they care, they put the customers first!!!
Reviewed on Jul 22, 2025
4.0-star property
Holland House Beach Hotel
Downtown Philipsburg
9.2/10 Wonderful! (1,004 reviews)
Nov 28 - Dec 3
5 night stay
Boston (BOS) to Philipsburg (SXM)
Air Canada • Non-stop • Coach
Philipsburg (SXM) to Boston (BOS)
American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,685, price is now $980 per person
$980
per person
found 1 day ago
The staff are amazing and it is super convenient to stores.
Breakfast was great!
Reviewed on Sep 5, 2025
Top rated hotels for your Lesser Antilles vacation package
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road, Maho Bay, Lowlands
27.74 mi from city center
$215 nightly
The price is $224 total per night
$224 total
Oct 1 - Oct 2
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 concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this all-inclusive property include a free water park, karaoke, and a children's pool.
Pool
All inclusive
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
28.64 mi from city center
$118 nightly
The price is $124 total per night
$124 total
Oct 22 - Oct 23
Total with taxes and fees
Simpson Bay Resort, Marina & Spa features a private beach, a marina, and a full-service spa. If you plan to drive, free parking is available. The front desk has multilingual staff on hand 24/7 to help with luggage storage, concierge services, and securing valuables. Other amenities at this beach resort include 6 outdoor pools, a children's pool, and a gym.
On private beach
Pool
Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay, St. Thomas
99.41 mi from city center
$260 nightly
The price is $293 total per night
$293 total
Oct 1 - Oct 2
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
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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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