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.
3.0-star property
Sapphire Beach Club Resort
Maho
7/10 Good! (674 reviews)
Dec 10 - Dec 14
4 night stay
Boston (BOS) to Philipsburg (SXM)
United • Non-stop roundtrip • Coach
Price was $1,126, price is now $764 per person
$764
per person
found 1 day ago
Good experience nice and professional staff.thanks
Reviewed on Feb 18, 2025
4.0-star property
The Villas at Simpson Bay Resort
9.2/10 Wonderful! (1,241 reviews)
Nov 7 - Nov 14
7 night stay
Boston (BOS) to Philipsburg (SXM)
Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,829, price is now $1,006 per person
$1,006
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 7 - Nov 14
7 night stay
Boston (BOS) to Philipsburg (SXM)
Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,515, price is now $877 per person
$877
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
Holland House Beach Hotel
Downtown Philipsburg
9.2/10 Wonderful! (1,004 reviews)
Nov 7 - Nov 14
7 night stay
Boston (BOS) to Philipsburg (SXM)
Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,168, price is now $1,413 per person
$1,413
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
3.5-star property
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
9.2/10 Wonderful! (964 reviews)
Nov 7 - Nov 14
7 night stay
Boston (BOS) to Philipsburg (SXM)
Spirit Airlines • Non-stop roundtrip • Coach
Price was $1,214, price is now $824 per person
$824
per person
found 1 day ago
Overall a great choice to stay
Reviewed on Feb 18, 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
$241 nightly
The price is $252 total per night
$252 total
Sep 23 - Sep 24
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
$116 nightly
The price is $121 total per night
$121 total
Oct 6 - Oct 7
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
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
28.62 mi from city center
$108 nightly
The price is $113 total per night
$113 total
Sep 25 - Sep 26
Total with taxes and fees
At Hilton Vacation Club Flamingo Beach St. Maarten, guests enjoy an outdoor pool, a gym, and free WiFi in public areas. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Other amenities at this beach resort include a 24-hour business center, laundry facilities, and a porter/bellhop.
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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