Lesser Antilles Vacation Packages
Book a Stay + Flight or Car to save on your trip
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! (1,695 reviews)
Jul 24 - Jul 27
3 night stay
Boston (BOS) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Price was $1,341, price is now $700 per person
$700
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! (1,383 reviews)
Jul 17 - Jul 22
5 night stay
Boston (BOS) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Price was $2,087, price is now $856 per person
$856
per person
found 1 day ago
Balcony was a beautiful view
Reviewed on Oct 29, 2025
4.5-star property
Panorama Residences at Monte Vista
Point Blanche
9.6/10 Exceptional! (54 reviews)
Jul 17 - Jul 22
5 night stay
Boston (BOS) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,973, price is now $1,191 per person
$1,191
per person
found 1 day ago
3.5-star property
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
9.2/10 Wonderful! (1,008 reviews)
Jul 17 - Jul 22
5 night stay
Boston (BOS) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,167, price is now $710 per person
$710
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
La Playa Orient Bay
9.4/10 Exceptional! (707 reviews)
Jul 17 - Jul 22
5 night stay
Boston (BOS) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,421, price is now $879 per person
$879
per person
found 1 day ago
All the folks working at this property were great. The resort was nice but not pretentious.
Reviewed on Nov 18, 2024
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
$350 nightly
The price is $364 total per night
$364 total
Jun 17 - Jun 18
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 luggage storage, securing valuables, and concierge services. Other amenities at this spa resort include free WiFi in public areas, free newspapers, and a terrace.
Pool
Spa
Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
102.67 mi from city center
$235 nightly
The price is $261 total per night
$261 total
Jun 16 - Jun 17
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.
Pool
Hot Tub
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
27.71 mi from city center
$391 nightly
The price is $407 total per night
$407 total
May 19 - May 20
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 dry cleaning/laundry, luggage storage, and concierge services. Other amenities at this beach property include a free water park, karaoke, and a children's pool.
Pool
Spa
Don't see what you're looking for?
See all available properties in Lesser Antilles
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.
