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! (1,001 reviews)
Jan 9 - Jan 16
7 night stay
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,666, price is now $1,404 per person
$1,404
per person
found 1 day ago
4.0-star property
Simpson Bay Resort, Marina & Spa
Pelican Key
9/10 Wonderful! (2,074 reviews)
Jan 2 - Jan 9
7 night stay
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
United • Roundtrip • Coach
Price was $4,171, price is now $1,870 per person
$1,870
per person
found 1 day ago
It was great
Reviewed on Oct 19, 2026
4.0-star property
The Villas at Simpson Bay Resort
Pelican Key
9.2/10 Wonderful! (1,560 reviews)
Jan 9 - Jan 16
7 night stay
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Price was $4,235, price is now $1,952 per person
$1,952
per person
found 1 day ago
Will be be back
Reviewed on Oct 17, 2026
4.0-star property
The Morgan Resort Spa Village
9/10 Wonderful! (2,412 reviews)
Jan 9 - Jan 16
7 night stay
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,602, price is now $1,536 per person
$1,536
per person
found 1 day ago
4.0-star property
Divi Little Bay Beach Resort
8.2/10 Very Good! (1,010 reviews)
Jan 9 - Jan 16
7 night stay
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,105, price is now $2,004 per person
$2,004
per person
found 1 day ago
The location was great, right on the beach and the water was clear and lovely to swim in. The air conditioning in our unit was unreliable and kept cutting out. Drinking water was not provided in the rooms and there were no fill (water) stations on the resort forcing guests to purchase water to stay hydrated. The room and food were adequate and overall the staff were friendly.
Reviewed on Oct 18, 2026
Top rated hotels for your Lesser Antilles vacation package
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
$198 nightly
The price is $207 total per night
$207 total
Oct 21 - Oct 22
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 securing valuables, luggage storage, and concierge services. Other amenities at this beach resort include 6 outdoor pools, a children's pool, and a gym.
On private beach
Pool
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
$503 nightly
The price is $525 total per night
$525 total
Oct 20 - Oct 21
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 tours or tickets, luggage storage, and securing valuables. 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
$179 nightly
The price is $201 total per night
$201 total
Nov 17 - Nov 18
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, laundry facilities, and an ATM.
Pool
Hot Tub
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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.
