
Deals on vacations and trips to Lesser Antilles
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Lesser Antilles flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Save 100% on your flight
Price was $1,073, price is now $641 per person
$641
per person
Jun 5 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features an outdoor pool and a 24-hour gym. Families will appreciate the waterslide, onsite laundry facilities, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.

The Villas at Simpson Bay Resort
Pelican Key
Price was $2,037, price is now $900 per person
$900
per person
Jun 5 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site.

Simpson Bay Resort, Marina & Spa
Pelican Key
Save 100% on your flight
Price was $2,088, price is now $1,004 per person
$1,004
per person
May 30 - Jun 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.

La Playa Orient Bay
Save 100% on your flight
Price was $1,083, price is now $694 per person
$694
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Families will appreciate the onsite laundry facilities and in-room childcare.

Esmeralda Resort
Save 100% on your flight
Price was $1,182, price is now $799 per person
$799
per person
Jun 5 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features 15 outdoor pools, a restaurant, and a bar/lounge. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the playground and onsite laundry facilities.
Top Lesser Antilles hotels deals

The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
$374 nightly
The price is $389 total per night
$389 total
May 4 - May 5
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this resort. Enjoy the gym and perks like free valet parking and a free airport shuttle. There's a bar/lounge on site, and concierge services and free newspapers are also provided.

Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
$235 nightly
The price is $261 total per night
$261 total
May 27 - May 28
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Enjoy the gym and perks like free WiFi. A bar/lounge, a poolside bar, and a coffee shop are also provided.

Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
$458 nightly
The price is $515 total per night
$515 total
Apr 29 - Apr 30
Total with taxes and fees
This smoke-free hotel features 2 outdoor pools, a gym, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 poolside bars and enjoy free perks like free self parking and WiFi in public areas.

Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
$469 nightly
The price is $489 total per night
$489 total
May 3 - May 4
Total with taxes and fees
This property features free water park access, a casino, and a full-service spa. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a free kid's club and a children's pool, and free supervised childcare is an added bonus.

Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$239 nightly
The price is $250 total per night
$250 total
May 14 - May 15
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.

Sonesta Ocean Point All Inclusive, Adults Only Resort
1A Rhine Rd. Lowlands
$625 nightly
The price is $652 total per night
$652 total
Apr 29 - Apr 30
Total with taxes and fees
This smoke-free property features a casino, a full-service spa, and 3 restaurants. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Enjoy the 3 outdoor pools and perks like free WiFi.
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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.
Popular places to visit

Sapphire Beach
4.5/5(261 reviews)
Nothing says vacation like spending a lazy day at Sapphire Beach, a popular beach in Red Hook. You can seek out the snorkeling spots in this family-friendly area.

Magens Bay Beach
4.5/5(340 reviews)
If a restful vacation is part of your travel plans, Magens Bay Beach might be the perfect place to seek out during your trip to St. Thomas. Stroll along the waterfront in this romantic area, or seek out the snorkeling spots.

Orient Bay Beach
4/5(371 reviews)
Nothing says vacation like spending a lazy day at Orient Bay Beach, a popular beach in Orient Bay. Check out the lively bars or top-notch restaurants in this relaxing area.
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