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.
Oyster Bay Beach Resort
Oyster Pond
Save 100% on your flight
Price was $1,221, price is now $771 per person
$771
per person
Dec 13 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This resort features a full-service spa, a marina, and 2 restaurants. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Enjoy the outdoor pool and perks like free WiFi.
The Villas at Simpson Bay Resort
Pelican Key
Price was $2,139, price is now $1,045 per person
$1,045
per person
Dec 13 - Dec 19
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 $1,593, price is now $838 per person
$838
per person
Nov 29 - Dec 4
just found
Roundtrip non-stop flight included
Boston (BOS) 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.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Save 100% on your flight
Price was $1,693, price is now $926 per person
$926
per person
Dec 13 - Dec 19
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 Morgan Resort Spa Village
Save 100% on your flight
Price was $2,767, price is now $1,767 per person
$1,767
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
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.
Top Lesser Antilles hotels deals
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$153 nightly
The price is $161 total per night
$161 total
Oct 8 - Oct 9
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.
On private beach
Pool
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$460 nightly
The price is $483 total per night
$483 total
Nov 3 - Nov 4
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.
Pool
Spa
Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
$203 nightly
The price is $228 total per night
$228 total
Nov 3 - Nov 4
Total with taxes and fees
This aparthotel 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.
Pool
Hot Tub
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
$352 nightly
The price is $405 total per night
$405 total
Oct 19 - Oct 20
Total with taxes and fees
A full-service spa is on site and multilingual staff is available around-the-clock at the 24-hour front desk. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Bring the family and enjoy the free water park, free kid's club, and kid-friendly dining.
Pool
Spa
Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
This smoke-free hotel features 2 outdoor pools, a gym, and a restaurant. Relax with a drink at one of the 2 poolside bars and enjoy free perks like free self parking and WiFi in public areas. There's a swim-up bar on site, and laundry facilities and concierge services are also provided.
Pool
Parking included
The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
$364 nightly
The price is $409 total per night
$409 total
Oct 6 - Oct 7
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and airport shuttle. Enjoy the gym and visit the 2 bars/lounges and beach bar for drinks.
Pool
Spa
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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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