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.
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
Price was $922, price is now $645 per person
$645
per person
Dec 7 - Dec 13
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This resort features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the gym and perks like free self parking and free WiFi. A 24-hour business center, a snack bar/deli, and laundry facilities are also on offer.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was $1,948, price is now $979 per person
$979
per person
Dec 8 - Dec 15
found 1 day ago
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.
Hilton Vacation Club Royal Palm St. Maarten
Save 100% on your flight
Price was $1,509, price is now $1,017 per person
$1,017
per person
Dec 8 - Dec 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 smoke-free aparthotel. Enjoy the gym and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Oyster Bay Beach Resort
Oyster Pond
Save 100% on your flight
Price was $1,597, price is now $1,090 per person
$1,090
per person
Jan 8 - Jan 14
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.
Esmeralda Resort
Save 100% on your flight
Price was $1,728, price is now $1,239 per person
$1,239
per person
Dec 8 - Dec 15
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
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $118 total per night
$118 total
Oct 27 - Oct 28
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
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road, Maho Bay, Lowlands
$302 nightly
The price is $315 total per night
$315 total
Oct 25 - Oct 26
Total with taxes and fees
This all-inclusive 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.
Pool
All inclusive
The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
Free Cancellation
Reserve now, pay when you stay
$379 nightly
The price is $426 total per night
$426 total
Nov 2 - Nov 3
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Enjoy a day at the beach kayaking, or relax with beach cabanas. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Pool
Spa
Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay, St. Thomas
$260 nightly
The price is $293 total per night
$293 total
Oct 25 - Oct 26
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.
Pool
Parking included
The Morgan Resort Spa Village
2 Beacon Hill Road, Simpson Bay
Free Cancellation
$351 nightly
The price is $366 total per night
$366 total
Nov 9 - Nov 10
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
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $119 total per night
$119 total
Oct 29 - Oct 30
Total with taxes and fees
This resort features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the gym and perks like free self parking and free WiFi. A 24-hour business center, a snack bar/deli, and laundry facilities are also on offer.
Pool
Parking included
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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.
Popular places to visit
Sapphire Beach
4.5/5(258 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 romantic area.
Magens Bay Beach
4.5/5(335 reviews)
Nothing says vacation like spending a lazy day at Magens Bay Beach, a popular beach in St. Thomas. Stroll along the waterfront in this romantic area, or seek out the snorkeling spots.
Orient Bay Beach
4/5(365 reviews)
Nothing says vacation like spending a lazy day at Orient Bay Beach, a popular beach in Orient Bay. Check out the top-notch restaurants or lively bars in this relaxing area.
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