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.
Sapphire Beach Club Resort
Maho
Price was $1,016, price is now $714 per person
$714
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free resort. 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.
Simpson Bay Resort, Marina & Spa
Pelican Key
Save 100% on your flight
Price was $2,128, price is now $1,084 per person
$1,084
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Holland House Beach Hotel
Downtown Philipsburg
Save 100% on your flight
Price was $1,665, price is now $1,034 per person
$1,034
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
A restaurant and a bar/lounge are featured at this hotel. Dine at the beachfront restaurant and relax with beach umbrellas. WiFi in public areas is free.
La Playa Orient Bay
Save 100% on your flight
Price was $2,193, price is now $1,555 per person
$1,555
per person
Feb 25 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Relax with a drink at the beach bar and enjoy free perks like English breakfast and free self parking.
Aqua Vue by Island Properties Online
Maho
Save 100% on your flight
Price was $2,434, price is now $1,781 per person
$1,781
per person
Mar 2 - Mar 9
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
An outdoor pool is featured at this condo, along with laundry facilities. Take advantage of the free self parking.
Top Lesser Antilles hotels deals
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$394 nightly
The price is $411 total per night
$411 total
Jan 4 - Jan 5, 2026
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
Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
$404 nightly
The price is $455 total per night
$455 total
Dec 20 - Dec 21
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
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$331 nightly
The price is $345 total per night
$345 total
Dec 20 - Dec 21
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 Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
$810 nightly
The price is $909 total per night
$909 total
Jan 4 - Jan 5, 2026
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
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
$486 nightly
The price is $507 total per night
$507 total
Dec 21 - Dec 22
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.
Pool
All inclusive
Jolly Beach Antigua - All-inclusive
Bolans Village, St. Mary's Jolly Harbour Antigua
$184 nightly
The price is $223 total per night
$223 total
Dec 20 - Dec 21
Total with taxes and fees
A full-service spa, 3 restaurants, and 2 outdoor pools are all featured at this all-inclusive property. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the 2 outdoor tennis courts and perks like free self parking and free WiFi.
Pool
All inclusive
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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(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.
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 lively bars or top-notch restaurants in this romantic area.
Trunk Bay
4.5/5(356 reviews)
Nothing says vacation like spending a lazy day at Trunk Bay, a popular beach in St. John. Amble around the area's seaside or seek out the snorkeling spots.
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