
Deals on vacations and trips to Lesser Antilles
Save when you book Lesser Antilles package deals

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
Price was $1,668, price is now $1,152 per person
$1,152
per person
Apr 27 - May 1
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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.

Simpson Bay Resort, Marina & Spa
Pelican Key
Price was $3,394, price is now $1,597 per person
$1,597
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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.

The Villas at Simpson Bay Resort
Pelican Key
Price was $2,064, price is now $1,230 per person
$1,230
per person
Apr 27 - May 1
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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.

The Morgan Resort Spa Village
Price was $1,850, price is now $1,383 per person
$1,383
per person
May 30 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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.

Oyster Bay Beach Resort
Oyster Pond
Price was $1,945, price is now $1,458 per person
$1,458
per person
Apr 25 - May 2
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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.
Top Lesser Antilles hotels deals

Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
$257 nightly
The price is $286 total per night
$286 total
Apr 9 - Apr 10
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.

The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$416 nightly
The price is $433 total per night
$433 total
Apr 7 - Apr 8
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
$656 nightly
The price is $738 total per night
$738 total
Mar 14 - Mar 15
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
$657 nightly
The price is $685 total per night
$685 total
Mar 23 - Mar 24
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.

The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
$785 nightly
The price is $881 total per night
$881 total
Apr 5 - Apr 6
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.

Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$373 nightly
The price is $392 total per night
$392 total
Apr 10 - Apr 11
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.
Don't see what you're looking for?
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 family-friendly area.

Maho Beach
4/5(445 reviews)
Nothing says vacation like spending a lazy day at Maho Beach, a popular beach in Maho Reef. Check out the top-notch restaurants or lively bars 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.
Frequently asked questions
Photos of local treasures
Browse Lesser Antilles vacation photos for more inspiration





