Deals on vacations and trips to Lesser Antilles

Save when you book Lesser Antilles package deals

Choose two or more items and save on your trip:

Lesser Antilles flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was $1,935, price is now $973 per person
$973
per person
Dec 9 - Dec 14
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

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $2,526, price is now $1,172 per person
$1,172
per person
Jan 9 - Jan 13
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

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,297, price is now $1,097 per person
$1,097
per person
Jan 9 - Jan 13
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.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Point Blanche
Price was $2,112, price is now $1,306 per person
$1,306
per person
Dec 9 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A terrace, a garden, and a virtual front desk are also on offer.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $2,075, price is now $1,289 per person
$1,289
per person
Dec 9 - Dec 14
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

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$239 nightly
The price is $250 total per night
$250 total
Nov 5 - Nov 6
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

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$530 nightly
The price is $553 total per night
$553 total
Nov 5 - Nov 6
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

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
$203 nightly
The price is $228 total per night
$228 total
Dec 2 - Dec 3
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

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
$506 nightly
The price is $528 total per night
$528 total
Nov 8 - Nov 9
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

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay St. Thomas
Get rates
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
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
10 Emerald Merit Rd Oyster Pond
Free Cancellation
Reserve now, pay when you stay
$190 nightly
The price is $199 total per night
$199 total
Dec 3 - Dec 4
Total with taxes and fees
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.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Lesser Antilles
View all properties
Lowest 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.

Stay near popular Lesser Antilles attractions

A beach with clear turquoise water, a large tree, and a distant hill with buildings.

Sapphire Beach

9.0/10 (1,479 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.
See properties

Frequently asked questions

How much are vacation packages to Lesser Antilles?
Splash out on a memorable travel experience in Lesser Antilles with a vacation package starting from just $973. Reserving flights and hotels through Travelocity is a piece of cake. What's more, our great deals will leave you with extra cash for fun, fun, fun!
Where can I get the best vacation package deals for Lesser Antilles?
It's hard to top Travelocity when it comes to piecing together your Lesser Antilles package deal. There are as many as 400 partner airlines and 1,000,000 properties worldwide to select from. Book your vacation now and get ready to cross another destination off your travel bucket list.
Why should I book my Lesser Antilles vacation package via Travelocity?
With our Price Match Guarantee, we'll match any cheaper price you're able to find. Add to that our 24/7 customer support and top-shelf service and the vacation of your dreams is closer than ever before.
Will I save money on my Lesser Antilles car rental if I book it with hotels and flights?
Combining your bookings into a Lesser Antilles vacation package will certainly save you money. You can book a car and flight; a hotel, flight and car; or a car and hotel. There's no better way to discover the greater Lesser Antilles area than from the comfort of your own rental car. You can also add activities and experiences to your Travelocity package.
Which airport is best for Lesser Antilles?
Princess Juliana Intl. Airport (SXM) is a popular option for visitors flying to Lesser Antilles. Robert L. Bradshaw Intl. Airport (SKB) and Clayton J. Lloyd Intl. Airport (AXA) also welcome many of the region's flights.
What is there to do in Lesser Antilles?
You'll be happy to know Lesser Antilles is full of terrific photo-ops, however Dickenson Bay Beach and The Baths are among the best of them.

Photos of local treasures

Browse Lesser Antilles vacation photos for more inspiration

A beach with yellow lounge chairs, palm trees, a boat, and a pier.
A beach with clear turquoise water, gentle waves, and distant mountains under a partly cloudy sky.
A beach with clear turquoise water, a palm tree, and a tire hanging from it.
A vintage yellow car parked on a cobblestone street lined with colorful buildings, including a Belgian Chocolate Box shop.
A rocky beach with large boulders, palm trees, and clear blue water.