Book Exclusive Lesser Antilles Vacation Packages

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Lesser Antilles flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was CA $2,541, price is now CA $1,262 per person
CA $1,262
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and St. Martin Beaches are located nearby.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was CA $2,978, price is now CA $1,404 per person
CA $1,404
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and St. Martin Beaches are located nearby.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was CA $2,000, price is now CA $1,265 per person
CA $1,265
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
Book a stay at this family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pinel Island and Grand Case Beach are located nearby.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
Price was CA $1,978, price is now CA $1,365 per person
CA $1,365
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
Book a stay at this beach resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orient Bay and Great Bay Beach are located nearby.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was CA $3,113, price is now CA $2,152 per person
CA $2,152
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

Top Lesser Antilles hotels deals

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
The price is CA $441 per night
CA $441
CA $558 total
Jul 29 - Jul 30
includes taxes & fees
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Pool
Spa
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
The price is CA $484 per night
CA $484
CA $663 total
Jul 26 - Jul 27
includes taxes & fees
Book a stay at this luxury resort in St. Thomas. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Magens Bay Beach and Sapphire Beach are located nearby.
Pool
Spa
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
The price is CA $552 per night
CA $552
CA $667 total
Jun 29 - Jun 30
includes taxes & fees
Book a stay at this beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay St. Thomas
The price is CA $484 per night
CA $484
CA $545 total
Jun 30 - Jul 1
includes taxes & fees
Book a stay at this beach hotel in St. Thomas. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sapphire Beach and Magens Bay Beach are located nearby.
Pool
Parking included
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
The price is CA $330 per night
CA $330
CA $404 total
Jul 1 - Jul 2
includes taxes & fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and St. Martin Beaches are located nearby.
On private beach
Pool
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is CA $262 per night
CA $262
CA $353 total
Jul 28 - Jul 29
includes taxes & fees
Stay at this hotel in St. Thomas. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Magens Bay Beach and Sapphire Beach are located nearby.
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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.

Popular places to visit

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

Sapphire Beach

4.5/5(5 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.

Sapphire Beach
A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

Trunk Bay

5/5(5 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.

Trunk Bay
A beach with turquoise water, white sand, and two beach umbrellas.

Orient Bay Beach

4/5(66 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 walkable area.

Orient Bay Beach

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 CA $1,262. 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.