Lesser Antilles Vacations 2026 from CA $1,616

Lesser Antilles flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

CA $1,616

per person

Mar 24 - Mar 31

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) 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 Orient Bay Beach and Grand Case Beach are located nearby.

Simpson Bay Resort, Marina & Spa

Pelican Key

CA $1,781

per person

Apr 4 - Apr 11

found 1 day ago

Roundtrip 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 Mullet Bay Beach are located nearby.

The Villas at Simpson Bay Resort

Pelican Key

CA $2,745

per person

Mar 24 - Mar 31

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) 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 Orient Bay Beach are located nearby.

Panorama Residences at Monte Vista

Point Blanche

CA $2,011

per person

Mar 24 - Mar 31

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Philipsburg (SXM)

Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Maho Beach and Orient Bay Beach are located nearby.

Holland House Beach Hotel

Downtown Philipsburg

CA $2,152

per person

Mar 24 - Mar 31

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Philipsburg (SXM)

Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.

Top Lesser Antilles hotels deals

The Morgan Resort Spa Village

2 Beacon Hill Road Simpson Bay

Free cancellation

Reserve now, pay when you stay

Get rates

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

Margaritaville Vacation Club - St. Thomas

6080 Estate Smith Bay St. Thomas

CA $832

per night

Feb 2 - Feb 3

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 Coki Point Beach are located nearby.

Pool

Parking included

Sonesta Maho Beach All Inclusive Resort Casino & Spa

1 Rhine Road Lowlands

CA $697

per night

Feb 2 - Feb 3

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.

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe St. Thomas St. Thomas

CA $851

per night

Mar 1 - Mar 2

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 Sapphire Beach and Bolongo Bay are located nearby.

Pool

Spa

Bluebeard's Castle Resort

1331 Estate Taarneberg Charlotte Amalie Saint Thomas

CA $243

per night

Feb 4 - Feb 5

Stay at this hotel in St. Thomas. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Sapphire Beach and Magens Bay Beach are located nearby.

Pool

Hot tub

Emerald Beach Resort

8070 Lindbergh Bay St. Thomas St. Thomas

CA $404

per night

Mar 1 - Mar 2

Book a stay at this beach hotel in St. Thomas. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Magens Bay Beach and Bolongo Bay are located nearby.

Pool

Pet-friendly

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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

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 family-friendly area.

Orient Bay Beach

4/5(65 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 romantic area.

Maho Beach

4/5(61 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.

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 $1,616. 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.