Name: Margaritaville Vacation Club - St. Thomas
Price range: $293 total
Rating: 8

Your Lesser Antilles Vacation

See and do more with a vacation package to Lesser Antilles. Whether you're going for the views, history, culture, or something else, our package deals make travel planning easy. With so many things to explore on a trip to Lesser Antilles, it can be difficult to know where to start. Kick off your journey in Charlotte Amalie at Bolongo Bay and Magens Bay Beach — two popular attractions here. Another great city to add to your itinerary is Philipsburg. Be sure not to miss Maho Beach and Great Bay Beach. Start packing your suitcase, because your Lesser Antilles vacation is just a few clicks away with Expedia.

The Latest Lesser Antilles vacation packages

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

Simpson Bay Resort, Marina & Spa

Pelican Key

$557

per person

Dec 5 - Dec 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9/10 Wonderful! (1,345 reviews)

Very nice over looking view of the water ! I love it.. walking distance to almost everything it’s just that hill going down from the hotel lol! Pretty decent walk from the hotel to the strip.. The only other thing that was concerning was that there were a few roaches in the kitchen during our stay.. but other than that everything seemed pretty good .

Reviewed on Sep 26, 2025

The Villas at Simpson Bay Resort

Save 100% on your flight

$1,565

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Philipsburg (SXM)

9.2/10 Wonderful! (1,241 reviews)

Loved this place! Clean room quiet& great location

Reviewed on Sep 25, 2025

Holland House Beach Hotel

Downtown Philipsburg

Save 100% on your flight

$980

per person

Nov 28 - Dec 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9.2/10 Wonderful! (1,004 reviews)

Bar area could be a bit cleaner.

Reviewed on Sep 19, 2025

Hilton Vacation Club Royal Palm St. Maarten

Save 100% on your flight

$1,172

per person

Nov 28 - Dec 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9/10 Wonderful! (1,116 reviews)

Clean area, usually book here

Reviewed on Sep 24, 2025

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

Save 100% on your flight

$1,108

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Philipsburg (SXM)

9.2/10 Wonderful! (964 reviews)

Keep up your awesome work Team Princess Heghts! Your friends Anvar & Svetlana

Reviewed on Sep 25, 2025

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Where to stay in Lesser Antilles

Find the best Lesser Antilles areas and neighborhoods for the activities you enjoy most. Learn more about Lesser Antilles

Mullet Bay Beach which includes a beach, tropical scenes and general coastal views

Maho

Along with restaurants, resorts and shops just steps from soft, white sand, this beachfront neighborhood offers the thrilling experience of plane spotting.

Discover the most popular places to visit in Lesser Antilles

Sapphire Beach

Enjoy sunbathing, swimming and fun-filled watersports at this peaceful arched bay.

Magens Bay Beach

Appreciate the excellent views of hilly forests as you meander along a scenic trail on your way to this haven of white sand and inviting water.

Orient Bay Beach

Pack your sunscreen, grab your swimsuit and head for a coastal gem known as the Saint- Tropez of the Caribbean.

Lesser Antilles Hotel Deals

Sonesta Maho Beach All Inclusive Resort Casino & Spa

1 Rhine Road, Maho Bay, Lowlands

$215 nightly

$224 total

Oct 1 - Oct 2

Total with taxes and fees

7.8/10 Good! (2,594 reviews)

"I love my room and my view was great!the staff were very friendly and helpful. I wished i could have stayed longer!"

Reviewed on Sep 19, 2025

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37, Simpson Bay

Fully refundableReserve now, pay when you stay

$118 nightly

$124 total

Oct 22 - Oct 23

Total with taxes and fees

8.8/10 Excellent! (1,352 reviews)

"Wonderful stay. Clean. Walkable."

Reviewed on Sep 23, 2025

Margaritaville Vacation Club - St. Thomas

6080 Estate Smith Bay, St. Thomas

$260 nightly

$293 total

Oct 1 - Oct 2

Total with taxes and fees

8/10 Very Good! (2,256 reviews)

"I enjoyed my stay and would stay here again."

Reviewed on Sep 22, 2025

See all 14,545 properties in Lesser Antilles

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.