
Lesser Antilles Vacations from $835
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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

Hilton Vacation Club Flamingo Beach St. Maarten
Reviewed on Sep 26, 2025

Holland House Beach Hotel
Reviewed on Sep 19, 2025

The Villas at Simpson Bay Resort
Reviewed on Sep 25, 2025

Princess Heights Luxury Boutique Condo Hotel
Reviewed on Sep 25, 2025

Simpson Bay Resort, Marina & Spa
Reviewed on Sep 26, 2025
Where to stay in Lesser Antilles

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
Reviewed on Sep 19, 2025

Simpson Bay Resort, Marina & Spa
Reviewed on Sep 23, 2025

Margaritaville Vacation Club - St. Thomas
Reviewed on Sep 22, 2025