
Lesser Antilles Vacations from $494
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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


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



Where to stay in Lesser Antilles

Esperanza
Stroll along the coastal boulevard and visit the collection of shops and restaurants on the main strip in the charming town.
Discover the most popular places to visit in Lesser Antilles

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

Maho Beach
Nothing says vacation like spending a lazy day at Maho Beach, a popular beach in Maho Reef. Check out the lively bars or top-notch restaurants in this family-friendly area.

Trunk Bay
Backed by palms, this stretch of sparkling white sand is regularly ranked as one of the most beautiful beaches in the world.
Lesser Antilles Hotel Deals

Reviewed on Jun 25, 2025

Reviewed on Jun 25, 2025

Reviewed on Jun 23, 2025