
Lesser Antilles Vacations from $679
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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

Princess Heights Luxury Boutique Condo Hotel
Reviewed on Dec 18, 2025

Simpson Bay Resort, Marina & Spa
Reviewed on Dec 26, 2025


Oyster Bay Beach Resort
Reviewed on Dec 23, 2025

Divi Little Bay Beach Resort
Reviewed on Dec 21, 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.

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

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

The Morgan Resort Spa Village
Perfect location.
Reviewed on Dec 25, 2025

Margaritaville Vacation Club - St. Thomas
Great pools
Reviewed on Dec 23, 2025

The Westin St. Thomas Beach Resort & Spa
Overall very nice. Out of a ton of food options. Staff was nice. Water was cold to shower in the morning. Fine at night. Construction noises during the morning. Beautiful looking hotel.
Reviewed on Dec 22, 2025























