Lesser Antilles Vacations from $542

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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

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort
Divi Little Bay Beach Resort
La Playa Orient Bay

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

Find the Best Lesser Antilles Vacation Packages

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Lesser Antilles Hotel Deals

Sonesta Maho Beach All Inclusive Resort Casino & Spa
Sonesta Maho Beach All Inclusive Resort Casino & Spa
4 out of 5
1 Rhine Road, Maho Bay, Lowlands
The price is $231 per night from May 4 to May 5
$231
includes taxes & fees
$221 per night
May 4 - May 5
7.8/10 Good! (2,174 reviews)
"The facility was nice."

Reviewed on Apr 27, 2025

Sonesta Maho Beach All Inclusive Resort Casino & Spa
Margaritaville Vacation Club - St. Thomas
Margaritaville Vacation Club - St. Thomas
4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is $576 per night from May 2 to May 3
$576
includes taxes & fees
$512 per night
May 2 - May 3
8.2/10 Very Good! (1,910 reviews)
"The Staff 10/10"

Reviewed on Apr 27, 2025

Margaritaville Vacation Club - St. Thomas
Simpson Bay Resort, Marina & Spa
Simpson Bay Resort, Marina & Spa
4 out of 5
Billy Folly Road 37, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is $144 per night from May 15 to May 16
$144
includes taxes & fees
$138 per night
May 15 - May 16
8.8/10 Excellent! (1,083 reviews)
"very good and clean spot..would always come back"

Reviewed on Apr 28, 2025

Simpson Bay Resort, Marina & Spa
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.