Lesser Antilles Vacations from $812

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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
The Villas at Simpson Bay Resort
Simpson Bay Resort, Marina & Spa
The Morgan Resort Spa Village
Oyster Bay Beach Resort
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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

Stay near popular Lesser Antilles attractions

Lesser Antilles Hotel Deals

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
$348 nightly
The price is $363 total per night from Aug 2 to Aug 3
$363 total
Aug 2 - Aug 3
Total with taxes and fees
9/10 Wonderful! (2,250 reviews)
"Love the distance to airport and free shuttle. Staff was great especially Perla! Drinks on property a bit expensive but thats expected. Pools were amazing."

Reviewed on Jul 2, 2026

The Morgan Resort Spa Village
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
$396 nightly
The price is $446 total per night from Aug 2 to Aug 3
$446 total
Aug 2 - Aug 3
Total with taxes and fees
8.4/10 Very Good! (1,305 reviews)
"The Westin was beautiful. Dirty, but beautiful. There was trash in areas that were there from the day we arrived until the day we left. Everything was expensive: mandatory $40/day valet, mandatory $75/day resort fee. Restaurants were expensive. Glass bathroom door (I like my privacy when using the ..."

Reviewed on Jul 2, 2026

The Westin St. Thomas Beach Resort & Spa
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
$476 nightly
The price is $497 total per night from Jul 5 to Jul 6
$497 total
Jul 5 - Jul 6
Total with taxes and fees
8/10 Very Good! (2,991 reviews)
"There were a lot of negative views regarding this resort online so I was a bit skeptical. When going in once on site it was absolutely amazing. I’m not sure where all of the negative reviews come from check-in was smooth. The property was clean. There was a lot of amenities to keep us entertained ..."

Reviewed on Jul 2, 2026

Sonesta Maho Beach All Inclusive Resort Casino & 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.

Find the Best Lesser Antilles Vacation Packages

Things to do in Lesser Antilles

The Lesser Antilles offers a perfect blend of beach vacations, scenic views, and outdoor activities. Enjoy thrilling experiences like birdwatching holidays, island tours, and exciting package tours. Whether you're exploring the vibrant local culture through cinema or sailing the turquoise waters, there's something for every traveler. Don't miss the chance to discover the unique charm of these beautiful islands on your next vacation.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Best time to go to Lesser Antilles

The best time to visit Lesser Antilles depends on your weather preferences. The hottest average temperature around Lesser Antilles is in September, when weather is mostly sunny and rainfall is light rain. The coolest average temperature around Lesser Antilles is in February and March. March is mostly sunny.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudiness
January78.3°F (25.700000000000003°C)No RainMostly Sunny
February77.7°F (25.4°C)No RainMostly Sunny
March77.7°F (25.4°C)No RainMostly Sunny
April78.8°F (26.0°C)No RainMostly Sunny
May80.4°F (26.9°C)Light RainMostly Sunny
June81.7°F (27.6°C)Light RainMostly Sunny
July82.2°F (27.9°C)Light RainMostly Sunny
August82.8°F (28.200000000000003°C)Light RainMostly Sunny
September82.9°F (28.3°C)Light RainMostly Sunny
October82.6°F (28.1°C)Light RainMostly Sunny
November81.1°F (27.3°C)Light RainMostly Cloudy
December79.5°F (26.4°C)No RainMostly Sunny

Tips to save on your trip to Lesser Antilles

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Lesser Antilles.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

More vacations you might like

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