Lesser Antilles Vacations from $825

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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.
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort
Princess Heights Luxury Boutique Condo Hotel
Holland House Beach Hotel
Coral Beach Club Villas & Marina
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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

Discover the most popular places to visit in Lesser Antilles

Lesser Antilles Hotel Deals

Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
$336 nightly
The price is $374 total per night from Apr 9 to Apr 10
$374 total
Apr 9 - Apr 10
Total with taxes and fees
9/10 Wonderful! (183 reviews)
very good location, the view is excellent with restaurants , shopping and the boardwalk nearby. I will recommend this resort.

Reviewed on Mar 27, 2026

Bluebeard's Castle Resort
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
$490 nightly
The price is $511 total per night from Apr 8 to Apr 9
$511 total
Apr 8 - Apr 9
Total with taxes and fees
9/10 Wonderful! (2,043 reviews)
We had a great stay on this incredible property. A few things that stood out were the kind staff, ideal location, and amazing facility.

Reviewed on Mar 24, 2026

The Morgan Resort Spa Village
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay St. Thomas
$809 nightly
The price is $910 total per night from Mar 28 to Mar 29
$910 total
Mar 28 - Mar 29
Total with taxes and fees
8/10 Very Good! (2,384 reviews)
This is a wonderful resort to stay at. The room was very clean, love the privacy and beautiful grounds. The staff was very helpful and the restaurant had delicious food. Literally the only issue we had was that our TV don’t work in our room, but didn’t complain as we didn’t need it much anyway. Great ...

Reviewed on Mar 26, 2026

Margaritaville Vacation Club - St. Thomas
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.

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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.