Lesser Antilles Vacations from $723

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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
The Morgan Resort Spa Village
Panorama Residences at Monte Vista
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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
$280 nightly
The price is $312 total per night from Apr 14 to Apr 15
$312 total
Apr 14 - Apr 15
Total with taxes and fees
9/10 Wonderful! (193 reviews)
Clean room, friendly staff, nice bar

Reviewed on Mar 30, 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
$456 nightly
The price is $475 total per night from May 2 to May 3
$475 total
May 2 - May 3
Total with taxes and fees
9/10 Wonderful! (2,043 reviews)
The staff, location, property everything was perfect

Reviewed on Mar 31, 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
$575 nightly
The price is $647 total per night from Apr 2 to Apr 3
$647 total
Apr 2 - Apr 3
Total with taxes and fees
8/10 Very Good! (2,377 reviews)
The whole experience was a blessing!

Reviewed on Mar 30, 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.