Lesser Antilles Vacations from $657

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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.
Hotel La Plantation
The Villas at Simpson Bay Resort
Simpson Bay Resort, Marina & Spa
The Morgan Resort Spa Village
Divi Little 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
$434 nightly
The price is $453 total per night from Jul 5 to Jul 6
$453 total
Jul 5 - Jul 6
Total with taxes and fees
9/10 Wonderful! (2,247 reviews)
"My stay at the Morgan was not one I loved nor will I stay there again. When we first arrived Iris was condescending and wasn’t pleasant at all. Upon entrance into the room yellow liquid was in the shower which shows it wasn’t cleaned thoroughly. The keurig in our room wasn’t working. I requested ..."

Reviewed on Jun 26, 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
$415 nightly
The price is $467 total per night from Jul 26 to Jul 27
$467 total
Jul 26 - Jul 27
Total with taxes and fees
8.4/10 Very Good! (1,295 reviews)
"The hotel was beautiful! I am very picky and this hotel was fabulous. I would highly recommend the Westin!"

Reviewed on Jun 27, 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
$451 nightly
The price is $470 total per night from Jun 29 to Jun 30
$470 total
Jun 29 - Jun 30
Total with taxes and fees
8/10 Very Good! (2,995 reviews)
"My family and I stayed at Sonesta Maho Beach Resort for 4 nights, and unfortunately our experience did not meet expectations. Check-in was delayed until about 5:30–6:00 PM, and we were initially given the wrong room. I booked a beach-view room but received one overlooking the pool and palm trees. ..."

Reviewed on Jun 27, 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.