Lesser Antilles Holidays from £1,284

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Your Lesser Antilles Holiday

With your travel plans organised before you leave home, our holiday packages to Lesser Antilles let you focus on more important things, like having fun! One of the best places to do that is Basseterre, which is known for its views, history and culture. Begin your trip to Lesser Antilles with a couple of nights in St. Thomas visiting popular sights like Virgin Islands National Park and Bolongo Bay. Charlotte Amalie is another top city that draws crowds from near and far. Bolongo Bay and Magens Bay Beach are two of the top places to see here. Quit dreaming and get packing, because your Lesser Antilles holiday is just clicks away with Expedia.

Top Lesser Antilles Flight + Hotel Deals

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
Oyster Bay Beach Resort
The Morgan Resort Spa Village

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.

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

Things to do in Lesser Antilles

The Lesser Antilles offers a picturesque getaway with stunning beaches and scenic landscapes, perfect for outdoor adventures. Visitors can enjoy a range of activities, including island tours, boating, and cinema experiences. Exploring St Lucia is a must, while various inclusive holiday packages cater to those seeking convenience. Be sure to discover the best trips around the region for an unforgettable experience in this beautiful Caribbean paradise.

*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.

Top hotels in Lesser Antilles

Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is £213 per night from 2 Apr to 3 Apr
£213
2 Apr - 3 Apr
includes taxes & fees
8.8/10 Excellent! (119 reviews)
Room was clean. However check in process was very inconvenient. Please make sure you call after your booking to make sure that you have a full stay. When we arrived we were told we had a “room change” reservation bc they are a timeshare location. We checked in at 3pm on Friday. We had to check out ...

Reviewed on 3 Mar 2026

Bluebeard's Castle Resort
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay St. Thomas
The price is £485 per night from 10 Mar to 11 Mar
£485
10 Mar - 11 Mar
includes taxes & fees
8/10 Very Good! (2,387 reviews)
Excellent staff and great location; the entertainment was also excellent.

Reviewed on 4 Mar 2026

Margaritaville Vacation Club - St. Thomas
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
The price is £767 per night from 11 Mar to 12 Mar
£767
11 Mar - 12 Mar
includes taxes & fees
8.4/10 Very Good! (1,113 reviews)
We had a wonderful stay at this hotel. The staff is friendly and helpful. The only 2 negative things I would say are…our bathroom had a musty smell at times and the hotel food was not good at all for the price we paid.

Reviewed on 4 Mar 2026

The Westin St. Thomas Beach Resort & 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.

Popular places to visit

Frequently asked questions

Can I cancel my flight booking to Lesser Antilles due to COVID-19?
If you haven't booked yet, check the terms and conditions of the airfare you're considering. If you've already purchased your flight to Lesser Antilles, make use of our Customer Service Portal. The information here will help you work out which COVID-19 policies apply to your reservation and provide advice on the next steps.
What's the best way to find cheap flights to Lesser Antilles that have flexible change policies?
We know that travel schedules can change in a flash, so booking a flexible ticket with Expedia is a wise idea. Just tick the "No change fee" box below the "Flexible change policies" filter. Your low-priced, flexible flight to Lesser Antilles is just a few clicks away.
What are some of the general tips for travellers to Lesser Antilles during the COVID-19 outbreak?
With new safety guidelines in effect, travel looks a lot different these days. These are some handy things to know before you fly off to Lesser Antilles:
  • Investigate if any travel restrictions apply to your origin and destination before booking. Also check if there are any requirements you'll need to follow on arrival, such as health testing.
  • Wear a face mask during airport screening. A TSA employee will require you to temporarily lower your mask to verify your identity.
  • Instead of handing a TSA employee your boarding pass, position it straight on the reader yourself. Then, hold it up for inspection.
  • You're allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. This will need to be removed for screening.
  • Remove items from your pocket, such as your keys, phone and wallet, and place them in your carry-on instead of the bins. This will minimize handling during screening.
  • Separate any food you're carrying for X-ray screening. Placing it in a clear plastic bag and into a bin reduces the need for a TSA officer to touch and inspect your belongings.

Which airlines fly to Lesser Antilles?
Let American Airlines take you there. This prominent carrier runs 521 flights every month to Luis Munoz Marin Intl. Airport (SJU), a Lesser Antilles gateway.
How can I find cheap tickets to Lesser Antilles?
You'll always pick up an amazing deal with Expedia, but our "flexible dates" feature makes it even easier. Enter your preferred flight date, then click on the flexible dates link above to compare prices for nearby days. was the lowest price for a flight to Lesser Antilles in the last seven days.
How much is a flight to Lesser Antilles?
In the last seven days, return airfares to Lesser Antilles sold from just and reached a maximum of . For one-way journeys departing from (), the cheapest seat during this time was .
What are the most popular airports to fly into in Lesser Antilles?
Start arranging your Lesser Antilles journey by booking a ticket on one of the 4703 monthly flights to Luis Munoz Marin Intl. Airport (SJU). This is the region's primary gateway.
When is the cheapest time to fly to Lesser Antilles?
Flying on a Tuesday, followed by a Monday, is usually the best way to nab the cheapest airfare. Stay away from the weekends if possible, because Saturday is typically the most expensive day of the week. Spend the money you saved having a good time in Lesser Antilles instead!
How much is a plane ticket to Lesser Antilles?
In the last seven days, plane tickets to Lesser Antilles ranged between and . Prices depend on the time of departure, cabin class, airline and how early the fare is booked.
Which airlines with flights to Lesser Antilles employ COVID-19 cleanliness policies?
While flying during the COVID-19 pandemic can be slightly daunting, airlines are going above and beyond to ensure the well-being of their passengers and staff. These are some carriers that have implemented changes:
  • JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights.
  • Cape Air - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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. Flight-inclusive packages are ATOL protected.