Lesser Antilles Holidays

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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.

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
Esperanza

Esperanza

Stroll along the coastal boulevard and visit the collection of shops and restaurants on the main strip in the charming town.

Find hotels in Esperanza

Top hotels in Lesser Antilles

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
The price is £342 per night from 1 Sept to 2 Sept
£342
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"The property itself is beautiful. Aside from Shermin (breakfast server), Kaiven (bell hop) and Nalani (bartender), I felt the majority of the staff wasn't very friendly. Additionally, the front desk and individual that manages airport transfers failed to follow up with multiple requests and questions. ..."

Reviewed on 29 Jul 2025

The Westin St. Thomas Beach Resort & Spa
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
The price is £201 per night from 4 Aug to 5 Aug
£201
4 Aug - 5 Aug
includes taxes & fees
8.8/10 Excellent! (1,781 reviews)
"I live this place and it’s so close to the airport. The pool is stunning"

Reviewed on 29 Jul 2025

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
The price is £252 per night from 5 Aug to 6 Aug
£252
5 Aug - 6 Aug
includes taxes & fees
8/10 Very Good! (2,143 reviews)
"Wonderful stay. The seasonal seaweed flock smell was awful, preventing dining by the water, but out of your control. Appreciated the no extra fee for use of the washing machine and dryer. Loved seeing the stray chickens, cats, and dogs, that visited daily. Please get the cats and dogs vaccinated ..."

Reviewed on 28 Jul 2025

Margaritaville Vacation Club - St. Thomas
See all 14,568 properties in Lesser Antilles
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.
All Inclusive Holidays
All Inclusive Holidays
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Beach Holidays
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Family Friendly Holidays

Popular places to visit

Sapphire Beach showing tropical scenes and a sandy beach

Sapphire Beach

Enjoy sunbathing, swimming and fun-filled watersports at this peaceful arched bay.

Sapphire Beach
Orient Bay Beach

Orient Bay Beach

4.5/5(5 reviews)

Nothing says holiday like spending a lazy day at Orient Bay Beach, a popular beach in Orient Bay. Visit the lively bars or top-notch restaurants in this walkable area.

Orient Bay Beach
Maho Beach

Maho Beach

4/5(6 reviews)

Why not spend a care-free afternoon at Maho Beach during your travels in Maho Reef? Visit the lively bars or top-notch restaurants in this family-friendly area.

Maho Beach

Frequently asked questions

Why should I book my Lesser Antilles holiday with Expedia?
Expedia has you covered for every detail of your upcoming Lesser Antilles getaway. You'll always land the best deal possible, but when you bundle your flights, hotel and/or car hire into a holiday package, you'll score even bigger savings. Want to really make the most of your stay? Add a few fun tours and activities to your package. We offer flexible cancellation policies on almost all bookings, so you won't need to worry if you have to change your plans. Visit our Customer Service Portal link to discover more.
When is the best time of year to holiday in Lesser Antilles?
To enjoy the energy of peak season, pack your bags for February, March and May. September, October and December are typically quieter and a smart idea if you'd rather escape the crowds. Arrange your trip to Lesser Antilles based on what type of holiday you're looking for. January is the coolest month, when daytime temperatures average 25ºC. In August, the warmest period, you'll experience temperatures of around 28ºC during the day.
What are the top hotels for my holiday in Lesser Antilles?
For properties in St. Barthelemy with friendly service and comfortable beds, look up Christopher Hotel and Tropical Hotel St Barth. If you plan to visit St. Thomas as well, you'll get a great night's sleep at The Westin Beach Resort & Spa at Frenchmans Reef or Castle Villas at Bluebeards by Capital Holidays.
How do I get a cheap holiday to Lesser Antilles?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Flights, hotels, hire cars and activities — we've got them all. Select the combination that best suits you and watch your savings grow. Of course, holidays are never a one-size-fits-all. That's why we offer more than 400 airlines and 321,000 properties throughout the world, so you can customise your Lesser Antilles holiday your way. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Lesser Antilles holiday?
Organise your holiday in Lesser Antilles around major attractions such as Dickenson Bay Beach and The Baths. Many tourists also highly recommend Maho Beach and Magens Bay Beach.
What are the best cities to stay in when on holiday in Lesser Antilles?
There are lots of fantastic places to stay in Lesser Antilles, such as Marigot. This city is home to iconic sights including Marigot Market and Fort St. Louis. Another option is to head to St. John, where you'll find Trunk Bay and Annaberg Plantation. If you have the time, explore both vibrant cities!
Do I need a visa for my Lesser Antilles holiday?
Official government websites will have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and the purpose of your visit, whether it be for holidays or work, will determine if you need a visa for Lesser Antilles. Also be sure that your passport is up to date and has at least six months validity remaining beyond your intended date of return. Do all your travel planning well ahead of time to avoid any last-minute surprises.
What should I wear on my Lesser Antilles holiday?
Although everyone's style varies, it can be useful to have some guidelines for what to bring during your holiday in Lesser Antilles. Consider looking up social media before leaving for inspiration on local dress codes or fashion trends. It's also a good idea to check the local weather forecast so you can pack the right clothes. August is the warmest month in Lesser Antilles, with average temperatures of 28ºC. January is when much of this destination is at its coolest, so pack to suit daytime temperatures of around 25ºC.
What does an Expedia Lesser Antilles holiday include?
Flights, hire cars and hotels — we have them covered. With Expedia, you can create your Lesser Antilles travel package the way you like it. All you have to do is determine what you need. Once you've made your booking, why not add extras like activities and experiences? The more you bundle, the bigger the savings! Expedia has a wide array of properties in Lesser Antilles, providing you with the freedom to customise your holiday. Villas and private holiday homes are two of the most sought-after stays for our guests here.
Does Expedia offer Book Now, Pay Later Lesser Antilles holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has devised a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a fabulous getaway without eating away at your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's convenient instalment plans. If paying in multiple instalments sounds right for you, choose this option at checkout.
  • No-deposit holidays: If not paying upfront for your getaway makes pressing that "book now" button more stress-free, go for a no-deposit holiday plan with Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a Lesser Antilles Expedia holiday?
You can, and with over 400 airlines to pick from globally, you've got lots of choice. Have a look through the available options and see which airline best suits your budget and needs.

* 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.