Lesser Antilles Holidays

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Your Lesser Antilles Holiday

See and do more with a holiday 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 holiday is just a few clicks away with Expedia.

Our guide on 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

The beaches and abundant dining options are top of the list for many visitors to Esperanza. A stop by Esperanza Malecon or Sun Bay might round out your trip.

Find hotels in Esperanza

Lesser Antilles Holiday

Lesser Antilles Essential Information

Closest Airport
Luis Munoz Marin Intl. Airport (SJU)
Top Sights
Maho Beach, Magens Bay Beach and Flamenco Beach

Our pick of the best Lesser Antilles Hotel Deals

Sonesta Maho Beach All Inclusive Resort Casino & Spa
Sonesta Maho Beach All Inclusive Resort Casino & Spa
4 out of 5
1 Rhine Road, Maho Bay, Lowlands
The price is AU$361 per night from 4 May to 5 May
AU$361
includes taxes & fees
4 May - 5 May
7.8/10 Good! (2,176 reviews)
"The facility was nice."

Reviewed on 27 Apr. 2025

Sonesta Maho Beach All Inclusive Resort Casino & Spa
Margaritaville Vacation Club - St. Thomas
Margaritaville Vacation Club - St. Thomas
4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is AU$902 per night from 2 May to 3 May
AU$902
includes taxes & fees
2 May - 3 May
8.2/10 Very Good! (1,939 reviews)
"I loved everything about our stay. Our room was beautiful, quiet, private. I thought the entire staff was very friendly. Drinks were good, food was pretty good. I only wish i had stayed longer to enjoy some of the activities the resort offers."

Reviewed on 28 Apr. 2025

Margaritaville Vacation Club - St. Thomas
Simpson Bay Resort, Marina & Spa
Simpson Bay Resort, Marina & Spa
4 out of 5
Billy Folly Road 37, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 15 May to 16 May
AU$225
includes taxes & fees
15 May - 16 May
8.8/10 Excellent! (1,082 reviews)
"Property was very nice and well maintained. My room was very clean and spacious. There were many dining options nearby."

Reviewed on 30 Apr. 2025

Simpson Bay Resort, Marina & Spa
See all 14,771 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

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Lesser Antilles holiday package cost?
Explore the best of Lesser Antilles from as low as . We offer a great selection of hotels, flights and rental cars to suit every budget. Land even better deals when you add some sightseeing tours to your package.
How do I get a cheap travel package to Lesser Antilles?
Search for flights that suit your schedule, add a hotel to your booking and watch the savings stack up with a Lesser Antilles holiday package. It’s as simple as that! From flights and hotels to tours and rental cars, Expedia makes travelling cheap and easy. And with more than 550 partner airlines and 1 000 000 hotel options around the globe to choose from, you won’t be short of choice.
Where should I stay in Lesser Antilles?
St. Thomas is a terrific place to visit. This is where you’ll find impressive sights including Magens Bay Beach and Coki Point Beach. Charlotte Amalie also draws in many travellers eager to check out some of the best attractions in Lesser Antilles. Some of the best are Blackbeards Castle and Fort Christian.
What are the top hotels in Lesser Antilles?
When it comes to hotels in St. Barthelemy, Christopher Hotel and Le Sereno are two excellent options. If you’re visiting St. Thomas, Hilltop Villas At Bluebeard’s Castle By Capital Holidays and Bunker Hill Hotel are waiting to welcome you.
How far in advance should I book my Lesser Antilles holiday?
Savvy travellers always book early. Airlines usually advertise flight tickets up to 12 months in advance, and this is a great opportunity to land some rock-bottom prices. Boss just told you to take your holiday time next week? No need to worry. Expedia are never short of fantastic deals to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Lesser Antilles travel package include?
Car rentals, flights and hotels — we connect you to the best deals. All you’ll have to do is pick your ideal combination. Once you’ve made your booking, you can add on the exciting stuff like sightseeing activities. Our travel packages make it simple to put together an awesome Lesser Antilles holiday.
What should I know before booking a Lesser Antilles travel package?
Whether it’s relaxation or adventure you’re craving, a Lesser Antilles holiday package lets you plan your escape your way. Plus, you’ll score great discounts just for combining your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Lesser Antilles Expedia holiday package?
Yes, you can. We have more than 550 airline partners worldwide, so pick the carrier that’s a good fit for your travel preferences.
If I'm not able to travel, can I cancel my Lesser Antilles holiday package?
We understand — life doesn’t always go according to plan. If you’ve locked in a Lesser Antilles holiday package and have to amend or cancel it, we can help. It’s always worth browsing our Customer Service Portal first for information. But generally, if you’ve taken out your package within 24 hours, you may be able to cancel and rebook at no cost. If it’s been longer than 24 hours, your hotel, airline or car rental company may impose a fee.

Discover the most popular places to visit in Lesser Antilles

Sapphire Beach which includes a sandy beach and tropical scenes

Sapphire Beach

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

Sapphire Beach
Trunk Bay which includes island images

Trunk Bay

Backed by palms, this stretch of sparkling white sand is regularly ranked as one of the most beautiful beaches in the world.

Trunk Bay
Magens Bay showing a beach

Magens Bay Beach

5/5(1 review)

Appreciate the excellent views of hilly forests as you meander along a scenic trail on your way to this haven of white sand and inviting water.

Magens Bay Beach