Lesser Antilles Holidays

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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
A beach with blue and white striped umbrellas, clear turquoise water, and a sailboat in the distance.

Maho

While visiting Maho, you might make a stop by sights like Mullet Bay Beach and Mullet Bay.

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A sunset over a calm sea with several boats, a sandy beach, and a distant mountain range.

Esperanza

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

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A beach with turquoise water, people swimming, and a mountain in the background.

Maho Bay Quarter

If you're spending some time in Maho Bay Quarter, Maho Beach and Cinnamon Bay Beach are top sights worth seeing.

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A beach with thatched umbrellas, a pier, and boats in the background.

Pelican Key

While visiting Pelican Key, you might make a stop by sights like Hollywood Casino and Flamingo Beach.

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A coastal town with a marina, lush greenery, and a sunset over the ocean.

Contant Farms

If you're spending some time in Contant Farms, Great Cruz Bay and Turner Bay are top sights worth seeing.

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Lesser Antilles Holiday

Our pick of the best Lesser Antilles Hotel Deals

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
NZ$332
23 Sept - 24 Sept
includes taxes & fees
Simpson Bay Resort, Marina & Spa
The Morgan Resort Spa Village

The Morgan Resort Spa Village

2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
NZ$892
20 Oct - 21 Oct
includes taxes & fees
9/10 Wonderful! (2,403 reviews)
"Booked th"

Reviewed on 19 Sept 2026

The Morgan Resort Spa Village
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

1 Rhine Road Lowlands
NZ$761
5 Oct - 6 Oct
includes taxes & fees
8/10 Very good! (3,208 reviews)
"Extremely Disappointing Experience — Definitely Not the All-Inclusive Experience Advertised I recently stayed at the Sonesta Maho Beach All Inclusive Resort & Casino in St. Maarten from September 6–11, 2026, and unfortunately, this was one of the most disappointing hotel experiences I have ever had. ..."

Reviewed on 18 Sept 2026

Sonesta Maho Beach All Inclusive Resort Casino & Spa
See all 15,310 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.

Stay near popular Lesser Antilles attractions

A beach with clear turquoise water, a large tree, and a distant hill with buildings.

Sapphire Beach

9.0/10 (1,479 reviews)
Enjoy sunbathing, swimming and fun-filled watersports at this peaceful arched bay.
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A beach with clear turquoise waters, a large airplane flying overhead, and a row of hotels in the background.

Maho Beach

8.8/10 (2,865 reviews)
Nothing says holiday like spending a lazy day at Maho Beach, a popular beach in Maho Reef. Visit the top-notch restaurants or lively bars in this romantic area.
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A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

Virgin Islands National Park

9.6/10 (899 reviews)
Hike on scenic trails, explore sugar plantation ruins and snorkel along an underwater trail in this pristine nature park, which covers much of St. John.
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A sandy beach with clear turquoise water, a large tree, and a hill with greenery in the background.

Magens Bay Beach

9.4/10 (1,559 reviews)
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.
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A beach with white sand, turquoise water, and a green hill in the background.

Flamenco Beach

9.2/10 (225 reviews)
If a restful holiday is part of your travel plans, Flamenco Beach might be the perfect place to visit during your trip to Culebra. Stroll along the seaside or seek out the snorkelling spots.
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A beach with blue lounge chairs and a palm tree.
Photo by Waterlogged Travels

Bolongo Bay

8.2/10 (352 reviews)
Commune with nature and explore the great outdoors at Bolongo Bay during your travels in St. Thomas. Wander the beautiful beaches in this relaxing area.
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A beach with two palm trees, a red umbrella, and two beach chairs.
Photo by Matt Anderson Photography

Jolly Beach

9.0/10 (789 reviews)
Why not spend a care-free afternoon at Jolly Beach during your travels in Jolly Harbour? While in this relaxing area, you can savour the top-notch restaurants.
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A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

Trunk Bay

9.6/10 (1,107 reviews)
Backed by palms, this stretch of sparkling white sand is regularly ranked as one of the most beautiful beaches in the world.
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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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.