Lesser Antilles Vacation Packages

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Top Lesser Antilles Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
per person
Jul. 22 - Jul. 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,008 reviews)
Great location. Easy to walk around the town and safe.

Reviewed on May 30, 2024

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
per person
Jul. 22 - Jul. 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
8.4/10 Very Good! (1,006 reviews)
snorkeling dislike was having to sign meal and bar check every for all inclusive

Reviewed on May 25, 2024

Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
per person
Jul. 22 - Jul. 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
8.4/10 Very Good! (118 reviews)
Divi is the nicest resort on the island. It's been 25 years since we've been and Oceans at Divi has been added since as well the newer pools, pureocean restaurant, Gizmo's and Slice. The resort is beautiful, safe, comfortable, and has everything you could possibly want except room service. This was the only service we wish was offered that we thoroughly enjoyed at other all-inclusives we've experienced. We gave staff only 4 stars as we encountered a few very unfriendly staff members as well as a very disappointing experience ordering "special amenities" for our 25th anniversary celebration that was never fulfilled. Other than that, the beach chairs/umbrellas service was top notch! The managers who run the restaurants do a killer job attending to your every need. Housekeeping was very good. We will definitely go back!

Reviewed on May 16, 2024

Sea Palace by Capital Vacations

Sea Palace by Capital Vacations

3 out of 5
per person
Jul. 22 - Jul. 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
8.2/10 Very Good! (80 reviews)
Our stay at Sea Palace was absolutely fantastic! The staff were great, the unit was amazing & Crystal, the bartender at Pink Pearl Restaurant is the absolute best! Close walking distance to many shops & dining! Will definitely be visiting here again soon!!

Reviewed on Jan. 9, 2024

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
per person
Aug. 7 - Aug. 14
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
8.8/10 Excellent! (1,000 reviews)
I will go there again

Reviewed on May 20, 2024

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 pristine beaches and ample dining options are top of the list for many visitors to Esperanza. A stop by Black Sand Beach or Playa Esperanza might round out your trip.

Find hotel + flight trips in Esperanza

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 CA $307 per night from Jun. 3 to Jun. 4
CA $307
CA $372 total
includes taxes & fees
Jun 3 - Jun 4
7.8/10 Good! (1,676 reviews)
"I really enjoyed this place. It was very convo for us to walk right off the property and the beach was right there! Our bed sheets and towels were changed everyday. I felt safe. Everytime I walked through the lobby or around the property there were always security. The food there could’ve been better ..."

Reviewed on May 29, 2024

Sonesta Maho Beach All Inclusive Resort Casino & Spa
The Westin Beach Resort & Spa at Frenchman's Reef
The Westin Beach Resort & Spa at Frenchman's Reef
4.5 out of 5
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
The price is CA $550 per night from Jun. 29 to Jun. 30
CA $550
CA $735 total
includes taxes & fees
Jun 29 - Jun 30
8/10 Very Good! (1,007 reviews)
"Everything"

Reviewed on May 30, 2024

The Westin Beach Resort & Spa at Frenchman's Reef
Margaritaville Vacation Club by Wyndham - St. Thomas
Margaritaville Vacation Club by Wyndham - St. Thomas
4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is CA $532 per night from Jun. 3 to Jun. 4
CA $532
CA $598 total
includes taxes & fees
Jun 3 - Jun 4
8/10 Very Good! (1,392 reviews)
"A pretty clean, and comfortable stay on a beautiful property. We are a family of 5 and the price was very good for a unit that slept 8. We always have difficulty finding a place to stay that does just cram 5 people into a one bedroom. This place was two levels, 2 rooms, 2 baths, large living area, ..."

Reviewed on May 31, 2024

Margaritaville Vacation Club by Wyndham - St. Thomas
See all 14,181 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Lesser Antilles vacation package cost?
Explore the best of Lesser Antilles from as low as CA $1,933. 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 vacation package. It’s as simple as that! From flights and hotels to tours and rental cars, Expedia makes traveling 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 travelers 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 Vacations and Bunker Hill Hotel are waiting to welcome you.
How far in advance should I book my Lesser Antilles vacation?
Savvy travelers 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 vacation 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 vacation.
What should I know before booking a Lesser Antilles travel package?
Whether it’s relaxation or adventure you’re craving, a Lesser Antilles vacation 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 vacation 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 vacation package?
We understand — life doesn’t always go according to plan. If you’ve locked in a Lesser Antilles vacation 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

Image for El Yunque National Forest

El Yunque National Forest

4.5/5(29 reviews)

This tropical rainforest offers many great hiking options, including stunning mountain views and beautiful waterfalls.

El Yunque National Forest
Image for Maho Beach

Maho Beach

4/5(61 reviews)

Why not spend a carefree afternoon at Maho Beach during your travels in Maho Reef? Check out the top-notch restaurants or lively bars in this romantic area.

Maho Beach
Image for Magens Bay Beach

Magens Bay Beach

5/5(8 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.

Magens Bay Beach

Other 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.