Lesser Antilles Vacation Packages
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Your Lesser Antilles Vacation
See and do more with a vacation 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 vacation is just a few clicks away with Expedia.
The Latest Lesser Antilles Vacation Packages
- The Villas at Simpson Bay Resort
Jan 12 - Jan 16The Villas at Simpson Bay Resort + Flight
Pelican Key4 nights4.0 star property9.2/10 - Wonderful (1,614 reviews)"The property is beautiful and well maintained. The staff was friendly. The rooms are nicely kept and very clean. We had cleaning service every day which was greatly appreciated. The only thing I would complaint about is the hard mattress, very difficult to fall asleep a time."Reviewed November 12, 2026Roundtrip • Toronto (YTO) - Saint Martin (SXM)YYZ - SXM • 1 stop SXM - YYZ • 2 stopsCA $3,827CA $1,740found 0 hours agoper traveller - Simpson Bay Resort, Marina & Spa
Jan 4 - Jan 10Simpson Bay Resort, Marina & Spa + Flight
Pelican Key6 nights4.0 star property9.0/10 - Wonderful (2,175 reviews)Roundtrip • Montreal (YUL) - Saint Martin (SXM)YUL - SXM • 1 stop SXM - YUL • 1 stopCA $5,458CA $2,392found 1 day agoper traveller - The Verandah Antigua - All Inclusive - Adults Only
Jan 27 - Feb 2The Verandah Antigua - All Inclusive - Adults Only + Flight
Willikies6 nights4.0 star property8.6/10 - Excellent (645 reviews)"The fact you have to call for a golf cart to pick you up anytime you have to go ANYWHERE in the resort is just insane. The food was average. This is an all inclusive with nothing on the fridge!! The front door had a 2 inch gap which a huge roach came in and had to kill it before I could go back to sleep. The staff was friendly 😁"Reviewed November 4, 2026Roundtrip • Montreal (YUL) - Antigua (ANU)YUL - ANU • 1 stop ANU - YUL • 2 stopsCA $5,997CA $3,077found 2 hours agoper traveller - Escape at Nonsuch Bay Antigua - All Inclusive - Adults Only
Feb 3 - Feb 7Escape at Nonsuch Bay Antigua - All Inclusive - Adults Only + Flight
Freetown4 nights4.0 star property8.8/10 - Excellent (1,003 reviews)"Food and staff were awesome"Reviewed November 11, 2026Roundtrip • Toronto (YTO) - Antigua (ANU)YYZ - ANU • Nonstop ANU - YYZ • 2 stopsCA $3,911CA $2,222found 1 day agoper traveller - Hammock Cove Antigua - All Inclusive - Adults Only
Jan 20 - Jan 26Hammock Cove Antigua - All Inclusive - Adults Only + Flight
Willikies6 nights5.0 star property9.8/10 - Exceptional (132 reviews)"Me and my wife went for her birthday they set up something for her birthday was beautiful. I appreciate everything. The staff did. They treat us like Kings and Queens and I will be back thank y’all for everything."Reviewed July 30, 2026Roundtrip • Toronto (YTO) - Antigua (ANU)YYZ - ANU • Nonstop ANU - YYZ • 2 stopsCA $10,438CA $6,134found 10 hours agoper traveller
Discover the most popular places to visit in Lesser Antilles
Lesser Antilles Hotel Deals
Hilton Vacation Club Flamingo Beach St. Maarten
Hilton Vacation Club Flamingo Beach St. Maarten"Couldn’t have asked for a better resort for a vacation. The staff were friendly and helpful, the food was good, and it’s right on the beach."
Royal Islander Resort La Plage
Royal Islander Resort La Plage
"Very clean rooms"
Wyndham Tortola BVI Lambert Beach Resort
Wyndham Tortola BVI Lambert Beach Resort"The resort is in a great location with essentially a private beach. Very quiet and secluded. Also a very nice pool/bar. Staff, especially those at the restaurant were very friendly and helpful. Restaurant was quite nice with good food and reasonably priced. No breakfast buffet, so you're paying for every meal. Rooms were small and a little outdated, but clean. AC worked well, which was essential. No hot water, either in sink or shower, so consequently, 4 out of 5 stars overall."
Mary's Boon Beach Resort & Spa
Mary's Boon Beach Resort & Spa"Beat location for day activities and night life. Excellent value for money."
"I will start with acknowledging that this place isn’t for everyone. If you want the Ritz Carlton experience, save yourself some trouble by not booking here. If you want a laid back stay with fantastic people, great location, and delicious included breakfast, this is the place for you! The staff here were all absolutely amazing! Every person we spoke with was friendly, helpful, and accommodating. I can’t say enough good things about them! Location in downtown Charlotte Amalie was perfect for us...
Frequently Asked Questions
How much does a Lesser Antilles vacation package cost?
Explore the best of Lesser Antilles from as low as CA $1,740. 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.