A beach with yellow lounge chairs, palm trees, a boat, and a pier.

Lesser Antilles Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Top destinations in Lesser Antilles

The Latest Lesser Antilles Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Oct 22 - Oct 25

    The Villas at Simpson Bay Resort + Flight

    Pelican Key
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,486 reviews)
    "Amazing"
    Reviewed July 26, 2026
    Roundtrip Toronto (YTO) - Saint Martin (SXM)
    YYZ - SXMNonstop SXM - YKF1 stop
    CA $2,083
    CA $946
    per traveller
    found 16 hours ago
    The Villas at Simpson Bay Resort
  • Oct 10 - Oct 16

    Simpson Bay Resort, Marina & Spa + Flight

    Pelican Key
    6 nights
    4.0 star property
    9.0/10 - Wonderful (1,905 reviews)
    "My family and I had a wonderful stay at Simpson Bay Resort, Marina and Spa. The check-in and check-out were very quick and smooth. The staff were very friendly and the property is clean and well-maintained. The room was spacious and allows for long stays as it has a full kitchen. Though not all-inclusive, the breakfast option was worth it. There are many restaurants, both on-site and around the exterior, to get breakfast, lunch and dinner. We rented a car and the availability of parking in front..."
    Reviewed July 27, 2026
    Roundtrip Toronto (YTO) - Saint Martin (SXM)
    YYZ - SXM1 stop SXM - YYZ1 stop
    CA $3,073
    CA $1,362
    per traveller
    found 1 day ago
    Simpson Bay Resort, Marina & Spa
  • Aug 31 - Sept 4

    Galley Bay Resort & Spa - All inclusive + Flight

    Five Islands Village
    4 nights
    5.0 star property
    9.4/10 - Exceptional (478 reviews)
    Roundtrip Toronto (YTO) - Antigua (ANU)
    YYZ - ANU2 stops ANU - YYZ2 stops
    CA $6,581
    CA $3,146
    per traveller
    found 1 day ago
    Galley Bay Resort & Spa - All inclusive
  • Oct 15 - Oct 19

    Escape at Nonsuch Bay Antigua - All Inclusive - Adults Only + Flight

    Freetown
    4 nights
    4.0 star property
    8.8/10 - Excellent (985 reviews)
    "I love the room and pool with room and food was excellent."
    Reviewed July 26, 2026
    Roundtrip Toronto (YTO) - Antigua (ANU)
    YYZ - ANU1 stop ANU - YYZ2 stops
    CA $2,431
    CA $1,252
    per traveller
    found 1 day ago
    Escape at Nonsuch Bay Antigua - All Inclusive - Adults Only
  • Oct 10 - Oct 16

    The Morgan Resort Spa Village + Flight

    Simpson Bay
    6 nights
    4.0 star property
    9.0/10 - Wonderful (2,310 reviews)
    "Definitely going back lol"
    Reviewed July 27, 2026
    Roundtrip Toronto (YTO) - Saint Martin (SXM)
    YYZ - SXM1 stop SXM - YYZ1 stop
    CA $3,241
    CA $1,901
    per traveller
    found 1 day ago
    The Morgan Resort Spa Village

Discover the most popular places to visit in Lesser Antilles

Lesser Antilles Hotel Deals

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.

Frequently Asked Questions

How much does a Lesser Antilles vacation package cost?

Explore the best of Lesser Antilles from as low as CA $946. 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.