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

Lesser Antilles Luxury Vacations

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Top Luxury vacation packages in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.
  • Jan 3 - Jan 8

    Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only + Flight

    Dickenson Bay
    5 nights
    4.5 star property
    7.8/10 - Good (976 reviews)
    "Beautifull!!!!"
    Reviewed November 7, 2026
    Roundtrip • Toronto (YTO) - Antigua (ANU)
    YYZ - ANU • 1 stop ANU - YYZ • 2 stops
    CA $3,332
    CA $2,181
    per traveller
    found 1 day ago
    Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only
  • Jan 28 - Feb 2

    Hammock Cove Antigua - All Inclusive - Adults Only + Flight

    Willikies
    5 nights
    5.0 star property
    9.8/10 - 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, 2026
    Roundtrip • Toronto (YTO) - Antigua (ANU)
    YYZ - ANU • 1 stop ANU - YYZ • 2 stops
    Save 100% on your flight
    CA $11,415
    CA $6,781
    per traveller
    found 1 day ago
    Hammock Cove Antigua - All Inclusive - Adults Only
  • Dec 27 - Jan 2

    Park Hyatt St. Kitts + Flight

    Basseterre
    6 nights
    5.0 star property
    9.4/10 - Exceptional (207 reviews)
    "Great resort"
    Reviewed September 27, 2026
    Roundtrip • Toronto (YTO) - St. Kitts (SKB)
    YYZ - SKB • 1 stop SKB - YYZ • 2 stops
    Save 100% on your flight
    CA $16,035
    CA $10,443
    per traveller
    found 1 day ago
    Park Hyatt St. Kitts
  • Jan 3 - Jan 8

    Royalton Antigua, An Autograph Collection All-Inclusive Resort + Flight

    Five Islands Village
    5 nights
    4.5 star property
    7.2/10 - Good (1,000 reviews)
    "I am absolutely DISGUSTED and FURIOUS with my experience at this resort! $350 was stolen directly out of my bag while housekeeping had access to my room! This is completely unacceptable and honestly traumatizing. I came to this resort expecting a relaxing vacation, not to have my personal belongings violated and my money stolen! To make matters worse, the resort PROMISED me a refund, and I have WRITTEN DOCUMENTATION proving it! It has now been TWO MONTHS, and I STILL HAVE NOT RECEIVED A SINGLE..."
    Reviewed November 3, 2026
    Roundtrip • Toronto (YTO) - Antigua (ANU)
    YYZ - ANU • 1 stop ANU - YYZ • 2 stops
    CA $3,218
    CA $2,190
    per traveller
    found 1 day ago
    Royalton Antigua, An Autograph Collection All-Inclusive Resort
  • Jan 28 - Feb 2

    Carlisle Bay + Flight

    Carlisle Bay
    5 nights
    5.0 star property
    9.2/10 - Wonderful (319 reviews)
    Roundtrip • Toronto (YTO) - Antigua (ANU)
    YYZ - ANU • 1 stop ANU - YYZ • 2 stops
    Save 100% on your flight
    CA $8,954
    CA $6,267
    per traveller
    found 1 day ago
    Carlisle Bay

Discover the most popular places to visit in Lesser Antilles

Top Luxury Lesser Antilles Hotels

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.

Plan the perfect luxury Lesser Antilles vacation with Expedia

What are some benefits when booking luxury Lesser Antilles vacations?

When you book a luxury Lesser Antilles vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.

How can I find all-inclusive luxury vacations in Lesser Antilles?

If you're looking for something luxurious in Lesser Antilles, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $2,181, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 34. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in Lesser Antilles. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

What should I look for in a luxury family vacation in Lesser Antilles?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Lesser Antilles.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Lesser Antilles. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

What can help me find the best luxury vacation deals in Lesser Antilles?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Lesser Antilles or travelling to more obscure destinations altogether can often lead to lower prices.

Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Lesser Antilles. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.