Lesser Antilles Ski Holidays

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    Packages with flights are ATOL protected

Planning your Lesser Antilles ski holiday

How can I book the best ski holiday to Lesser Antilles in 2025/2026?

Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Lesser Antilles. Just choose your dates and see what’s available. You might prefer a hotel with a heated outdoor pool, or a private chalet for après ski parties; either way, use the property filters to your ideal match. If ski-in-ski-out is important, use the map view to find those idyllic slopeside properties.

How can I find cheap Lesser Antilles ski holidays?

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Lesser Antilles accommodation a little further from the lifts and go self-catering to cut back on eating out. Sort your search results by price to find options from . Prices and availability are subject to change. Additional terms may apply.

Can I book last-minute ski holidays to Lesser Antilles?

Use our handy last-minute deals page to look for ski holidays to Lesser Antilles at a steal. If your dates are fixed, simply input the details and see what specials are available.

What should I consider when booking family ski holidays in Lesser Antilles?

Lesser Antilles is well set up for kids. For the teeniest ski-woks, day care in the snow is a blast. As they get older, they love whizzing around on the hill in ski school. Choose a hotel near the lifts and nursery slopes to save a whole lot of ski-carrying hassle in the mornings. With all that extra time and energy, you can take your sweet time to find a family-favourite bolthole on the mountain for hot chocolate with marshmallows ski breaks.

Can I book all-inclusive ski holidays to Lesser Antilles?

All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Lesser Antilles. If not, consider booking your flights and accommodation together to save money that way instead.

When's the best time of year to plan a ski trip to Lesser Antilles?

Ski season in Lesser Antilles generally starts around December and slopes off around April. Keep an eye on the snow forecasts though, as you can often find some brilliant deals at the start or end of the season, when it’s also much quieter.

How can I find the best deals on Lesser Antilles ski holiday packages?

If you can be flexible with your ski holiday dates, avoid school holidays and instead buckle up your boots at the start or end of season. Sort your search results by price and look out for self-catered accommodation to save on notoriously expensive ski-resort drinking and dining.

Can I book a Lesser Antilles ski trip with free cancellation and/or flexible dates?

If you’re not 100% sure on plans or just want peace of mind, choose a ski holiday with free cancellation. You can use our free cancellation filter to find properties in Lesser Antilles that offer it.

Why should I book a ski holiday package in Lesser Antilles with Expedia?

Schuss your way to the slopes with Expedia’s smooth booking process. From flights to hotels and even car hire, you’ll find everything you need to plan the ultimate winter wonderland ski holiday.

Top Ski Lesser Antilles Hotels

MEcasaMEnavia Hidden Gems

MEcasaMEnavia Hidden Gems

Dutch Cul-de-Sac, Sint Maarten
  • 5 min drive from Oyster Bay Marina
Stay at this apartment in Cul de Sac. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Orient Bay Beach and Maho Beach are located ...
9.8/10 Exceptional! (8 reviews)
a beautiful oasis behind the gate
"We enjoyed everything about our stay. Once you get past the gate, It's like another world! We had everything we needed to enjoy our stay. We did rent a car because we enjoy going around the Island. We also liked the location because it was the same distance to all the beaches. The apartment was immaculate. ..."

Reviewed on 13 Feb 2025

MEcasaMEnavia Hidden Gems
Frangipani Resort

Frangipani Resort

4.5 out of 5
Meads Bay, middle of the beach, West End Village
  • 26 min drive from Oyster Bay Marina
Stay at this 4.5-star luxury resort in West End Village. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions Meads Bay and Meads Bay Pond ...
"This is a very nice place to stay with lovely people working here that make you feel welcome in Anguilla. Definitely recommend doing the boat ride if you can and all the water sports are great!"

Reviewed on 11 Jul 2021

Frangipani Resort
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.