Windermere Island Ski Vacations

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Top Ski vacation packages in Windermere Island

Price found within the past 48 hours. Click for updated prices.
Cape Eleuthera Resort & Marina

Cape Eleuthera Resort & Marina

$1,246
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to North Eleuthera (ELH)
8.8/10 Excellent! (23 reviews)
Pink Sands Resort

Pink Sands Resort

$1,625
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to North Eleuthera (ELH)
8.6/10 Excellent! (125 reviews)
Beautiful. Clean. Quiet

Reviewed on Jul 10, 2026

Coral Sands Inn & Cottages

Coral Sands Inn & Cottages

$2,939
per person
Nov 1 - Nov 5
found 4 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to North Eleuthera (ELH)
9.2/10 Wonderful! (363 reviews)
The Cove Eleuthera

The Cove Eleuthera

$2,787
per person
Nov 1 - Nov 5
found 4 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to North Eleuthera (ELH)
9.2/10 Wonderful! (258 reviews)
Hello, Having been to many Relais and Chateau properties through out the glove, my expectations were very high. I think The Cove did a great job overall for being in the Bahamas, however for this category of luxury resort, they fell short in many ways: They did not accomodate for an early check in, there were several power outages, internet and WiFi outages, there were water outages, the onsite water craft for excursions was not as clean as would be expected, there was a red ant infestation in our luxury bungalow which required sleeping in another suite for the night while fumigation took place. The staff was lovely, however, these issues need to be addressed.

Reviewed on Jul 27, 2026

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3 Night Ski vacations in Windermere Island

Price found within the past 48 hours. Click for updated prices.
Cape Eleuthera Resort & Marina

Cape Eleuthera Resort & Marina

$1,033
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to North Eleuthera (ELH)
8.8/10 Excellent! (23 reviews)
Pink Sands Resort

Pink Sands Resort

$1,755
per person
Sep 18 - Sep 21
found 22 hours ago
Roundtrip flight included
New York (JFK) to North Eleuthera (ELH)
8.6/10 Excellent! (125 reviews)
Beautiful. Clean. Quiet

Reviewed on Jul 10, 2026

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4 Night Ski vacations in Windermere Island

Price found within the past 48 hours. Click for updated prices.
Daddy Joes

Daddy Joes

$982
per person
Nov 1 - Nov 5
found 4 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to North Eleuthera (ELH)
9.6/10 Exceptional! (147 reviews)
Convenient location from airport and Gregory Town. Restaurant with great food was just steps away. Tiffany and her staff were extremely friendly and attentive. Easy to rent a car from there through Mr. Jones with pick up and drop off service. Nice TV, coffee in room, AC worked well. Rooms simple but clean and the price was right. Very responsive communication after booking and before arrival . Would definitely stay there again.

Reviewed on Aug 4, 2026

Pink Sands Resort

Pink Sands Resort

$2,100
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to North Eleuthera (ELH)
8.6/10 Excellent! (125 reviews)
Beautiful. Clean. Quiet

Reviewed on Jul 10, 2026

Cape Eleuthera Resort & Marina

Cape Eleuthera Resort & Marina

$1,186
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
Miami (MIA) to North Eleuthera (ELH)
8.8/10 Excellent! (23 reviews)
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Planning your Windermere Island ski vacation

What are some things I should consider when booking a Windermere Island ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap Windermere Island ski packages?

Right now, ski trips start at just $982. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Windermere Island?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Windermere Island. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to Windermere Island cost?

Sensational ski trips to Windermere Island start from $982. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to Windermere Island?

The best time to hit the slopes in Windermere Island depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book Windermere Island ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

Can I book a Windermere Island ski trip with free cancellation and/or flexible dates?

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in Windermere Island with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream Windermere Island ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.

Things to do

Private Pink Sand Beach Tour: Swim With Pigs, Turtles & Stingrays

Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays

$8,500
per traveler
Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays
See all activities in Windermere Island

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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.