Stock Island Ski Holidays

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Top flight + Ski hotel deals in Stock Island

Price found within the past 48 hours. Click for updated prices.
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
£1,424
per person
20 Sept - 25 Sept
found 1 day ago
Return flight included
Aberdeen (ABZ) to Key West (EYW)
8.8/10 Excellent! (3,487 reviews)
Phenomenal stay! Gorgeous views and amenities. Staff was so attentive and went above and beyond for everything. Will absolutely be coming back!

Reviewed on 10 Aug 2026

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

£1,965
per person
16 Oct - 23 Oct
found 2 hours ago
Return direct flight included
London (LON) to Key West (EYW)
9.4/10 Exceptional! (1,314 reviews)
After going many times to Key West i can say this is a top three hotels in the area

Reviewed on 10 Aug 2026

Pier House Resort & Spa

Pier House Resort & Spa

Key West Historic District
£1,967
per person
20 Sept - 25 Sept
found 1 day ago
Return flight included
Aberdeen (ABZ) to Key West (EYW)
9/10 Wonderful! (1,253 reviews)
The pool and the beach are excellent. The place could use a little updating. No live music was played by the bar in the afternoon

Reviewed on 10 Aug 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
£1,513
per person
20 Sept - 25 Sept
found 1 day ago
Return flight included
Aberdeen (ABZ) to Key West (EYW)
9.2/10 Wonderful! (1,002 reviews)
Great location . Hotel was very nice and I would stay there again . However The resort fee is pretty steep and doesn’t really get you anything….

Reviewed on 9 Aug 2026

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

Key West Historic District
£1,779
per person
20 Sept - 25 Sept
found 1 day ago
Return flight included
Aberdeen (ABZ) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
After a few different stays in the keys, I wanted to splurge and booked the Ocean Key. I cannot boast on this property enough. Location, bar none. Staff, incredible from front desk to valet to bar staff. The room, Breathtaking. The food at every meal was delicious and drinks are always on point. 11/10 and my new regular stay in Key West

Reviewed on 10 Aug 2026

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3 Night Ski holidays in Stock Island

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

£751
per person
23 Sept - 26 Sept
found 1 day ago
Return flight included
London (LON) to Key West (EYW)
9.4/10 Exceptional! (1,314 reviews)
After going many times to Key West i can say this is a top three hotels in the area

Reviewed on 10 Aug 2026

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Planning your Stock Island ski holiday

How can I book the best ski holiday to Stock Island in 2026/2027?

Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Stock Island. 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 Stock Island ski holidays?

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Stock Island 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 £751. Prices and availability are subject to change. Additional terms may apply.

Can I book last-minute ski holidays to Stock Island?

Use our handy last-minute deals page to look for ski holidays to Stock Island 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 Stock Island?

Stock Island 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 Stock Island?

All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Stock Island. 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 Stock Island?

Ski season in Stock Island 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 Stock Island 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 Stock Island 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 Stock Island that offer it.

Why should I book a ski holiday package in Stock Island 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.

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

£34
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

£46
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
Key West Premium Sunset Sail with Champagne, Wine & Tapas

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

£59
per adult
94% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
See all activities in Stock 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. Flight-inclusive packages are ATOL protected.