
Legacy Trail Ski Vacations
Book a Ski Hotel + Flight or Car together to unlock savings
Top Ski vacation packages in Legacy Trail

Compass Hotel by Margaritaville Anna Maria Sound
Reviewed on Dec 1, 2025

The Avalon Club
Reviewed on Nov 26, 2025

Ocean Club Treasure Island Hotel
Reviewed on Dec 2, 2025

Wyndham Grand Clearwater Beach
Reviewed on Dec 2, 2025

5* Ski vacations in Legacy Trail

The Adaline
Reviewed on Dec 1, 2025


The Ritz-Carlton, Sarasota
Reviewed on Nov 6, 2025
3 Night Ski vacations in Legacy Trail

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Reviewed on Dec 1, 2025

The Avalon Club
Reviewed on Nov 26, 2025

Compass Hotel by Margaritaville Anna Maria Sound
Reviewed on Dec 1, 2025
4 Night Ski vacations in Legacy Trail


Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Reviewed on Dec 1, 2025

The Residences at Siesta Key Beach by Hyatt Vacation Club
Reviewed on Nov 24, 2025
Planning your Legacy Trail ski vacation
What are some things I should consider when booking a Legacy Trail 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 Legacy Trail ski packages?
Right now, ski trips start at just $381. Prices and availability are subject to change. Additional terms may apply.
Can I book a beginner ski package in Legacy Trail?
Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Legacy Trail. 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 Legacy Trail cost?
Sensational ski trips to Legacy Trail start from $381. 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 Legacy Trail?
The best time to hit the slopes in Legacy Trail 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 Legacy Trail 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 Legacy Trail 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 Legacy Trail with Expedia?
Simple search and fantastic filters make it easy to find, build, and book your dream Legacy Trail ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.


















