Southwest Florida Ski Vacations
Book a Ski Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Planning your Southwest Florida ski vacation
What are some things I should consider when booking a Southwest Florida 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 Southwest Florida ski packages?
Right now, ski trips start at just . Prices and availability are subject to change. Additional terms may apply.
Can I book a beginner ski package in Southwest Florida?
Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Southwest Florida. 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 Southwest Florida cost?
Sensational ski trips to Southwest Florida start from . 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 Southwest Florida?
The best time to hit the slopes in Southwest Florida 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 Southwest Florida 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 Southwest Florida 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 Southwest Florida with Expedia?
Simple search and fantastic filters make it easy to find, build, and book your dream Southwest Florida ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.
Top Ski Southwest Florida Hotels
Villa Margarita Sparkles
It was a nice place, the kitchen is raised up so it was difficult to cook. The kitchen sink was very small and I don't use the dishwasher for just the 2 of us. So, this picture is not the kitchen you get. very close to the beach! Pool is warm and very small. More a spa, but nice for 2 people.
Reviewed on Jan 30, 2026
