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Discover the most popular places to visit in Southwest Florida
Siesta Key Beach
9.6/10 (4,113 reviews)
Siesta Beach captivates with its unique quartz sand that stays cool even on hot days. Sink your toes into the powdery white shoreline while gazing at the clear turquoise waters that make this beach a favorite.
Lido Beach enchants with pristine white sands and calm waters along Sarasota's coast. Spend the day swimming in crystal-clear waters before strolling to nearby St. Armands Circle for upscale dining.
Pristine white sands and clear Gulf waters frame the historic Naples Pier, stretching 1,000 feet into the sea. Watch for dolphins while enjoying panoramic sunset views from this quintessential Florida beach.
This elegant open-air marketplace blends upscale shopping with European charm, surrounded by historic Ringling statues. Browse over 130 boutiques and dine al fresco at sidewalk cafés overlooking Circle Park.
Known as the "Shark Tooth Capital of the World," Venice Beach offers pristine sands and clear Gulf waters. Search for fossilized treasures along the shoreline or simply relax beneath the iconic sail-style pavilion.
The Mall at UTC offers a premier shopping experience with over 140 stores from luxury boutiques to popular brands. Enjoy upscale dining options in a spacious, climate-controlled environment with modern architecture.
Fifth Avenue South pulses as Naples' elegant heart, lined with upscale boutiques and art galleries. Stroll beneath swaying palms and enjoy ambient lighting and outdoor dining when the avenue truly comes alive.
Renowned for its historic 1884 lighthouse and world-class shelling, this southern Sanibel beach attracts collectors worldwide. Arrive at low tide to discover diverse seashells along its uniquely oriented shoreline.
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.