Sugarloaf Key Ski Vacations
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Top Ski vacation packages in Sugarloaf Key
- Private Apartment at the Congress
Aug 26 - Aug 29Private Apartment at the Congress + Flight
South Beach3 nights4.0 star property5.6/10 - (11 reviews)"Really friendly staff, easy check in and even accommodated early check in. Roof top pool was clean and spacious with a nice bar."Reviewed July 9, 2026Roundtrip • Boston (BOS) - Miami (MIA)BOS - MIA • Nonstop MIA - BOS • 1 stop - Casablanca Miami Beach
Oct 8 - Oct 12Casablanca Miami Beach + Flight
North Beach4 nights3.0 star property5.8/10 - (327 reviews)"Pleas don’t book the apartment in this hotel. It’s not associated with the hotel services. The 2nd room has 3 beds all bed sheets were dirty. The has prior hair from guest before us. Behind the headboard I found a dirty t-shirt. Hall restroom tub was rusted and peeling, I was disgusted to see that. The other restroom still had a long hair in the tub. Sanitary is NOT a priority for the owner of this apartment. The price I paid for my 4 day was a steel. Also, beach gear was a laugh in the face. No..."Reviewed July 23, 2026Roundtrip • Boston (BOS) - Miami (MIA)BOS - MIA • 1 stop MIA - BOS • Nonstop$9,488$4,203found 1 day agoper traveler - The Retreat Collection at 1 Hotel & Homes South Beach
Oct 9 - Oct 12The Retreat Collection at 1 Hotel & Homes South Beach + Flight
South Beach3 nights5.0 star property8.0/10 - Very Good (1 review)"Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay...."Reviewed June 22, 2016Roundtrip • Boston (BOS) - Miami (MIA)BOS - MIA • Nonstop MIA - BOS • Nonstop$13,429$7,187found 1 day agoper traveler - Miami Downtown Vacation Suites
Oct 16 - Oct 19Miami Downtown Vacation Suites + Flight
Downtown Miami3 nights2.0 star property7.8/10 - Good (134 reviews)Roundtrip • New York (EWR) - Miami (MIA)EWR - MIA • 1 stop MIA - EWR • 1 stop - EAST Miami Residences
Sep 29 - Oct 4EAST Miami Residences + Flight
Brickell5 nights5.0 star property9.2/10 - Wonderful (139 reviews)"Great property"Reviewed June 23, 2026Roundtrip • Boston (BOS) - Miami (MIA)BOS - MIA • 1 stop MIA - BOS • Nonstop
What to do in Sugarloaf Key
Private Luxury Sandbar Excursion
Marathon Backcountry Fishing Charter
Luxury Sandbar and Snorkeling trip in Key West
Top Ski Sugarloaf Key Hotels
Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway w Stunning ViewsPlanning your Sugarloaf Key ski vacation
What are some things I should consider when booking a Sugarloaf Key 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 Sugarloaf Key ski packages?
Right now, ski trips start at just $356. Prices and availability are subject to change. Additional terms may apply.
Can I book a beginner ski package in Sugarloaf Key?
Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Sugarloaf Key. 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 Sugarloaf Key cost?
Sensational ski trips to Sugarloaf Key start from $356. 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 Sugarloaf Key?
The best time to hit the slopes in Sugarloaf Key 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 Sugarloaf Key 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 Sugarloaf Key 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 Sugarloaf Key with Expedia?
Simple search and fantastic filters make it easy to find, build, and book your dream Sugarloaf Key ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.