Title: Sugarloaf Key Ski Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/6270983/d55f2489-0176-4d5a-82e3-d6afdd04d6e6.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Sugarloaf Key Ski Vacations ## Book a Ski Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Ski vacation packages in Sugarloaf Key Price found within the past 48 hours. Click for updated prices. ![Pelican Hotel](https://images.trvl-media.com/lodging/1000000/60000/55100/55046/0ba3314b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pelican Hotel South Beach Save 100% on your flight $867 per person May 22 - May 27 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 9.2/10 Wonderful! (433 reviews) Perfect location, clean and comfortable beds, and great service. Definitely would return! Reviewed on Mar 7, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $7,491 per person Apr 17 - Apr 20 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) ![EAST Miami Residences](https://images.trvl-media.com/lodging/79000000/78580000/78570600/78570563/759b33fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### EAST Miami Residences Brickell Save 100% on your flight $1,934 per person May 13 - May 20 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9/10 Wonderful! (109 reviews) We loved staying here and will definitely be back! Yes, it is very expensive, but compared to other Miami hotels this one is the best overall deal for what you get. Reviewed on Mar 1, 2026 ![Villas At Hawks Cay Resort](https://images.trvl-media.com/lodging/100000000/99930000/99920100/99920083/8638cc9f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Villas At Hawks Cay Resort Save 100% on your flight $2,014 per person May 13 - May 20 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.4/10 Very Good! (170 reviews) Property was clean and staff were helpful. Would stay again. Reviewed on Mar 11, 2026 ![The Sunny](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145283/edbd844f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Sunny Ocean Four Save 100% on your flight $1,073 per person May 22 - May 29 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.2/10 Very Good! (81 reviews) While we enjoyed our stay, we were disappointed that most of the amenities were not ready yet despite being on the website. The indoor bar and restaurant, the spa, and the gym were not available and when we asked when they’d be operational we were told the bar and restaurant was not going to open until the end of April and the spa and gym they were hoping would be complete by the end of the year. I’d highly suggest removing those amenities from the website if they will not be offered so guests fully understand what they are getting throughout their stay. There also was some early morning construction going on and the house keeping attendants starting cleaning rooms very early and were noisy in the halls while doing their job. Both of which woke us up earlier than we had intended on our vacation when we could sleep in. Our plan was to just stay at the hotel throughout our entire stay since it was to have all the things we needed, but alas, that wasn’t the case. I am interested in coming back when all the amenities are in place and construction is complete because it will be a stunning resort. Reviewed on Mar 13, 2026 Don't see what you're looking for? See all available trips from Columbus to Sugarloaf Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski vacations in Sugarloaf Key Price found within the past 48 hours. Click for updated prices. ![EAST Miami](https://images.trvl-media.com/lodging/13000000/12080000/12079000/12078999/007ff5b4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### EAST Miami Brickell Save 100% on your flight $1,822 per person May 13 - May 20 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9.2/10 Wonderful! (3,695 reviews) Enjoyed everything. Reviewed on Mar 12, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $7,491 per person Apr 17 - Apr 20 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) ![EAST Miami Residences](https://images.trvl-media.com/lodging/79000000/78580000/78570600/78570563/759b33fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### EAST Miami Residences Brickell Save 100% on your flight $1,934 per person May 13 - May 20 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9/10 Wonderful! (109 reviews) We loved staying here and will definitely be back! Yes, it is very expensive, but compared to other Miami hotels this one is the best overall deal for what you get. Reviewed on Mar 1, 2026 Don't see what you're looking for? See all available trips from Columbus to Sugarloaf Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski vacations in Sugarloaf Key Price found within the past 48 hours. Click for updated prices. ![Villas At Hawks Cay Resort](https://images.trvl-media.com/lodging/100000000/99930000/99920100/99920083/8638cc9f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Villas At Hawks Cay Resort Save 100% on your flight $860 per person May 27 - May 30 found 1 day ago Roundtrip flight included New York (NYC) to Miami (MIA) 8.4/10 Very Good! (170 reviews) Property was clean and staff were helpful. Would stay again. Reviewed on Mar 11, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $7,491 per person Apr 17 - Apr 20 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) ![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5c0d327a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel South Beach South Beach Save 100% on your flight $2,169 per person Apr 17 - Apr 20 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 9.4/10 Exceptional! (1,455 reviews) This hotel is so beautiful and the staff is so kind and accommodating. The pool and beach areas are stunning, the food is delicious, the rooms are spacious, the beds are so comfortable, and the location is perfect. It’s the best hotel experience I’ve ever had, and I can’t wait to go back again! Reviewed on Mar 7, 2026 Don't see what you're looking for? See all available trips from Columbus to Sugarloaf Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski vacations in Sugarloaf Key Price found within the past 48 hours. Click for updated prices. ![Hyatt Place Miami Airport-East](https://images.trvl-media.com/lodging/10000000/9520000/9517300/9517242/e322cfbb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Miami Airport-East Palmer Lake Save 100% on your flight $477 per person Apr 15 - Apr 19 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.2/10 Very Good! (2,726 reviews) Everything was great for our 1 night stay. I wouldn’t recommend this for anything longer you are right by the airport. The noise from the planes every 20 minutes and there is also a train can be annoying. Especially at night. Reviewed on Mar 13, 2026 ![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Creekside Inn $600 per person May 28 - Jun 1 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 7.8/10 Good! (1,013 reviews) It’s totally sufficient for the type of hotel. Older but clean. Great location Reviewed on Mar 9, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $8,283 per person Apr 27 - May 1 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) Don't see what you're looking for? See all available trips from Columbus to Sugarloaf Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Planning 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 $477\. 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 $477\. 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. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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](https://expedia.com/Sugarloaf-Key-Vacation-Rentals.d183126.Travel-Guide-VacationRentals)[ Car Rentals in Sugarloaf Key ](https://expedia.com/Car-Rentals-In-Sugarloaf-Key.d183126.Car-Rental-Guide)[ Sugarloaf Key Vacations ](https://expedia.com/Sugarloaf-Key.d183126.Destination-Travel-Guides)[ Things to do in Sugarloaf Key ](https://expedia.com/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app