Title: Ski Vacations in Sugarloaf Key 2025/2026 | Expedia.ca

  

![](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

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## Flight and Ski hotel deals in Sugarloaf Key

Price found within the past 48 hours. Click for updated prices.

![Hotel Colonnade Coral Gables, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/1100/1052/16f1f75a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Colonnade Coral Gables, Autograph Collection

Coral Gables Section

CA $964

per person

Nov 10 - Nov 13

found 21 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

9.2/10 Wonderful! (1,006 reviews)

Excellent facilities.

Reviewed on Oct 6, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-13/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1052&paandie=true&HotelClass=40&dealMarker=73w_BNPqGYLQRy9HgIHmh-5D_IEFYem2tEoA5rJL-GDutFuEk8mat5MUVFmnUFSz)

![The Shelborne By Proper, a Member of Design Hotels](https://images.trvl-media.com/lodging/1000000/30000/25500/25451/e49031f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Shelborne By Proper, a Member of Design Hotels

South Beach

CA $2,293

per person

Dec 28 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

9.8/10 Exceptional! (31 reviews)

Great hotel. Clearly freshly refurbished and excellent facilities. Staff were extremely attentive - everyone we bumped into in the lift, for example, even junior team members, asked how we were and whether there was anything that they could do to improve our stay. Shows a great culture! Only downsides are a bar that shuts very early (10pm) and a LOT of mosquitoes in the outdoor pool area - they give bug spray it we had to retreat late afternoon or after rain.

Reviewed on Oct 6, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2025-12-31/?FromAirport=YHM&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25451&paandie=true&HotelClass=40&dealMarker=b3fWbLscUsiTNf0BuuZUcPzl2fKGBx90pHKUy8sHBJE_CAfBtqFKZ5vhz0rMQUXU)

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $13,424

per person

Nov 11 - Nov 16

found 9 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8/10 Very Good! (1 review)

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-11/2025-11-16/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&paandie=true&HotelClass=40&dealMarker=73w_BNPqGYLQRy9HgIHmhwYF7s169e0K5zDR7W5BG-DgXwD36BKRsV1XGculnfhZ)

![RS Boutique Suites - Miami](https://images.trvl-media.com/lodging/115000000/114610000/114607800/114607750/f4853d77_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### RS Boutique Suites - Miami

Downtown Miami

CA $1,756

per person

Dec 28 - Jan 3

found 20 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

6.8/10 (3 reviews)

Un lugar de verdad: lujoso, elegante y a buen precio. Todo con estilo, vista preciosa y ambiente moderno. ¡Altamente recomendado, mi gente!

Reviewed on Oct 3, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-03/?FromAirport=YMQ&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=114607750&paandie=true&HotelClass=40&dealMarker=zjrSOMJKkLUytAIGZUup0VKKFq576F-R5jiuVEZ8wl7zZtulsXyI6p3dYqNbtq8t)

![EAST Miami Residences](https://images.trvl-media.com/lodging/79000000/78580000/78570600/78570563/dca879fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### EAST Miami Residences

Downtown Miami

CA $1,928

per person

Nov 11 - Nov 16

found 9 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

9/10 Wonderful! (77 reviews)

Convenient for shopping and food.

Reviewed on Sep 2, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-11/2025-11-16/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=78570563&paandie=true&HotelClass=40&dealMarker=Eh8yZ7SVyG0I3TyvqNH-CPB50YbE4pWavwVPGDdAcrOz-yMyt178FRJ0Xx0Jb_gy)

Don't see what you're looking for?

See all available trips from Columbus to Sugarloaf Key

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-09/2025-11-16/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Ski holidays in Sugarloaf Key

Price found within the past 48 hours. Click for updated prices.

![EAST Miami Residences](https://images.trvl-media.com/lodging/79000000/78580000/78570600/78570563/dca879fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### EAST Miami Residences

Downtown Miami

CA $1,928

per person

Nov 11 - Nov 16

found 9 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

9/10 Wonderful! (77 reviews)

Convenient for shopping and food.

Reviewed on Sep 2, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-11/2025-11-16/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=78570563&paandie=true&HotelClass=50&dealMarker=Eh8yZ7SVyG0I3TyvqNH-CPB50YbE4pWavwVPGDdAcrOz-yMyt178FRJ0Xx0Jb_gy)

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $13,424

per person

Nov 11 - Nov 16

found 9 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8/10 Very Good! (1 review)

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-11/2025-11-16/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&paandie=true&HotelClass=50&dealMarker=73w_BNPqGYLQRy9HgIHmhwYF7s169e0K5zDR7W5BG-DgXwD36BKRsV1XGculnfhZ)

![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/w4800h3297x0y3-ab24f575_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel South Beach

South Beach

CA $3,869

per person

Dec 28 - Dec 31

found 10 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

9.4/10 Exceptional! (1,307 reviews)

Hot tub bleached our bathing suits. Room wasn’t ready.

Reviewed on Oct 5, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2025-12-31/?FromAirport=YHM&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1790087&paandie=true&HotelClass=50&dealMarker=4KHtf_28eG-jw6YvmuAD3zumOt1u7GCl-5J45bPpWeo9ThSKV2n7wUPF8XvckSLf)

Don't see what you're looking for?

See all available trips from Columbus to Sugarloaf Key

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-09/2025-11-16/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Ski holidays in Sugarloaf Key

Price found within the past 48 hours. Click for updated prices.

![Hotel Colonnade Coral Gables, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/1100/1052/16f1f75a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Colonnade Coral Gables, Autograph Collection

Coral Gables Section

CA $964

per person

Nov 10 - Nov 13

found 21 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

9.2/10 Wonderful! (1,006 reviews)

Excellent facilities.

Reviewed on Oct 6, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-13/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1052&paandie=true&HotelClass=40&dealMarker=73w_BNPqGYLQRy9HgIHmh-5D_IEFYem2tEoA5rJL-GDutFuEk8mat5MUVFmnUFSz)

![The Shelborne By Proper, a Member of Design Hotels](https://images.trvl-media.com/lodging/1000000/30000/25500/25451/e49031f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Shelborne By Proper, a Member of Design Hotels

South Beach

CA $2,293

per person

Dec 28 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

9.8/10 Exceptional! (31 reviews)

Great hotel. Clearly freshly refurbished and excellent facilities. Staff were extremely attentive - everyone we bumped into in the lift, for example, even junior team members, asked how we were and whether there was anything that they could do to improve our stay. Shows a great culture! Only downsides are a bar that shuts very early (10pm) and a LOT of mosquitoes in the outdoor pool area - they give bug spray it we had to retreat late afternoon or after rain.

Reviewed on Oct 6, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2025-12-31/?FromAirport=YHM&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25451&paandie=true&HotelClass=40&dealMarker=b3fWbLscUsiTNf0BuuZUcPzl2fKGBx90pHKUy8sHBJE_CAfBtqFKZ5vhz0rMQUXU)

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $9,069

per person

Nov 20 - Nov 23

found 8 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Miami (MIA)

8/10 Very Good! (1 review)

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-20/2025-11-23/?FromAirport=YUL&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&paandie=true&HotelClass=40&dealMarker=73w_BNPqGYLQRy9HgIHmh21lqcPQuRnxtcq5IDD40Y15HE7urr51_6eMHiayAREq)

Don't see what you're looking for?

See all available trips from Columbus to Sugarloaf Key

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-09/2025-11-16/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Ski holidays in Sugarloaf Key

Price found within the past 48 hours. Click for updated prices.

![The Shelborne By Proper, a Member of Design Hotels](https://images.trvl-media.com/lodging/1000000/30000/25500/25451/e49031f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Shelborne By Proper, a Member of Design Hotels

South Beach

CA $1,499

per person

Nov 27 - Dec 1

found 2 hours ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

9.8/10 Exceptional! (31 reviews)

Great hotel. Clearly freshly refurbished and excellent facilities. Staff were extremely attentive - everyone we bumped into in the lift, for example, even junior team members, asked how we were and whether there was anything that they could do to improve our stay. Shows a great culture! Only downsides are a bar that shuts very early (10pm) and a LOT of mosquitoes in the outdoor pool area - they give bug spray it we had to retreat late afternoon or after rain.

Reviewed on Oct 6, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-27/2025-12-01/?FromAirport=YMQ&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25451&paandie=true&dealMarker=T1rC34xqHtF-nJf1LkdOTAkA37pAA_-cJi7-k8hCmE3Ar0tqrq3U_YI8ultEYtg1)

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $11,565

per person

Nov 26 - Nov 30

found 22 hours ago

Roundtrip flight included

Montreal (YUL) to Miami (MIA)

8/10 Very Good! (1 review)

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-26/2025-11-30/?FromAirport=YUL&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&paandie=true&dealMarker=73w_BNPqGYLQRy9HgIHmh2YTlsKCUDpgokI3otMXXWzWGQyYQ8D0_p9QciGOyDgJ)

![Cavalier Hotel South Beach](https://images.trvl-media.com/lodging/1000000/20000/13600/13579/a2036d80_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cavalier Hotel South Beach

South Beach

CA $1,554

per person

Dec 28 - Jan 1

found 24 hours ago

Roundtrip flight included

Montreal (YUL) to Miami (MIA)

8.4/10 Very Good! (1,000 reviews)

The staff greeted us wonderfully. The room is clean. The VIP perk was pleasant. Would definitely stay here again.

Reviewed on Sep 25, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-01/?FromAirport=YUL&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=13579&paandie=true&dealMarker=BKYc0f8rqgGIC9AhWACVSiYDTbgcx2hfebgVgCIngbS8aFLFeZEGdv61aKee0fmH)

Don't see what you're looking for?

See all available trips from Columbus to Sugarloaf Key

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-09/2025-11-16/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Plan the ultimate ski vacation in Sugarloaf Key

#### What are some benefits when booking ski vacations in Sugarloaf Key?

If you're interested in skiing, there's nothing quite like a ski vacation. These trips are designed to allow you to enjoy being on the slopes and relax in tranquil and convenient accommodations at the end of the day. Amenities on ski trips can be pretty upscale, so it's easy to relax in a hot tub or at a spa in between your skiing excursions. Plus, they can put you right next to the slopes. You'll even find a variety of different vacation types available whether you're looking for family friendly, cheap, or even last minute ski vacations.

  

#### How can I book the best ski vacation in Sugarloaf Key?

It is most important to implement the ski filter in your search when trying to find a ski vacation that will make you happy. Using the filter will automatically remove any entries that don't offer the skiing opportunities you want. After that, you'll need to think about what specifically you want from Sugarloaf Key, and think about the time of year that's best to visit.

#### How can I find cheap ski vacations?

Cheap ski vacations are readily available in Sugarloaf Key with some as cheap as CA $964. You can see the cheapest options by sorting your accommodation choices by price, which automatically puts the least-expensive results at the top of the list. You may also want to consider an accommodation with a kitchen, so you can cook instead of eating out.

#### Can I book ski packages?

Yes, ski packages are readily available throughout Sugarloaf Key. All you have to do is put in your travel dates and see what's available. When you book a ski package, you may be able to enjoy discounts with savings of up to 60 when you book your accommodation and your flight together.

#### What should I consider when booking family ski vacations?

The key to a successful family ski vacation is ensuring that your family is kept happy and entertained. Consider what your family members are interested in and the kind of vacation they want. If they have little skiing experience, for example, you may want to opt for an accommodation that offers ski lessons or a kid's club. Various slope difficulties may be essential in providing opportunities for everyone at Sugarloaf Key.

#### Can I book all-inclusive ski vacations in Sugarloaf Key?

Yes, all-inclusive ski trips are available and may be precisely what you're looking for. All you have to do is include the filter for all-inclusive stays, and your search results will only show the accommodations that provide this handy feature that allows you to plan your entire trip to Sugarloaf Key in advance.

#### What's the best time of year to plan a ski trip?

The apparent answer to when you should plan a ski trip is in winter, but other details are important too. If you book for Sugarloaf Key's high season around January and February, you'll likely find increased prices. It's generally best to opt for the early or late season in December and April, as prices tend not to be quite as high.

#### How can I find the best deals on ski packages in Sugarloaf Key?

When you're looking for cheap ski vacations, there are a few factors you can take advantage of to help get the best deals. Travelling during the off-season can be cheaper since there's more availability. However, the beginning and end of the season tend to be the most affordable for skiing.

#### Can I book a ski vacation that's fully refundable?

Being fully refundable is a feature you'll find on several accommodation packages in Sugarloaf Key. You can even search for it explicitly using a filter for full refundability.

#### Why should I book a ski vacation package with Expedia?

When you book with Expedia, you'll find everything you need for cheap ski vacations, luxury ski vacations and everything in between in one central location. You may even be able to enjoy discounts for booking your accommodation and your flight together with savings of up to 60. With Expedia Rewards, you can earn points towards your next booking.

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## More Vacations Ideas

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\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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## Go further with the Expedia app

Save on select hotels and earn double points 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

![QR code to download the app](data:image/png;base64,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)