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.
Bay Breeze Premium Apartments By Eskape Collection

Bay Breeze Premium Apartments By Eskape Collection

CA $844
per person
Nov 12 - Nov 17
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8.8/10 Excellent! (238 reviews)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
CA $17,818
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8/10 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 on Jun 22, 2016

Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

Mid Beach
CA $1,215
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.2/10 Very good! (1,180 reviews)
Overall stay was pleasant. Great views and access to the public beach. Free shuttle which runs up and down Collins Ave. Buffet breakfast has a nice selection of tasty items. My only gripe was the elevators. Elevators are small and it can get pretty busy depending on the season. The elevators get bogged down easily and can take pretty long to come. Lastly, your room key card only allows you access to the floor that you're staying on. I traveled with family and we were all on different floors. This made it difficult to visit other rooms; however, from a safety precaution I can understand why they do it. Overall great stay!

Reviewed on Sep 10, 2026

EAST Miami Residences

EAST Miami Residences

Brickell
CA $1,854
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
9.2/10 Wonderful! (150 reviews)
The room was really nice, there are small things that can be improved but overall nice.

Reviewed on Aug 25, 2026

The Sunny

The Sunny

Ocean Four
CA $1,218
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.8/10 Excellent! (693 reviews)
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See all available trips from Columbus to Sugarloaf Key
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5* Ski holidays in Sugarloaf Key

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

EAST Miami Residences

Brickell
CA $1,854
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
9.2/10 Wonderful! (150 reviews)
The room was really nice, there are small things that can be improved but overall nice.

Reviewed on Aug 25, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
CA $17,818
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8/10 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 on Jun 22, 2016

1 Hotel South Beach

1 Hotel South Beach

South Beach
CA $3,769
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
9.4/10 Exceptional! (1,617 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Sugarloaf Key
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3 Night Ski holidays in Sugarloaf Key

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

EAST Miami Residences

Brickell
CA $1,854
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
9.2/10 Wonderful! (150 reviews)
The room was really nice, there are small things that can be improved but overall nice.

Reviewed on Aug 25, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
CA $8,899
per person
Oct 23 - Oct 26
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8/10 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 on Jun 22, 2016

1 Hotel South Beach

1 Hotel South Beach

South Beach
CA $4,212
per person
Dec 4 - Dec 7
found 14 hours ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
9.4/10 Exceptional! (1,617 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Sugarloaf Key
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4 Night Ski holidays in Sugarloaf Key

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

Luxuri Suites

South Beach
CA $875
per person
Nov 12 - Nov 16
found 13 hours ago
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
6.6/10 (58 reviews)
Do not book here

Reviewed on Aug 28, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
CA $13,464
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
8/10 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 on Jun 22, 2016

Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

Mid Beach
CA $1,217
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
8.2/10 Very good! (1,180 reviews)
Overall stay was pleasant. Great views and access to the public beach. Free shuttle which runs up and down Collins Ave. Buffet breakfast has a nice selection of tasty items. My only gripe was the elevators. Elevators are small and it can get pretty busy depending on the season. The elevators get bogged down easily and can take pretty long to come. Lastly, your room key card only allows you access to the floor that you're staying on. I traveled with family and we were all on different floors. This made it difficult to visit other rooms; however, from a safety precaution I can understand why they do it. Overall great stay!

Reviewed on Sep 10, 2026

Don't see what you're looking for?
See all available trips from Columbus to Sugarloaf Key
View all trips

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 $844. 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 43 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 43. With Expedia Rewards, you can earn points towards your next booking.

Things to do

Discover US East Coast Self Guided Audio Tour

Discover US East Coast Self Guided Audio Tour

CA $201
per traveller
Discover US East Coast Self Guided Audio Tour
Private Sandbar Adventure in Key West Backcountry

Private Sandbar Adventure in Key West Backcountry

CA $692
per traveller
Private Sandbar Adventure in Key West Backcountry
Private Luxury Sandbar Excursion

Private Luxury Sandbar Excursion

CA $1,661
per traveller
Private Luxury Sandbar Excursion
See all activities in Sugarloaf Key

More vacations you might like

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