Title: Ski Vacations in Keewaydin Island 2026 | Expedia.ca

![](https://images.trvl-media.com/place/6337231/0b8ef5b6-2083-4cdb-97c8-d4b5fcbc1cee.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Keewaydin Island Ski Vacations

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## Flight and Ski hotel deals in Keewaydin Island

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

![Doubletree by Hilton Fort Myers at Bell Tower Shops](https://images.trvl-media.com/lodging/1000000/20000/12400/12375/6f7b31fc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Doubletree by Hilton Fort Myers at Bell Tower Shops

Villas

CA $673

per person

Apr 30 - May 5

found 13 hours ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

8.8/10 Excellent! (1,028 reviews)

very nice place to stay, the restaurant was amazing

Reviewed on Mar 20, 2026

![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/0ef86cd3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Marriott Sanibel Harbour Resort & Spa

Punta Rassa

CA $1,509

per person

Apr 30 - May 7

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

8.4/10 Very Good! (1,013 reviews)

The main building is beautiful. We stayed in one of the other towers and it was OK, but not as nice as the main building. Plan accordingly.

Reviewed on Mar 20, 2026

![Wiggins Pass Chalet](https://images.trvl-media.com/lodging/59000000/58120000/58115200/58115199/d32fc7b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Wiggins Pass Chalet

CA $1,018

per person

Apr 26 - May 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9.6/10 Exceptional! (263 reviews)

Room was clean, staff was friendly and helpful. Kitchenette and on-site laundry were also a big plus

Reviewed on Feb 22, 2026

Don't see what you're looking for?

See all available trips from Columbus to Keewaydin Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-21/2026-04-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Ski holidays in Keewaydin Island

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

![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/f4e5c65a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sundial Beach Resort & Spa

Mid Island

CA $1,734

per person

Apr 30 - May 5

found 13 hours ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

8.6/10 Excellent! (2,605 reviews)

Room was incorrect and not what we booked .. wrong bed selection

Reviewed on Mar 13, 2026

![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/356a7ba9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Naples Beach Club, A Four Seasons Resort

Coquina Sands

CA $5,388

per person

Apr 23 - Apr 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

8.8/10 Excellent! (3 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Keewaydin Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-21/2026-04-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Ski holidays in Keewaydin Island

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

![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/0ef86cd3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Marriott Sanibel Harbour Resort & Spa

Punta Rassa

CA $875

per person

May 16 - May 19

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

8.4/10 Very Good! (1,013 reviews)

The main building is beautiful. We stayed in one of the other towers and it was OK, but not as nice as the main building. Plan accordingly.

Reviewed on Mar 20, 2026

![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/7c494168_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Coconut Cove, Bonita Springs

CA $886

per person

May 2 - May 5

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

9/10 Wonderful! (803 reviews)

The room smelled sour and the hall smelled like cigar smoke

Reviewed on Mar 20, 2026

Don't see what you're looking for?

See all available trips from Columbus to Keewaydin Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-21/2026-04-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Ski holidays in Keewaydin Island

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

![Matanzas Inn Bayside Resort and Marina](https://images.trvl-media.com/lodging/3000000/2670000/2665100/2665085/78d7ce83_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Matanzas Inn Bayside Resort and Marina

CA $830

per person

May 25 - May 29

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

9.4/10 Exceptional! (1,021 reviews)

Great office staff. Friendly and knowledgeable. There wasn’t live music every night as advertised and you have to ask for your room to be cleaned. Beautiful area and easy walk to the beach and several restaurants.

Reviewed on Mar 19, 2026

![The Boat House](https://images.trvl-media.com/lodging/5000000/4440000/4437700/4437617/5d355af5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Boat House

Olde Marco

CA $1,180

per person

Apr 23 - Apr 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

9.2/10 Wonderful! (673 reviews)

The room at the Boat House was clean but had a very musty odor. The owner was extremely nice and it was obvious she loves her job! We would stay there again.

Reviewed on Mar 19, 2026

![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/0ef86cd3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Marriott Sanibel Harbour Resort & Spa

Punta Rassa

CA $1,018

per person

May 25 - May 29

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

8.4/10 Very Good! (1,013 reviews)

The main building is beautiful. We stayed in one of the other towers and it was OK, but not as nice as the main building. Plan accordingly.

Reviewed on Mar 20, 2026

Don't see what you're looking for?

See all available trips from Columbus to Keewaydin Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-21/2026-04-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Plan the ultimate ski vacation in Keewaydin Island

####  What are some benefits when booking ski vacations in Keewaydin Island? 

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 Keewaydin Island? 

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 Keewaydin Island, 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 Keewaydin Island with some as cheap as CA $673\. 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 Keewaydin Island. 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 23 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 Keewaydin Island.

####  Can I book all-inclusive ski vacations in Keewaydin Island? 

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 Keewaydin Island 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 Keewaydin Island'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 Keewaydin Island? 

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 Keewaydin Island. 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 23\. With Expedia Rewards, you can earn points towards your next booking.

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## More Vacations Ideas

[Flights to Keewaydin Island

](https://expedia.ca/Cheap-Flights-To-Keewaydin-Island.d6337231.Travel-Guide-Flights)[

Keewaydin Island Hotels

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Keewaydin Island Vacation Rentals

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Keewaydin Island Car Rentals

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