Chalk Sound Drive Ski Vacations

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Flight and Ski hotel deals in Chalk Sound Drive

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

Le Vele Resort

Grace Bay
Save 100% on your flight
CA $2,834
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Providenciales (PLS)
9.2/10 Wonderful! (67 reviews)
Beautiful beach, perfect! Staff friendly and helpful. Easy walk to grocery and restaurants on beach or sidewalk. Comfortable bed. Only complaint is blackout curtains did not function.

Reviewed on Aug 2, 2026

Long Bay Beach Club

Long Bay Beach Club

Long Bay Hills
CA $15,380
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Providenciales (PLS)
10/10 Exceptional! (4 reviews)
.

Reviewed on Aug 3, 2026

Rooftop Villa Collection

Rooftop Villa Collection

Grace Bay
CA $11,481
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Providenciales (PLS)
No reviews
Windsong on the Reef

Windsong on the Reef

Grace Bay
Save 100% on your flight
CA $2,992
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Providenciales (PLS)
9.2/10 Wonderful! (1,290 reviews)
Villa Renaissance

Villa Renaissance

Grace Bay
Save 100% on your flight
CA $3,609
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Providenciales (PLS)
9.6/10 Exceptional! (130 reviews)
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5* Ski holidays in Chalk Sound Drive

Price found within the past 48 hours. Click for updated prices.
Beachfront at Windsong on the Reef

Beachfront at Windsong on the Reef

Grace Bay
Save 100% on your flight
CA $3,148
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Providenciales (PLS)
9.2/10 Wonderful! (194 reviews)
Long Bay Beach Club

Long Bay Beach Club

Long Bay Hills
CA $15,380
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Providenciales (PLS)
10/10 Exceptional! (4 reviews)
.

Reviewed on Aug 3, 2026

Rooftop Villa Collection

Rooftop Villa Collection

Grace Bay
CA $11,481
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Providenciales (PLS)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to Chalk Sound Drive
View all trips

3 Night Ski holidays in Chalk Sound Drive

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

Le Vele Resort

Grace Bay
Save 100% on your flight
CA $1,430
per person
Dec 11 - Dec 14
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Providenciales (PLS)
9.2/10 Wonderful! (67 reviews)
Beautiful beach, perfect! Staff friendly and helpful. Easy walk to grocery and restaurants on beach or sidewalk. Comfortable bed. Only complaint is blackout curtains did not function.

Reviewed on Aug 2, 2026

Long Bay Beach Club

Long Bay Beach Club

Long Bay Hills
Save 100% on your flight
CA $6,825
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Providenciales (PLS)
10/10 Exceptional! (4 reviews)
.

Reviewed on Aug 3, 2026

Rooftop Villa Collection

Rooftop Villa Collection

Grace Bay
Save 100% on your flight
CA $5,917
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Providenciales (PLS)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to Chalk Sound Drive
View all trips

4 Night Ski holidays in Chalk Sound Drive

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

Dream Villas Provo

Blue Hills
Save 100% on your flight
CA $2,538
per person
Nov 3 - Nov 7
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Providenciales (PLS)
9.2/10 Wonderful! (79 reviews)
We had an incredible experience from booking to checkout! The Villas are located in an area that allows you privacy, but the convenience of still being close to dining, and other necessities. The check in and check out process were super simple, and they even made slight accommodations to help us when we had a flight delay. The villa has everything you might need in the kitchen if you choose to prepare meals there. We especially enjoyed the ability to walk steps off our sidewalk onto a beautiful beach, with included loungers, and water activity toys. Host response was always prompt, and again, accommodating to our changing needs. We wouldn’t hesitate to book this location again if we return to T&C.

Reviewed on Sep 24, 2026

The Shore Club Turks and Caicos

The Shore Club Turks and Caicos

Long Bay Hills
Save 100% on your flight
CA $2,578
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Providenciales (PLS)
9.4/10 Exceptional! (985 reviews)
Long Bay Beach Club

Long Bay Beach Club

Long Bay Hills
Save 100% on your flight
CA $19,098
per person
Dec 19 - Dec 23
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Providenciales (PLS)
10/10 Exceptional! (4 reviews)
.

Reviewed on Aug 3, 2026

Don't see what you're looking for?
See all available trips from Columbus to Chalk Sound Drive
View all trips

Plan the ultimate ski vacation in Chalk Sound Drive

What are some benefits when booking ski vacations in Chalk Sound Drive?

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 Chalk Sound Drive?

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 Chalk Sound Drive, 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 Chalk Sound Drive with some as cheap as CA $1,430. 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 Chalk Sound Drive. 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 41 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 Chalk Sound Drive.

Can I book all-inclusive ski vacations in Chalk Sound Drive?

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 Chalk Sound Drive 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 Chalk Sound Drive'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 Chalk Sound Drive?

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 Chalk Sound Drive. 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 41. With Expedia Rewards, you can earn points towards your next booking.

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.