Chalk Sound Drive Luxury Vacations

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    Save up to CA $4,200 when you book a flight and hotel together*
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Flight and Luxury 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 $2,510
per person
Nov 16 - Nov 22
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 $13,374
per person
Nov 13 - Nov 20
found 9 hours 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 $12,069
per person
Nov 17 - Nov 24
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 $3,151
per person
Nov 26 - Dec 3
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Providenciales (PLS)
9.2/10 Wonderful! (1,267 reviews)
Nothing bad I can say, excellent

Reviewed on Sep 26, 2026

Beach Enclave

Beach Enclave

Leeward Settlement
Save 100% on your flight
CA $6,600
per person
Dec 16 - Dec 20
found 19 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Providenciales (PLS)
8/10 Very good! (11 reviews)
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5* Luxury holidays in Chalk Sound Drive

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

Beach Enclave

Leeward Settlement
Save 100% on your flight
CA $6,600
per person
Dec 16 - Dec 20
found 19 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Providenciales (PLS)
8/10 Very good! (11 reviews)
Long Bay Beach Club

Long Bay Beach Club

Long Bay Hills
CA $13,374
per person
Nov 13 - Nov 20
found 9 hours 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 $12,069
per person
Nov 17 - Nov 24
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 Luxury holidays in Chalk Sound Drive

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

Beach Enclave

Leeward Settlement
Save 100% on your flight
CA $4,872
per person
Nov 1 - Nov 4
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Providenciales (PLS)
8/10 Very good! (11 reviews)
Long Bay Beach Club

Long Bay Beach Club

Long Bay Hills
Save 100% on your flight
CA $6,646
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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 $5,697
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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 Luxury holidays in Chalk Sound Drive

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

Dream Villas Provo

Blue Hills
CA $2,042
per person
Nov 2 - Nov 6
found 1 day 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

Long Bay Beach Club

Long Bay Beach Club

Long Bay Hills
CA $12,938
per person
Dec 16 - Dec 20
found 19 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Providenciales (PLS)
10/10 Exceptional! (4 reviews)
.

Reviewed on Aug 3, 2026

Beach Enclave

Beach Enclave

Leeward Settlement
Save 100% on your flight
CA $6,600
per person
Dec 16 - Dec 20
found 19 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Providenciales (PLS)
8/10 Very good! (11 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Chalk Sound Drive
View all trips

Plan the perfect luxury Chalk Sound Drive vacation with Expedia

What are some benefits when booking luxury Chalk Sound Drive vacations?

When you book a luxury Chalk Sound Drive vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.

How can I find all-inclusive luxury vacations in Chalk Sound Drive?

If you're looking for something luxurious in Chalk Sound Drive, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $2,042, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 40. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in Chalk Sound Drive. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

What should I look for in a luxury family vacation in Chalk Sound Drive?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Chalk Sound Drive.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Chalk Sound Drive. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

What can help me find the best luxury vacation deals in Chalk Sound Drive?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Chalk Sound Drive or travelling to more obscure destinations altogether can often lead to lower prices.

Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Chalk Sound Drive. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.

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.