Chalk Sound Drive Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Curt Aftanas

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Chalk Sound Drive Vacation Deals

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

Windsong on the Reef

4.5 out of 5
Grace Bay
Price was CA $3,912, price is now CA $2,575 per person
CA $2,575
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (1,044 reviews)
Staff is friendly, resort is safe and clean

Reviewed on May 8, 2026

Long Bay Beach Club

Long Bay Beach Club

5 out of 5
Long Bay Hills
Price was CA $38,988, price is now CA $19,172 per person
CA $19,172
per person
Jun 19 - Jun 26
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
10/10 Exceptional! (3 reviews)
Beachfront at Windsong on the Reef

Beachfront at Windsong on the Reef

5 out of 5
Grace Bay
Price was CA $7,726, price is now CA $4,912 per person
CA $4,912
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (135 reviews)
The staff was so genuinely friendly and attentive. When we arrived at the hotel we could see it was well kept. We loved our room! We stayed at the Beachside building and the room excellent! I loved the galley kitchen with everything you need. We even did laundry before we left. I was celebrating my 50th birthday and they had a sweet card and bottle of wine for us. I’m an interior designer and I loved the room! There were plenty of towels and the view was of course stunning! We snorkelled right off the beach and in the evening we hung out by the fire. We’re only 7 minutes away from Grace Bay by car so we took our rental car every evening (bonus, the hotel doesn’t charge for parking). We even managed to squeeze in a work out in their gym; what a well equipped gym! We were impressed! They had 3 Peloton bikes and row machines, free weights, etc. This is the perfect place to stay and we’ll absolutely stay here again!

Reviewed on May 5, 2026

Dream Villas Provo

Dream Villas Provo

3.5 out of 5
Blue Hills
Price was CA $7,036, price is now CA $4,555 per person
CA $4,555
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (62 reviews)
Clean room, very attentive customer service. Overall, great stay!

Reviewed on Apr 12, 2026

Bungalows at Windsong on the Reef

Bungalows at Windsong on the Reef

4 out of 5
Grace Bay
Price was CA $6,532, price is now CA $4,260 per person
CA $4,260
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9/10 Wonderful! (90 reviews)
We stayed here when we added 2 nights before our stay at Beaches where we were meeting our neighbors. Stayed in a 2 bedroom and it was perfect for what we needed. Accommodations were perfect. Staff went out of their way to be helpful. We happened to be there for Easter Sunday, and they had such a cute easter egg hunt, crafts, games and winners!! They even had a surprise visit by the Easter Bunny himself. I couldn't be happier with our experience. We rented snorkels for $5 and loved snorkeling at the reef. The pools were all awesome. Can't wait to return!

Reviewed on Apr 15, 2026

Ready to book your vacation to Chalk Sound Drive?

 

Choose your dates

Chalk Sound Drive Hotel Deals

Neptune Villas

Neptune Villas

3.5 out of 5
533 Chalk Sound Providenciales Providenciales
The price is CA $316 per night from May 11 to May 12
CA $316
CA $402 total
May 11 - May 12
includes taxes & fees
9.2/10 Wonderful! (250 reviews)
Very relaxing! Easy to drive to from the airport

Reviewed on May 4, 2026

Neptune Villas
Windsong on the Reef

Windsong on the Reef

4.5 out of 5
Stubbs Rd Providenciales Providenciales
The price is CA $588 per night from May 31 to Jun 1
CA $588
CA $746 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (1,049 reviews)
Staff is friendly, resort is safe and clean

Reviewed on May 8, 2026

Windsong on the Reef
Ports of Call Resort

Ports of Call Resort

3 out of 5
Grace Bay Road Providenciales
The price is CA $401 per night from May 14 to May 15
CA $401
CA $509 total
May 14 - May 15
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Spacious and very clean room. Lots of restaurants near by and shops. Staff were friendly and helpful. The hotel bar was expensive for a cocktail $18 usd. Could find cheaper at a restaurant or the grocery near by had a good selection of wines and beers. Breakfast was good. Not too many options but ...

Reviewed on May 4, 2026

Ports of Call Resort
See all 1,664 properties in Chalk Sound Drive
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

Can I cancel my flight booking to Chalk Sound Drive due to COVID-19?
In response to these challenging times, many airlines are offering more flexibility. Visit our Customer Service Portal for details about canceling or amending your Chalk Sound Drive flight due to COVID-19.
What's the best way to find cheap flights to Chalk Sound Drive that have flexible change policies?
By using our neat "No change fee" filter, that's how. Just type in your origin, destination and travel dates, click "Search," then mark the checkbox below the "Flexible change policies" subheading (top left of your screen). Expedia makes it a cinch to find inexpensive, flexible tickets to Chalk Sound Drive.
What are some of the general tips for travelers to Chalk Sound Drive during the COVID-19 outbreak?
The COVID-19 pandemic may have changed how we travel, but it hasn't curbed our eagerness for exploring. Here are a few tips on how to navigate the new challenges of traveling:
  • Investigate what, if any, restrictions or rules apply to both your origin and destination. It may not be possible to travel depending on local circumstances, so don't forget to check government advisories before booking.
  • Requirements state you must wear a face mask throughout your travel experience, including at security checkpoints. You should be prepared to adjust your mask for ID purposes when asked by a TSA officer.
  • To reduce the possibility of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA agent.
  • One liquid hand sanitizer container is now permitted in your carry-on luggage. It must be no larger than 12 oz (350 ml), and you'll need to remove it from your bag for scanning.
  • Empty everything from your pockets, like your keys, phone and wallet, and put them in your carry-on instead of into bins. This will minimize handling during the screening process.
  • Separate any food you're carrying for X-ray screening. Putting it in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings.

Which airlines fly to Chalk Sound Drive?
Caicos Express Airways operates flights into or near Chalk Sound Drive, including 191 that arrive at Providenciales Intl. Airport (PLS) each month. Figure out your travel dates and then reserve your airfare early for the biggest bargain.
How can I find cheap tickets to Chalk Sound Drive?
You'll always find an awesome deal with Expedia, but our "flexible dates" search function makes it that much easier. Enter your preferred flight date, then click on the flexible dates link above to compare the cheapest prices for nearby days. was the lowest price for a flight to Chalk Sound Drive in the last seven days.
How much is a flight to Chalk Sound Drive?
There were loads of bargain fares for the taking in the last seven days, with the cost of a return airfare to Chalk Sound Drive varying between and . Many lucky vacationers nabbed one-way tickets from () for just .
What are the most popular airports to fly into in Chalk Sound Drive?
Pack your suitcase and fly into Providenciales Intl. Airport (PLS), Chalk Sound Drive's leading flight hub. Secure a seat on one of the 937 flights that touch down at this favorite destination each month.
When is the cheapest time to fly to Chalk Sound Drive?
Jet off on a Tuesday to better your chances of nabbing the cheapest deal to Chalk Sound Drive. Mondays are usually the next most affordable day to depart. Saturday is typically the costliest day to fly anywhere.
How much is a plane ticket to Chalk Sound Drive?
In the last seven days, airfares to Chalk Sound Drive ranged from to .
Which airlines with flights to Chalk Sound Drive employ COVID-19 cleanliness policies?
While traveling during a pandemic can be an anxious experience, airlines are working hard to ensure the well-being of passengers and crew. Here are a few carriers that have introduced changes:
  • InterCaribbean Airways - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights.

Explore a world of travel with Expedia

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