Chalk Sound Drive Vacation Packages

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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 $4,233, price is now CA $2,983 per person
CA $2,983
per person
Jul 27 - Jul 31
found 24 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Providenciales (PLS)
9.2/10 Wonderful! (1,092 reviews)
The staff was conscientious. Rashaun greeted us daily and always gave us what we wanted. He made our stay fantastic. Travis was an excellent butler. He coordinated our off campus events, scheduled our transportation and had great recommendations. Great spot for anyone looking for a quiet relaxing time.

Reviewed on Jun 21, 2026

Long Bay Beach Club

Long Bay Beach Club

5 out of 5
Long Bay Hills
Price was CA $15,605, price is now CA $10,093 per person
CA $10,093
per person
Aug 17 - Aug 21
found 1 day 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 $5,411, price is now CA $3,651 per person
CA $3,651
per person
Jul 27 - Jul 31
found 24 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Providenciales (PLS)
9.2/10 Wonderful! (150 reviews)
Beautifully decorated, fully equipped and spacious rooms with incredible views. The strip of beach in front of the hotel is narrow which is a plus vs the wide Grace bay side. The snorkeling experience is also a plus. The hotel amenities need some upgrades (lobby, pool, poolside restaurants). Service can definitely be improved. Overall positive experience.

Reviewed on Jun 20, 2026

Callaloo Cottage

Callaloo Cottage

3 out of 5
Turtle Cove
Price was CA $5,545, price is now CA $3,827 per person
CA $3,827
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Providenciales (PLS)
No reviews
Ambergris Cay Private Island - All-Inclusive

Ambergris Cay Private Island - All-Inclusive

5 out of 5
Price was CA $10,362, price is now CA $7,274 per person
CA $7,274
per person
Jul 27 - Jul 31
found 24 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Providenciales (PLS)
9.6/10 Exceptional! (24 reviews)
4 th stay . Waterfront bungalows are amazing if you want to swim and kayak to lunch .

Reviewed on Jun 8, 2026

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Chalk Sound Drive Hotel Deals

Neptune Villas

Neptune Villas

3.5 out of 5
533 Chalk Sound Providenciales Providenciales
9.2/10 Wonderful! (261 reviews)
"Great place will definitely stay there again and recommend to anyone…?"

Reviewed on Jun 19, 2026

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Neptune Villas
Villa Blue Heaven-Just Steps to Beach and Turquoise Water - Best Sunsets!

Villa Blue Heaven-Just Steps to Beach and Turquoise Water - Best Sunsets!

Providenciales
10/10 Exceptional! (167 reviews)
"Beautiful property, excellent service, clean house,! I would go back in a heartbeat!"

Reviewed on Jun 21, 2026

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Villa Blue Heaven-Just Steps to Beach and Turquoise Water - Best Sunsets!
Windsong on the Reef

Windsong on the Reef

4.5 out of 5
Stubbs Rd Providenciales Providenciales
The price is CA $676 per night from Jul 6 to Jul 7
CA $676
CA $859 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (1,111 reviews)
"Wonderful stay!"

Reviewed on Jun 22, 2026

Windsong on the Reef
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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.
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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.

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