Chalk Sound Drive Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • 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.
Northwest Point Resort

Northwest Point Resort

CA $1,698
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Providenciales (PLS)
8.6/10 Excellent! (187 reviews)
Enjoyed the place..wished it came with complimentary meal..

Reviewed on Jul 30, 2026

Rooftop Villa Collection

Rooftop Villa Collection

Grace Bay
CA $4,569
per person
Oct 15 - Oct 19
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
No reviews
Dream Villas Provo

Dream Villas Provo

Blue Hills
CA $4,170
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Providenciales (PLS)
9.2/10 Wonderful! (76 reviews)
I would recommend this place for a relaxing getaway; it’s not really suited for those who prefer an active vacation. The house itself is great—good soundproofing and plenty of air conditioning units that handle the heat well. It was generally well-equipped. It was clean, with no insects or unpleasant odors. The rooftop pool was always cooler than the ocean, which was very refreshing in the heat. Parking was along the road; we had no issues with our car over the course of the week. The water was very warm in August—no need to acclimate to the temperature at all. Communication with the owners was smooth and easy. There were sometimes stray dogs outside, but they were calm and friendly; they didn't try to enter the house or bark. Driving on the island is very easy, even though everyone drives at twice the speed limit; I only saw the police a couple of times.One thing I didn't love—though this is more about the trip in general than the house—was the weather: it was hotter than usual (30°C / 86°F) with high humidity, so it was best to spend the hours between 11:00 AM and 4:00 PM resting indoors or having lunch. The best times to be outside were 7:00–10:00 AM and 4:00–7:00 PM. The sun loungers on the roof aren't the newest and are dusty, but if you use beach towels, there’s no problem. There were rains, but they were very brief and light. There was quite a bit of broken glass on the beach; over the course of the week, we collected and removed the shards ourselves.

Reviewed on Aug 14, 2026

Windsong on the Reef

Windsong on the Reef

Grace Bay
CA $3,331
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Providenciales (PLS)
9.2/10 Wonderful! (1,207 reviews)
Very nice hotel just didn’t like how the elevator takes too long overall very good hotel

Reviewed on Aug 15, 2026

Ellipse Resort, Grace Bay

Ellipse Resort, Grace Bay

Grace Bay
CA $2,700
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Providenciales (PLS)
10/10 Exceptional! (14 reviews)

Ready to book your vacation to Chalk Sound Drive?

Choose your dates

Chalk Sound Drive Hotel Deals

Escape to Exhale at a modern style villa with breathtaking views of chalk sound

Escape to Exhale at a modern style villa with breathtaking views of chalk sound

Providenciales Caicos Islands
Escape to Exhale at a modern style villa with breathtaking views of chalk sound
Modern Cottage with Chalk Sound Views

Modern Cottage with Chalk Sound Views

Providenciales
10/10 Exceptional! (22 reviews)
"Lovely home and incredible beach access and view!!"

Reviewed on Jun 26, 2026

Get rates
Modern Cottage with Chalk Sound Views
Designer Waterfront Villa with Sublime Views - Private & Exclusive. Free Kayaks.

Designer Waterfront Villa with Sublime Views - Private & Exclusive. Free Kayaks.

Providenciales Turks & Caicos
10/10 Exceptional! (1 review)
Relaxation
"Property was very private and taken care of well. Beautiful quiet home on the sound which was perfect for kayaking and relaxing. Property manager was very attentive and helpful. Highly recommend."

Reviewed on Mar 10, 2025

Get rates
Designer Waterfront Villa with Sublime Views - Private & Exclusive. Free Kayaks.
See all 1,691 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.

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.