
Chalk Sound Drive Pet-friendly Vacations
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Flight and Pet-friendly hotel deals in Chalk Sound Drive
Price found within the past 48 hours. Click for updated prices.

Bungalows at Windsong on the Reef
Grace Bay
Price was CA $5,176, price is now CA $3,155 per person
CA $3,155
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9/10 Wonderful! (91 reviews)
Wonderful property with exceptional service. Our three bedroom bungalow was spacious and well maintained.
Reviewed on May 23, 2026


Beachfront at Windsong on the Reef
Grace Bay
Price was CA $6,461, price is now CA $3,944 per person
CA $3,944
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (138 reviews)
We loved our stay in a 1br oceanfront jr suite! Beautiful view, clean and well appointed room and property. Staff was great, esp waiters Samuel and Jamesley. Nice details like Bulgari products and Frette towels. Loved the food and view from rooftop bar and restaurant Pelago. We recd and $18 per person daily breakfast credit that helped offset the overall very high food costs in T&C. Nice reef in front to snorkel and saw turtles as nearby Smith’s Reef.
Reviewed on May 23, 2026

Windsong on the Reef
Grace Bay
Price was CA $5,136, price is now CA $3,238 per person
CA $3,238
per person
Jun 22 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (1,051 reviews)
When we walked through the doors of Beachfront at Windsong on the Reef, Raheem (sp), with three rum punches in hand, greeted us by saying "Welcome Home" and from the moment we arrived until the day we left, we indeed felt at home. Since our plane landed in Atlanta on 04/09, I have truly been home sick. I miss being in paradise. My husband and I usually stay at Seven Stars but this year our youngest daughter was in tow. We surprised her with a trip to Turks and Caicos to celebrate her 22nd birthday. She loves the ocean and I knew she would enjoy snorkeling on the reef. She and my husband got up very early every morning to go snorkeling, and they enjoyed every minute of their time under the sea. I think we found a new home away from home in Providenciales. I hope to return for another visit to Windsong on the Reef later in the year. The resort is brand new and beautiful. The staff is equally as beautiful inside and out. 10 out of 10, I would recommend. Also an honorable mention to Mr. Horace, who was our driver during the time that we were there. He took us to the resort on our day of arrival and back to the airport on the day we we flew home. He was kind enough to give my husband his phone number and he chauffeured us all around town including to the infamous fish fry, our new favorite event! A million thanks to everyone who made our time there so special. One Love🙏♥️
Reviewed on May 22, 2026

The Strand Turks and Caicos
Cooper Jack Bay Settlement
Price was CA $8,213, price is now CA $5,261 per person
CA $5,261
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.6/10 Exceptional! (18 reviews)
All rooms have straight view of the ocean. The staff was very helpful and daily housekeeping excellent. They also provided sail “turn down” service and replenished towels and water.
The architectural design of hotel is outstanding and blends with the topography of the Turks
Reviewed on May 12, 2026
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View all trips5* Pet-friendly holidays in Chalk Sound Drive
Price found within the past 48 hours. Click for updated prices.

Beachfront at Windsong on the Reef
Grace Bay
Price was CA $6,461, price is now CA $3,944 per person
CA $3,944
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (138 reviews)
We loved our stay in a 1br oceanfront jr suite! Beautiful view, clean and well appointed room and property. Staff was great, esp waiters Samuel and Jamesley. Nice details like Bulgari products and Frette towels. Loved the food and view from rooftop bar and restaurant Pelago. We recd and $18 per person daily breakfast credit that helped offset the overall very high food costs in T&C. Nice reef in front to snorkel and saw turtles as nearby Smith’s Reef.
Reviewed on May 23, 2026


Ambergris Cay Private Island - All-Inclusive
Price was CA $12,174, price is now CA $7,843 per person
CA $7,843
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.6/10 Exceptional! (23 reviews)
We had a very nice stay. Will definitely come back
Reviewed on Mar 20, 2026
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View all trips3 Night Pet-friendly holidays in Chalk Sound Drive
Price found within the past 48 hours. Click for updated prices.

Beachfront at Windsong on the Reef
Grace Bay
Price was CA $3,684, price is now CA $2,502 per person
CA $2,502
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providenciales (PLS)
9.2/10 Wonderful! (138 reviews)
We loved our stay in a 1br oceanfront jr suite! Beautiful view, clean and well appointed room and property. Staff was great, esp waiters Samuel and Jamesley. Nice details like Bulgari products and Frette towels. Loved the food and view from rooftop bar and restaurant Pelago. We recd and $18 per person daily breakfast credit that helped offset the overall very high food costs in T&C. Nice reef in front to snorkel and saw turtles as nearby Smith’s Reef.
Reviewed on May 23, 2026


The Strand Turks and Caicos
Cooper Jack Bay Settlement
Price was CA $4,522, price is now CA $3,190 per person
CA $3,190
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providenciales (PLS)
9.6/10 Exceptional! (18 reviews)
All rooms have straight view of the ocean. The staff was very helpful and daily housekeeping excellent. They also provided sail “turn down” service and replenished towels and water.
The architectural design of hotel is outstanding and blends with the topography of the Turks
Reviewed on May 12, 2026
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View all trips4 Night Pet-friendly holidays in Chalk Sound Drive
Price found within the past 48 hours. Click for updated prices.

Dream Villas Provo
Blue Hills
Price was CA $3,316, price is now CA $1,948 per person
CA $1,948
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (64 reviews)
Beautiful beachfront stay! Clean, relaxing, and perfect for a peaceful getaway.
Reviewed on May 8, 2026


Beachfront at Windsong on the Reef
Grace Bay
Price was CA $4,422, price is now CA $2,773 per person
CA $2,773
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (138 reviews)
We loved our stay in a 1br oceanfront jr suite! Beautiful view, clean and well appointed room and property. Staff was great, esp waiters Samuel and Jamesley. Nice details like Bulgari products and Frette towels. Loved the food and view from rooftop bar and restaurant Pelago. We recd and $18 per person daily breakfast credit that helped offset the overall very high food costs in T&C. Nice reef in front to snorkel and saw turtles as nearby Smith’s Reef.
Reviewed on May 23, 2026
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