Chalk Sound Drive Vacations from $1,675

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The Latest Chalk Sound Drive vacation packages

Price found within the past 48 hours. Click for updated prices.
Le Vele Resort

Le Vele Resort

Grace Bay
$1,675
per person
Jan 10 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.2/10 Wonderful! (69 reviews)
Long Bay Beach Club

Long Bay Beach Club

Long Bay Hills
$11,479
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
10/10 Exceptional! (4 reviews)
.

Reviewed on Aug 3, 2026

Dream Villas Provo

Dream Villas Provo

Blue Hills
$1,869
per person
Jan 10 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.4/10 Exceptional! (82 reviews)
Windsong on the Reef

Windsong on the Reef

Grace Bay
$2,108
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.2/10 Wonderful! (1,293 reviews)
Beachfront at Windsong on the Reef

Beachfront at Windsong on the Reef

Grace Bay
$2,118
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.2/10 Wonderful! (208 reviews)
Great location and service

Reviewed on Oct 19, 2026

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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
9.4/10 Exceptional! (39 reviews)
"Overall, we had a good stay and the villa was just as pictured/listed. Check-in was pretty easy with the keypad, although the lockbox outside was a little difficult to access.The main issue was that the villa wasn’t clean when we first arrived. It was also a little difficult to reach the host through ..."

Reviewed on Sep 11, 2026

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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

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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

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Designer Waterfront Villa with Sublime Views - Private & Exclusive. Free Kayaks.
See all 1,690 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.

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