Five Cays Vacations from $1,372

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The Latest Five Cays Vacation Packages

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

Windsong on the Reef

Grace Bay
Save 100% on your flight
$1,372
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.2/10 Wonderful! (1,293 reviews)
Long Bay Beach Club

Long Bay Beach Club

Long Bay Hills
$8,830
per person
Dec 9 - Dec 13
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
Save 100% on your flight
$1,702
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.4/10 Exceptional! (81 reviews)
We had an incredible experience from booking to checkout! The Villas are located in an area that allows you privacy, but the convenience of still being close to dining, and other necessities. The check in and check out process were super simple, and they even made slight accommodations to help us when we had a flight delay. The villa has everything you might need in the kitchen if you choose to prepare meals there. We especially enjoyed the ability to walk steps off our sidewalk onto a beautiful beach, with included loungers, and water activity toys. Host response was always prompt, and again, accommodating to our changing needs. We wouldn’t hesitate to book this location again if we return to T&C.

Reviewed on Sep 24, 2026

Ambergris Cay Private Island - All-Inclusive

Ambergris Cay Private Island - All-Inclusive

Save 100% on your flight
$5,007
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.8/10 Exceptional! (30 reviews)
Excellent place, excellent staff and beautiful private island. I cannot say a single bad thing about this place. We are planning to go back here every year. Thank you Ambergris Cay!

Reviewed on Sep 28, 2026

Rooftop Villa Collection

Rooftop Villa Collection

Grace Bay
$6,256
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
No reviews

Where to stay in Five Cays

Find the best Five Cays areas and neighborhoods for the activities you enjoy most. Learn more about Five Cays
A beach with clear turquoise water, white sand, and a few footprints. There are houses and palm trees in the background.

Grace Bay

4 out of top 10 points of interest in this area

This picturesque stretch of white sand and warm, turquoise water is home to luxury resorts, restaurants and one of the world’s largest barrier reefs.

A beach with turquoise umbrellas and lounge chairs.

The Bight

Travelers to The Bight praise its stunning beaches. If you've got some more time to explore, be sure to make a stop by Grace Bay Beach and Turtle Cove Marina.

A beach with thatched umbrellas and a clear blue sea.

Leeward Settlement

If you're spending some time in Leeward Settlement, Grace Bay Beach and Pelican Beach are top sights worth seeing.

A beach with clear turquoise water, white sand, and scattered rocks.

Long Bay Hills

1 out of top 10 points of interest in this area

While visiting Long Bay Hills, you might make a stop by sights like Long Bay Beach and Providenciales Beaches.

A clear blue sea with boats, a sandy beach, and palm trees.

Turtle Cove

2 out of top 10 points of interest in this area

If you're spending some time in Turtle Cove, Turtle Cove Marina and Providenciales Beaches are top sights worth seeing.

Five Cays Hotel Deals

Le Bleu Bed and Breakfast

Le Bleu Bed and Breakfast

30 Five Cays Rd Providenciales Caicos Islands
$155 nightly
$188 total
Oct 10 - Oct 11
Total with taxes and fees
Le Bleu Bed and Breakfast
Windsong on the Reef

Windsong on the Reef

Stubbs Rd Providenciales Providenciales
$491 nightly
$594 total
Oct 12 - Oct 13
Total with taxes and fees
Windsong on the Reef
The Ritz-Carlton, Turks & Caicos

The Ritz-Carlton, Turks & Caicos

Grace Bay Road Providenciales
$741 nightly
$895 total
Oct 11 - Oct 12
Total with taxes and fees
The Ritz-Carlton, Turks & Caicos
See all 1,722 properties in Five Cays
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.

Things to do

Half-Day Snorkeling & Conch Cruise with Beach Picnic

Half-Day Snorkeling Cruise

$162
per adult
94% of travellers recommend
Half-Day Snorkeling Cruise
Deluxe Half-Day Snorkel Sail on Luxury Catamaran

Deluxe Half-Day Snorkel Sail on Luxury Catamaran

$194
per adult
98% of travellers recommend
Deluxe Half-Day Snorkel Sail on Luxury Catamaran
2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales

2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)

$122
per adult
96% of travellers recommend
2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)
See all activities in Providenciales

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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.