Five Cays Vacations from $2,139
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The Latest Five Cays Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Dream Villas Provo
Blue Hills
$2,412
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.2/10 Wonderful! (79 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
Le Vele Resort
Grace Bay
$2,428
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.2/10 Wonderful! (67 reviews)
Beautiful beach, perfect! Staff friendly and helpful. Easy walk to grocery and restaurants on beach or sidewalk. Comfortable bed. Only complaint is blackout curtains did not function.
Reviewed on Aug 2, 2026
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
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.
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.
Leeward Settlement
If you're spending some time in Leeward Settlement, Grace Bay Beach and Pelican Beach are top sights worth seeing.
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.
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
30 Five Cays Rd Providenciales Caicos Islands
$126 nightly
$152 total
Oct 30 - Oct 31
Total with taxes and fees
7.4/10 Good! (152 reviews)
"The stuffs were great and the place was closed to the airport."
Reviewed on Sep 21, 2026
The Ritz-Carlton, Turks & Caicos
Grace Bay Road Providenciales
$688 nightly
$831 total
Oct 1 - Oct 2
Total with taxes and fees
9/10 Wonderful! (703 reviews)
"Such a beautiful resort and most importantly such beautiful people, so friendly and hospitable! We will definitely come back!"
Reviewed on Sep 30, 2026
Windsong on the Reef
Stubbs Rd Providenciales Providenciales
$371 nightly
$449 total
Oct 1 - Oct 2
Total with taxes and fees
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
Deluxe Half-Day Snorkel Sail on Luxury Catamaran
$194
per adult
98% of travellers recommend
2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)
$122
per adult
96% of travellers recommend
Explore a world of travel with Expedia
- Flights from Boston (BOS) to Providenciales (PLS)
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- Flights from Hartford (BDL) to Providenciales (PLS)
- Flights from Nassau (NAS) to Providenciales (PLS)
- Flights from Myrtle Beach (MYR) to Providenciales (PLS)
- Flights from Charlotte (CLT) to Providenciales (PLS)
- Flights from Fort Lauderdale (FLL) to Providenciales (PLS)
- Flights from Portland (PDX) to Providenciales (PLS)
- Flights from San Juan (SJU) to Providenciales (PLS)
- Flights from Buffalo (BUF) to Providenciales (PLS)
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- Flights from St. Louis (STL) to Providenciales (PLS)
- Flights from New York (JFK) to Providenciales (PLS)
- Flights from Port of Spain (POS) to Providenciales (PLS)
- Flights to Providenciales
- Flights from Cap-Haitien (CAP) to Providenciales (PLS)
- Flights from Savannah (SAV) to Providenciales (PLS)
- Flights from Knoxville (TYS) to Providenciales (PLS)
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- Flights from Indianapolis (IND) to Providenciales (PLS)
- Flights from Chicago (ORD) to Providenciales (PLS)
- Flights from Kingston (KIN) to Providenciales (PLS)
- Flights from Jacksonville (JAX) to Providenciales (PLS)
- Flights from Tampa (TPA) to Providenciales (PLS)
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.