Five Cays Vacations from $1,640
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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
Sep 7 - Sep 12Windsong on the Reef + Flight
Grace Bay5 nights4.5 star property9.2/10 - Wonderful (1,173 reviews)"Amazing. Truly paradise."Reviewed July 23, 2026Roundtrip • Boston (BOS) - Providenciales (PLS)BOS - PLS • 1 stop PLS - BOS • 1 stop - Long Bay Beach Club
Sep 7 - Sep 12Long Bay Beach Club + Flight
Long Bay Hills5 nights5.0 star property10/10 - Exceptional (3 reviews)"I’ve been to Turks with friends and family several times, but this was the first time I rented a beachfront property with concierge service and it was an amazing experience. The concierge service at Long Bay Beach Club coordinated VIP airport entrance and transportation to the villa and we skiped the long line. We also opted for gourmet chef service, and it was a fantastic experience. The villa was impeccably clean, with high-quality towels, shampoo, and all the amenities we could imagine...."Reviewed November 14, 2023Roundtrip • Boston (BOS) - Providenciales (PLS)BOS - PLS • 1 stop PLS - BOS • 1 stop$8,151$4,091found 2 days agoper traveler - Dream Villas Provo
Sep 7 - Sep 12Dream Villas Provo + Flight
Blue Hills5 nights3.5 star property9.2/10 - Wonderful (72 reviews)"We love the beach view. If you looking to relax with peace and quiet time, this is the perfect villa to do that. The private beach with the company of sea turtles in the ocean was a site to sea. We enjoyed the night time breeze sitting on our patio for a nap cap cocktail."Reviewed July 22, 2026Roundtrip • Boston (BOS) - Providenciales (PLS)BOS - PLS • 1 stop PLS - BOS • 1 stop - The Shore Club Turks and Caicos
Sep 7 - Sep 12The Shore Club Turks and Caicos + Flight
Long Bay Hills5 nights5.0 star property9.4/10 - Exceptional (957 reviews)Roundtrip • Boston (BOS) - Providenciales (PLS)BOS - PLS • 1 stop PLS - BOS • 1 stop - South Bank
Sep 7 - Sep 12South Bank + Flight
Long Bay Hills5 nights5.0 star property10/10 - Exceptional (17 reviews)"Beautiful villa. Our butler Saman was amazing. It’s a bit away, about 10mins from the main action. We had rental cars and it was perfect. We were able to explore but also come back to our villa to enjoy the pool annd the lagoon beach. We had ages 5 to 75 annd everyone walked away with a great time. Amenities are plentiful. Highly recommend!"Reviewed June 28, 2026Roundtrip • Boston (BOS) - Providenciales (PLS)BOS - PLS • 1 stop PLS - BOS • 1 stop
What to do near Five Cays
2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)
$122
per adult
96% of travelers recommend
4-Hour Catamaran Sail and Snorkel Tour from Grace Bay
$186
per adult
98% of travelers recommend
Five Cays Hotel Deals
7.4 out of 10, Good, (144 reviews)
7.4/10
Good
(144 reviews)
$209 nightly
The price is $254
$254 total
Aug 6 - Aug 7
Total with taxes and fees
9.2 out of 10, Wonderful, (137 reviews)
9.2/10
Wonderful
(137 reviews)
"⭐⭐⭐⭐⭐
COMO Parrot Cay delivered exactly what we were looking for: peace, privacy, and the opportunity to truly disconnect.
What made this stay unforgettable was the people. We have stayed at many wonderful hotels around the world, but this was one of the very few where we learned and remembered the names of so many team members because of the genuine care they showed every single day. Thank you to Leo, Alex, Ugyen, Yoga, Om, Valerio, Punami, and Claribel. You made us feel welcomed, cared for,...
$1,742 nightly
The price is $2,111
$2,111 total
Aug 1 - Aug 2
Total with taxes and fees
Ambra Beach Club and Restaurant
Ambra Beach Club and Restaurant3.5 star property
Leeward Settlement, 8.3 mi from Five Cays
$745 nightly
The price is $908
$908 total
Aug 1 - Aug 2
Total with taxes and fees
Blue Haven Resort - All-Inclusive
Blue Haven Resort - All-Inclusive4.5 star property
Leeward Settlement, 8.8 mi from Five Cays
9.0 out of 10, Wonderful, (799 reviews)
9.0/10
Wonderful
(799 reviews)
$1,059 nightly
The price is $1,059
$1,059 total
Aug 9 - Aug 10
Total with taxes and fees
H2O Life. Style. Resort.
H2O Life. Style. Resort.4.0 star property
Long Bay Hills, 7.7 mi from Five Cays
9.4 out of 10, Exceptional, (108 reviews)
9.4/10
Exceptional
(108 reviews)
"They were all very nice definetly coming back
Next time I’ll either rent a car or stop at market to bring food"
$417 nightly
The price is $504
$504 total
Aug 1 - Aug 2
Total with taxes and fees
The Shore Club Turks and Caicos
The Shore Club Turks and Caicos5.0 star property
Long Bay Hills, 7.9 mi from Five Cays
9.4 out of 10, Exceptional, (957 reviews)
9.4/10
Exceptional
(957 reviews)
$686 nightly
The price is $830
$830 total
Jul 28 - Jul 29
Total with taxes and fees
10.0 out of 10, Exceptional, (3 reviews)
10/10
Exceptional
(3 reviews)
"I’ve been to Turks with friends and family several times, but this was the first time I rented a beachfront property with concierge service and it was an amazing experience.
The concierge service at Long Bay Beach Club coordinated VIP airport entrance and transportation to the villa and we skiped the long line. We also opted for gourmet chef service, and it was a fantastic experience. The villa was impeccably clean, with high-quality towels, shampoo, and all the amenities we could imagine....
$4,200 nightly
The price is $4,704
$4,704 total
Aug 1 - Aug 2
Total with taxes and fees
Ellipse Resort, Grace Bay
Ellipse Resort, Grace Bay3.0 star property
Grace Bay, 7.1 mi from Five Cays
10.0 out of 10, Exceptional, (11 reviews)
10/10
Exceptional
(11 reviews)
"Very clean and well maintained resort. Staff was attentive and friendly. Would definitely visit again."
$450 nightly
The price is $549
$549 total
Jul 26 - Jul 27
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.
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.