Five Cays Vacation Packages 2026 from $1,986

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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

Grace Bay

Save 100% on your flight

$1,986

per person

May 11 - May 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

9.2/10 Wonderful! (1,009 reviews)

It was an amazing place to stay and location was great! The reef and the snorkeling were wonderful!

Reviewed on Mar 11, 2026

Dream Villas Provo

$2,211

per person

May 11 - May 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

9/10 Wonderful! (58 reviews)

Excellent location. Walking distance to 2 restaurants, small store across street. Very clean and modern. Comfortable beds. Everything you need for a relaxing beach vacation!

Reviewed on Feb 26, 2026

Beachfront at Windsong on the Reef

Grace Bay

Save 100% on your flight

$2,752

per person

May 11 - May 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

9.2/10 Wonderful! (118 reviews)

Outstanding resort, with amazing staff and amenities. We loved every minute of our stay. Can't say enough great things about this resort! We'll be coming back!

Reviewed on Mar 10, 2026

The Park at Grace Bay

Grace Bay

Save 100% on your flight

$2,891

per person

May 11 - May 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

No reviews

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Five Cays Hotel Deals

Le Bleu Bed and Breakfast

30 Five Cays Rd Providenciales Caicos Islands

$219 nightly

$268 total

Apr 1 - Apr 2

Total with taxes and fees

7.2/10 Good! (118 reviews)

Amazing place.

Reviewed on Feb 28, 2026

Windsong on the Reef

Stubbs Rd Providenciales Providenciales

$551 nightly

$666 total

Mar 17 - Mar 18

Total with taxes and fees

9.2/10 Wonderful! (1,001 reviews)

It was an amazing place to stay and location was great! The reef and the snorkeling were wonderful!

Reviewed on Mar 11, 2026

Ports of Call Resort

Grace Bay Road Providenciales

$388 nightly

$469 total

Apr 9 - Apr 10

Total with taxes and fees

8.6/10 Excellent! (1,012 reviews)

This is a small

Reviewed on Mar 5, 2026

See all 1,647 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.