
Five Cays Beach Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Flight and Beach hotel deals in Five Cays
Price found within the past 48 hours. Click for updated prices.

Windsong on the Reef
Grace Bay
Price was CA $3,734, price is now CA $2,328 per person
CA $2,328
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (1,026 reviews)
Loved everything except the beds were very uncomfortable.
Reviewed on Mar 24, 2026

Dream Villas Provo
Price was CA $5,654, price is now CA $2,855 per person
CA $2,855
per person
Apr 27 - May 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) 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
Price was CA $5,175, price is now CA $3,117 per person
CA $3,117
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (122 reviews)
I was worried about our stay having read previous travelers reviews - but my whole family loved our stay at windsong. The property was in great shape, clean and tidy. Lots of towels on the loungers well before we were up. Plenty of room for everyone to get a great seat on the beach or by the pools. The staff were very friendly and kind - shout out to Travis! The food was fine, breakfast was great and worth the money and we did several lunches and one dinner. Expect all food to be expensive no matter where you eat, you’re on a tiny island that needs to import everything. We will definitely stay here again!
Reviewed on Mar 17, 2026

The Shore Club Turks and Caicos
Long Bay
Price was CA $5,118, price is now CA $3,283 per person
CA $3,283
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.4/10 Exceptional! (907 reviews)
Awesome resort! Restaurants were great too. Rooms were clean with nice views. Pools and amenities were exceptional. The beach was wonderful, lots of activities if you choose. Entire staff was helpful, Khem, Sley, Love, Fortune, David... too many to mention, all great. Excellent location for relaxation and peace and quiet. Atmosphere was relaxing and comfortable. Good value.
Reviewed on Mar 17, 2026

Bungalows at Windsong on the Reef
Grace Bay
Price was CA $4,059, price is now CA $2,631 per person
CA $2,631
per person
Apr 27 - May 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9/10 Wonderful! (86 reviews)
The upgraded us into a room in the main hotel which is unbelievable. Very laid-back but beautiful
Reviewed on Mar 9, 2026
5* Beach holidays in Five Cays
Price found within the past 48 hours. Click for updated prices.

Beachfront at Windsong on the Reef
Grace Bay
Price was CA $5,175, price is now CA $3,117 per person
CA $3,117
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (122 reviews)
I was worried about our stay having read previous travelers reviews - but my whole family loved our stay at windsong. The property was in great shape, clean and tidy. Lots of towels on the loungers well before we were up. Plenty of room for everyone to get a great seat on the beach or by the pools. The staff were very friendly and kind - shout out to Travis! The food was fine, breakfast was great and worth the money and we did several lunches and one dinner. Expect all food to be expensive no matter where you eat, you’re on a tiny island that needs to import everything. We will definitely stay here again!
Reviewed on Mar 17, 2026

The Shore Club Turks and Caicos
Long Bay
Price was CA $5,118, price is now CA $3,283 per person
CA $3,283
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.4/10 Exceptional! (907 reviews)
Awesome resort! Restaurants were great too. Rooms were clean with nice views. Pools and amenities were exceptional. The beach was wonderful, lots of activities if you choose. Entire staff was helpful, Khem, Sley, Love, Fortune, David... too many to mention, all great. Excellent location for relaxation and peace and quiet. Atmosphere was relaxing and comfortable. Good value.
Reviewed on Mar 17, 2026

The Palms Turks and Caicos
Grace Bay
Price was CA $5,204, price is now CA $3,471 per person
CA $3,471
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (1,007 reviews)
Rooms were excellent. Property layout and vibe were excellent! 90 percent of staff were excellent and very friendly and helpful.
Reviewed on Mar 15, 2026
3 Night Beach holidays in Five Cays
Price found within the past 48 hours. Click for updated prices.

Windsong on the Reef
Grace Bay
Price was CA $2,793, price is now CA $2,021 per person
CA $2,021
per person
May 15 - May 18
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (1,026 reviews)
Loved everything except the beds were very uncomfortable.
Reviewed on Mar 24, 2026

Dream Villas Provo
Price was CA $3,159, price is now CA $2,026 per person
CA $2,026
per person
Jun 12 - Jun 15
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) 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
Price was CA $3,696, price is now CA $2,549 per person
CA $2,549
per person
May 15 - May 18
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (122 reviews)
I was worried about our stay having read previous travelers reviews - but my whole family loved our stay at windsong. The property was in great shape, clean and tidy. Lots of towels on the loungers well before we were up. Plenty of room for everyone to get a great seat on the beach or by the pools. The staff were very friendly and kind - shout out to Travis! The food was fine, breakfast was great and worth the money and we did several lunches and one dinner. Expect all food to be expensive no matter where you eat, you’re on a tiny island that needs to import everything. We will definitely stay here again!
Reviewed on Mar 17, 2026
4 Night Beach holidays in Five Cays
Price found within the past 48 hours. Click for updated prices.

Bungalows at Windsong on the Reef
Grace Bay
Price was CA $3,386, price is now CA $2,018 per person