
Caicos Islands Cheap Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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 Cheap hotel deals in Caicos Islands
Price found within the past 48 hours. Click for updated prices.

Windsong on the Reef
Grace Bay
CA $4,055
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (1,207 reviews)
The staff was amazing. The little extras that they pay attention too. For example they saw what side of the bed I was getting ready at after a beach day and placed a shower mat at that location. The turn down service was a nice touch. Will be back soon.
Reviewed on Aug 11, 2026


Beachfront at Windsong on the Reef
Grace Bay
CA $4,410
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (173 reviews)
We just got home from our stay at Windsong on the Reef and we already wish we could go back! Having seen that it's on the smaller scale compared to the many tall and sprawling resorts on Grace Bay, it had a cozy vibe while still feeling upscale. We had a pool front/beach front junior suite and it was awesome having our own access to the small semi-private right from our patio (there are two of these semi-private pools with a larger pool available for the whole property). We would swim at dusk when it was cooler and it was so relaxing after a day on the beach. Our best snorkeling pictures were directly from the reef around Windsong's private beach. Didn't even need the excursion we took. Loved the refreshing icy lemon water available, along with the communal sunscreen and complimentary paddle boards and other water sport accessories. The staff was super friendly as well. The continental breakfast is good, but it's mostly cold items (fruit, yogurt, pastries) with some oatmeal and the ability to make toast. And while it's listed as complimentary, you're still served with a bill at the end for $.04, which none of the servers could really explain to me. The food is expensive, so be prepared. The discounted shuttles to the grocery store happen at 4pm each day, so I would recommend making your own meals in the fully stocked kitchens with high grade appliances. We loved it there and would definitely go back!
Reviewed on Aug 9, 2026


Don't see what you're looking for?
See all available trips from Columbus to Caicos Islands
View all trips5* Cheap holidays in Caicos Islands
Price found within the past 48 hours. Click for updated prices.

Beachfront at Windsong on the Reef
Grace Bay
CA $4,410
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (173 reviews)
We just got home from our stay at Windsong on the Reef and we already wish we could go back! Having seen that it's on the smaller scale compared to the many tall and sprawling resorts on Grace Bay, it had a cozy vibe while still feeling upscale. We had a pool front/beach front junior suite and it was awesome having our own access to the small semi-private right from our patio (there are two of these semi-private pools with a larger pool available for the whole property). We would swim at dusk when it was cooler and it was so relaxing after a day on the beach. Our best snorkeling pictures were directly from the reef around Windsong's private beach. Didn't even need the excursion we took. Loved the refreshing icy lemon water available, along with the communal sunscreen and complimentary paddle boards and other water sport accessories. The staff was super friendly as well. The continental breakfast is good, but it's mostly cold items (fruit, yogurt, pastries) with some oatmeal and the ability to make toast. And while it's listed as complimentary, you're still served with a bill at the end for $.04, which none of the servers could really explain to me. The food is expensive, so be prepared. The discounted shuttles to the grocery store happen at 4pm each day, so I would recommend making your own meals in the fully stocked kitchens with high grade appliances. We loved it there and would definitely go back!
Reviewed on Aug 9, 2026


Don't see what you're looking for?
See all available trips from Columbus to Caicos Islands
View all trips3 Night Cheap holidays in Caicos Islands
Price found within the past 48 hours. Click for updated prices.

Windsong on the Reef
Grace Bay
CA $2,018
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Providenciales (PLS)
9.2/10 Wonderful! (1,207 reviews)
The staff was amazing. The little extras that they pay attention too. For example they saw what side of the bed I was getting ready at after a beach day and placed a shower mat at that location. The turn down service was a nice touch. Will be back soon.
Reviewed on Aug 11, 2026


Don't see what you're looking for?
See all available trips from Columbus to Caicos Islands
View all trips4 Night Cheap holidays in Caicos Islands
Price found within the past 48 hours. Click for updated prices.

Dream Villas Provo
Blue Hills
CA $2,316
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providenciales (PLS)
9.2/10 Wonderful! (76 reviews)
Beautiful location, responsive host, clean villas and pools, just step outside the door and you’re on the beach! We had an amazing trip everyone was accommodating and kind.
Reviewed on Jul 30, 2026


Don't see what you're looking for?
See all available trips from Columbus to Caicos Islands
View all tripsCheap Hotels in Caicos Islands

Royal West Indies Resort
Grace Bay Rd Providenciales Providenciales
- 22 min walk from Grace Bay Beach
Book a stay at this beach hotel in Providenciales. Enjoy free parking, 2 outdoor pools, and a beach locale. Our guests praise the pool and the restaurant in ...
9.4/10 Exceptional! (1,303 reviews)
"EVERYTHING IS GOOD"
Reviewed on Aug 11, 2026
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.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







