Five Cays Vacation Packages

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Top Five Cays Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Windsong on the Reef

Windsong on the Reef

4.5 out of 5
Grace Bay
Price was CA $4,875, price is now CA $2,899 per person
CA $2,899
per person
May 18 - May 25
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (1,026 reviews)
We were very happy with every part of our stay at Windsong on the Reef! Everyone is so friendly and helpful. We loved the beach activities!

Reviewed on Mar 13, 2026

Dream Villas Provo

Dream Villas Provo

4 out of 5
Price was CA $6,769, price is now CA $3,723 per person
CA $3,723
per person
May 18 - May 25
found 15 hours 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

Beachfront at Windsong on the Reef

5 out of 5
Grace Bay
Price was CA $6,899, price is now CA $3,967 per person
CA $3,967
per person
May 18 - May 25
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (118 reviews)
-The free bikes need upgrading -Wish there was a place to hose off sand on your feet after coming from the beach -Rooftop restaurant had excellent food. We had prime rib and it was the best ! -Loved our room at the Beachfront at Windsong -Liked using phone number to get into room

Reviewed on Mar 13, 2026

The Park at Grace Bay

The Park at Grace Bay

4 out of 5
Grace Bay
Price was CA $6,908, price is now CA $4,161 per person
CA $4,161
per person
May 18 - May 25
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
No reviews
Rock House

Rock House

5 out of 5
Price was CA $12,548, price is now CA $7,959 per person
CA $7,959
per person
May 18 - May 25
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.6/10 Exceptional! (376 reviews)
Excellent staff - thoughtful, considerate. Beautiful, well-appointed accommodations.

Reviewed on Mar 9, 2026

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Five Cays Hotel Deals

Le Bleu Bed and Breakfast

Le Bleu Bed and Breakfast

3 out of 5
30 Five Cays Rd Providenciales Caicos Islands
The price is CA $242 per night from Apr 1 to Apr 2
CA $242
CA $367 total
Apr 1 - Apr 2
includes taxes & fees
7.2/10 Good! (118 reviews)
Amazing place.

Reviewed on Feb 28, 2026

Le Bleu Bed and Breakfast
Windsong on the Reef

Windsong on the Reef

4.5 out of 5
Stubbs Rd Providenciales Providenciales
The price is CA $713 per night from Mar 26 to Mar 27
CA $713
CA $906 total
Mar 26 - Mar 27
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
We were very happy with every part of our stay at Windsong on the Reef! Everyone is so friendly and helpful. We loved the beach activities!

Reviewed on Mar 13, 2026

Windsong on the Reef
Ports of Call Resort

Ports of Call Resort

3 out of 5
Grace Bay Road Providenciales
The price is CA $530 per night from Apr 3 to Apr 4
CA $530
CA $674 total
Apr 3 - Apr 4
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Staff was great! Cortez at the bar was amazing. I would go back in a heartbeat.

Reviewed on Mar 11, 2026

Ports of Call Resort
See all 1,645 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.
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Frequently asked questions

Can I cancel my flight booking to Five Cays due to COVID-19?
In these difficult times, many airlines are offering more flexibility. Go to our Customer Service Portal to find important information about canceling or changing your booking due to COVID-19.
What's the best way to find cheap flights to Five Cays that have flexible change policies?
By using our nifty "No change fee" filter, that's how. Simply type in your travel dates, click the "Search" button, then click the checkbox directly underneath the "Flexible change policies" subheading (it's on the left of your screen). Expedia makes it simple to find flexible, low-cost airfares to Five Cays.
What are some of the general tips for travelers to Five Cays during the COVID-19 outbreak?
With new restrictions and safety precautions in effect, travel looks a lot different these days. These are some handy things to know before you get on that plane to Five Cays:
  • Before you lock in a flight, check if any travel restrictions or bans apply — in both your origin and destination. Get up-to-date information by reviewing government and travel websites.
  • When you pass through airport screening, do not remove your face mask. You will be required to briefly lower it for identification purposes. Those who refuse to wear a mask may be denied entry or boarding.
  • Avoid handing your boarding pass (paper or electronic) directly to a TSA officer. Instead, you should position the pass on the reader and then hold it up for inspection.
  • One liquid hand sanitizer container is now allowed in your carry-on bag. It must be no bigger than 12 oz (350 ml), and you'll need to remove it from your bag for scanning.
  • Put any personal items (e.g, keys, phone and wallet) in your carry-on rather than a bin to minimize handling during the screening process.
  • If you're bringing food through the screening checkpoint, put it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA officer will need to handle your food container or carry-on bag for inspection.

Which airlines fly to Five Cays?
Let Caicos Express Airways take you there. This renowned carrier schedules 191 flights a month to Providenciales Intl. Airport (PLS), a Five Cays gateway.
How can I find cheap tickets to Five Cays?
In the last seven days, was the best price for a flight to Five Cays. For an even better fare, book well in advance and be flexible with your travel dates. Search for your trip to Five Cays, then see prices for similar time frames by clicking on the "flexible dates" link above.
How much is a flight to Five Cays?
One-way flights from () sold for as little as in the last seven days. During this time, the cost of a return airfare to Five Cays ranged between and . If you find a deal, book quickly — these prices don't hang around.
What are the most popular airports to fly into in Five Cays?
Five Cays's main entry point is Providenciales Intl. Airport (PLS). Get your next big journey underway by reserving an airfare on one of the 937 flights every month to this destination.
When is the cheapest time to fly to Five Cays?
If you'd prefer to spend your hard-earned vacation dollars enjoying Five Cays rather than on your trip there, take off early in the week. The most affordable day to travel is generally Tuesday, with Monday a close second. With many people keeping their travel to weekends, Saturday tends to have the costliest fares.
How much is a plane ticket to Five Cays?
In the last seven days, plane tickets to Five Cays ranged from to .
Which airlines with flights to Five Cays employ COVID-19 cleanliness policies?
As countries begin to open their borders, many airlines are back in business with new strategies including physical distancing and staggered boarding and disembarkation. Here's what some carriers are doing to help combat COVID-19:
  • InterCaribbean Airways - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.