Five Cays Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Five Cays

Price found within the past 48 hours. Click for updated prices.
Windsong on the Reef
Long Bay Beach Club
Dream Villas Provo
Beachfront at Windsong on the Reef
Bungalows at Windsong on the Reef

Where to stay in Five Cays

Find the best Five Cays areas and neighborhoods for the activities you enjoy most. Learn more about Five Cays

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 $233 per night from May 11 to May 12
CA $233
CA $356 total
May 11 - May 12
includes taxes & fees
7.4/10 Good! (130 reviews)
Winter is an absolute Gem. Close to good food and a beach. I will be back here when I visit again.

Reviewed on May 10, 2026

Le Bleu Bed and Breakfast
Ports of Call Resort

Ports of Call Resort

3 out of 5
Grace Bay Road Providenciales
The price is CA $385 per night from May 23 to May 24
CA $385
CA $488 total
May 23 - May 24
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Perfect location for not having to rent a car. They also will golf cart you to the beach if you don’t want to walk 3 min. Breakfast was included and clean with many options. I would recommend this hotel. Also the cost is the best for the perfect location.

Reviewed on May 10, 2026

Ports of Call Resort
Windsong on the Reef

Windsong on the Reef

4.5 out of 5
Stubbs Rd Providenciales Providenciales
The price is CA $595 per night from May 14 to May 15
CA $595
CA $755 total
May 14 - May 15
includes taxes & fees
9.2/10 Wonderful! (1,050 reviews)
We had a fantastic 4 days in the Windsong. The staff is very welcoming, always smiling, and makes you feel at home. The property is well-maintained and beautiful. There are a few pools and restaurants. Breakfast is good, with plenty of options. The beach is the most beautiful one I have ever seen. ...

Reviewed on May 10, 2026

Windsong on the Reef
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.

Frequently asked questions

How much does a Five Cays vacation package cost?
Starting from as low as CA $3,139, you can custom build your Five Cays package. Simply bundle hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Five Cays?
Bundle your bookings with Expedia to save big on your next big adventure. With more than 550 airlines and 1,000,000 properties globally, your Five Cays vacation package can be tailored exactly to suit your travel style. With all those extra dollars, why not throw in one or two exciting tours and activities? It's an easy way to unlock even more savings. Your dream vacation in Five Cays is closer than you thought!
How far in advance should I book my Five Cays vacation?
It's tricky picking the perfect time for airfares, but we usually say the earlier, the better. Plenty of international journeys on Expedia become available up to a year in advance. If you can't book ahead, don't fret. Cheap prices appear from time to time just weeks before departure dates.
What does an Expedia Five Cays travel package include?
That depends on you. You can pick from a range of Five Cays packages, such as a rental car, hotel and flight. You can also book a hotel with a flight, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your ideal Five Cays break looks like, you're sure to save!
What should I know before booking a Five Cays travel package?
A package can be easier on the credit card than individually booking all you need for your trip. For example, bundle your hotels, flights and rental cars and save big. Whatever your vacation plans, there's bound to be a package within your budget.
Can I choose my airline with a Five Cays Expedia vacation package?
Yes, you can. We have more than 550 airline partners globally, so go with the carrier that's a good fit for your travel needs.
If I'm not able to travel, can I cancel my Five Cays vacation package?
Because we understand life is full of surprises, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've booked your Five Cays vacation package in the last 24 hours, you may be able to cancel or change it for no charge. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

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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.