Five Cays Vacation Packages
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Top Holiday Package Deals in Five Cays
Price found within the past 48 hours. Click for updated prices.
Beachfront at Windsong on the Reef
Grace Bay
CA $2,387
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Providenciales (PLS)
9.2/10 Wonderful! (194 reviews)
The staff was incredibly welcoming, attentive, and genuinely committed to making our stay special. Before arriving, I notified the hotel that my wife and I were going to celebrate our 30-year anniversary during our stay, and the staff went above and beyond preparing our room with a celebration theme. The service was outstanding, the food was excellent, and every detail throughout the resort reflected the high level of quality and very clean. The beautiful setting, relaxing atmosphere, room was clean and bed was very comfortable and incredible service made this stay truly memorable. The beach was spectacular and the snorkeling at the reef was amazing. We truly enjoyed our time there and would definitely come back!
Reviewed on Sep 22, 2026
Bungalows at Windsong on the Reef
Grace Bay
CA $3,414
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Providenciales (PLS)
9/10 Wonderful! (101 reviews)
We had an AMAZING stay. The property is well maintained. Amenities convenient. Food GOOD. Staff EXCEPTIONAL! Shout Out to Raheem!
Reviewed on Aug 6, 2026
Dream Villas Provo
Blue Hills
CA $2,595
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Providenciales (PLS)
9.2/10 Wonderful! (77 reviews)
Room was clean the host was great and available when had questions . i have absolutely no complaints about this place definitely would stay again
Reviewed on Sep 7, 2026
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
Grace Bay
4 out of top 10 points of interest in this area
This picturesque stretch of white sand and warm, turquoise water is home to luxury resorts, restaurants and one of the world’s largest barrier reefs.
The Bight
Travelers to The Bight praise its stunning beaches. If you've got some more time to explore, be sure to make a stop by Grace Bay Beach and Turtle Cove Marina.
Leeward Settlement
If you're spending some time in Leeward Settlement, Grace Bay Beach and Pelican Beach are top sights worth seeing.
Long Bay Hills
1 out of top 10 points of interest in this area
While visiting Long Bay Hills, you might make a stop by sights like Long Bay Beach and Providenciales Beaches.
Turtle Cove
1 out of top 10 points of interest in this area
If you're spending some time in Turtle Cove, Turtle Cove Marina and Providenciales Beaches are top sights worth seeing.
Five Cays Hotel Deals
Le Bleu Bed and Breakfast
30 Five Cays Rd Providenciales Caicos Islands
CA $152
CA $242 total
Oct 21 - Oct 22
includes taxes & fees
7.4/10 Good! (152 reviews)
"The stuffs were great and the place was closed to the airport."
Reviewed on Sep 21, 2026
The Ritz-Carlton, Turks & Caicos
Grace Bay Road Providenciales
CA $913
CA $1,168 total
Sep 24 - Sep 25
includes taxes & fees
9/10 Wonderful! (695 reviews)
"The staff is so professional and kind. We loved our staying at the hotel! Great location by the way! And the restaurant BLT one of the best in the island."
Reviewed on Sep 21, 2026
Windsong on the Reef
Stubbs Rd Providenciales Providenciales
CA $538
CA $684 total
Sep 25 - Sep 26
includes taxes & fees
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 $2,387, 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.
Things to do
2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)
CA $168
per adult
96% of travellers recommend
Explore a world of travel with Expedia
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- Flights from Miami (MIA) to Providenciales (PLS)
- Flights from London (YXU) to Providenciales (PLS)
- Flights from Calgary (YYC) to Providenciales (PLS)
- Flights from Halifax (YHZ) to Providenciales (PLS)
- Flights from Providenciales
- Flights from New York (JFK) to Providenciales (PLS)
- Flights from Montreal (YUL) to Providenciales (PLS)
- Flights from Toronto (YYZ) to Providenciales (PLS)
- Flights from Nassau (NAS) to Providenciales (PLS)
- Flights to Providenciales
- Air Canada Montreal (YUL) to Providenciales (PLS) flights
- Flights from Edmonton (YEG) to Providenciales (PLS)
- Flights from Port-au-Prince (PAP) to Providenciales (PLS)
- Flights from Moncton (YQM) to Providenciales (PLS)
- Flights from Buffalo (BUF) to Providenciales (PLS)
- Flights from Kelowna (YLW) to Providenciales (PLS)
- Flights from Fort Lauderdale (FLL) to Providenciales (PLS)
- Flights from Saskatoon (YXE) to Providenciales (PLS)
- Flights from Vancouver (YVR) to Providenciales (PLS)
- Flights from Winnipeg (YWG) to Providenciales (PLS)
- Flights from Cap-Haitien (CAP) to Providenciales (PLS)
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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.