Five Cays Holidays

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Price found within the past 48 hours. Click for updated prices.
  • Jul 6 - Jul 9

    Windsong on the Reef + Flight

    Grace Bay
    2 nights
    4.5 star property
    9.2/10 - Wonderful (1,070 reviews)
    "Wonderful stay!!"
    Reviewed May 23, 2026
    Return Sydney (SYD) - Providenciales (PLS)
    SYD - PLS2 stops PLS - SYD2 stops
    AU$3,633
    AU$3,041
    per traveller
    found 1 day ago
    Windsong on the Reef
  • Jul 6 - Jul 9

    Beachfront at Windsong on the Reef + Flight

    Grace Bay
    2 nights
    5.0 star property
    9.2/10 - Wonderful (143 reviews)
    "We loved our stay in a 1br oceanfront jr suite! Beautiful view, clean and well appointed room and property. Staff was great, esp waiters Samuel and Jamesley. Nice details like Bulgari products and Frette towels. Loved the food and view from rooftop bar and restaurant Pelago. We recd and $18 per person daily breakfast credit that helped offset the overall very high food costs in T&C. Nice reef in front to snorkel and saw turtles as nearby Smith’s Reef."
    Reviewed May 23, 2026
    Return Sydney (SYD) - Providenciales (PLS)
    SYD - PLS2 stops PLS - SYD2 stops
    AU$4,222
    AU$3,385
    per traveller
    found 1 day ago
    Beachfront at Windsong on the Reef
  • Jul 6 - Jul 9

    The Shore Club Turks and Caicos + Flight

    Long Bay Hills
    2 nights
    5.0 star property
    9.4/10 - Exceptional (931 reviews)
    "The entire resort was beautiful. The food was great and complimentary breakfast was a huge plus. The staff were all incredibly friendly and always helpful. We can’t wait to go back."
    Reviewed May 23, 2026
    Return Sydney (SYD) - Providenciales (PLS)
    SYD - PLS2 stops PLS - SYD2 stops
    AU$4,296
    AU$3,551
    per traveller
    found 1 day ago
    The Shore Club Turks and Caicos
  • Jul 6 - Jul 9

    The Palms Turks and Caicos + Flight

    Grace Bay
    2 nights
    5.0 star property
    9.2/10 - Wonderful (1,001 reviews)
    "It was awesome to stay in beach front rooms and experience the beautiful beaches"
    Reviewed May 19, 2026
    Return Sydney (SYD) - Providenciales (PLS)
    SYD - PLS2 stops PLS - SYD2 stops
    AU$4,486
    AU$3,739
    per traveller
    found 1 day ago
    The Palms Turks and Caicos
  • Jul 6 - Jul 9

    Bungalows at Windsong on the Reef + Flight

    Grace Bay
    2 nights
    4.0 star property
    9.0/10 - Wonderful (92 reviews)
    "Wonderful property with exceptional service. Our three bedroom bungalow was spacious and well maintained."
    Reviewed May 23, 2026
    Return Sydney (SYD) - Providenciales (PLS)
    SYD - PLS2 stops PLS - SYD2 stops
    AU$3,812
    AU$3,183
    per traveller
    found 1 day ago
    Bungalows at Windsong on the Reef

Our guide on 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

Our pick of the best 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 AU$365 per night from 24 May to 25 May
AU$365
24 May - 25 May
includes taxes & fees
7.4/10 Good! (135 reviews)
"good service"

Reviewed on 22 May 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 AU$799 per night from 24 May to 25 May
AU$799
24 May - 25 May
includes taxes & fees
9.2/10 Wonderful! (1,070 reviews)
"Wonderful stay!!"

Reviewed on 23 May 2026

Windsong on the Reef
Ports of Call Resort

Ports of Call Resort

3 out of 5
Grace Bay Road Providenciales
The price is AU$529 per night from 3 June to 4 June
AU$529
3 June - 4 June
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Room was super clean, lots of restaurants and shops nearby. Beach is AMAZING!! Shuttle convenient but very close, 5 minute walk. Definitely will return."

Reviewed on 21 May 2026

Ports of Call Resort
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 holiday package cost?
Starting from as low as , 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 holiday 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 holiday in Five Cays is closer than you thought!
How far in advance should I book my Five Cays holiday?
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 holiday plans, there's bound to be a package within your budget.
Can I choose my airline with a Five Cays Expedia holiday 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 holiday 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 holiday 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.