Five Cays Vacation Packages 2025/2026 from $2,239

Five Cays flight + hotel vacation packages

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

Bungalows at Windsong on the Reef

Grace Bay

$2,239

per person

Jan 22 - Jan 28

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Enjoy the 3 hot tubs and free perks like continental breakfast and free self parking.

Dream Villas Provo

$2,656

per person

Jan 22 - Jan 28

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

This condo resort doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and a virtual front desk are also provided.

Point Grace

Grace Bay

$4,111

per person

Jan 22 - Jan 28

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury resort. Business travelers can take advantage of the free WiFi in public areas. Enjoy the 24-hour gym and free perks like continental breakfast and free self parking.

West Bay Club

Grace Bay

Save 100% on your flight

$2,908

per person

Jan 22 - Jan 28

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

This luxury resort includes 2 restaurants, an outdoor pool, and a gym. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like full breakfast and free self parking.

Beachfront at Windsong on the Reef

Grace Bay

Save 100% on your flight

$2,941

per person

Jan 22 - Jan 28

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury hotel. Enjoy the 3 hot tubs and free perks like continental breakfast and free self parking. Relax with a drink at one of the 2 bars/lounges and enjoy the gym.

Top Five Cays hotels deals

Le Bleu Bed and Breakfast

30 Five Cays Rd, Providenciales, Caicos Islands

$313 nightly

$381 total

Nov 21 - Nov 22

Total with taxes and fees

This bed & breakfast features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, laundry facilities, and concierge services are also on offer.

Pool

Hot Tub

Windsong on the Reef

Stubbs Rd Providenciales Providenciales

$347 nightly

$420 total

Nov 17 - Nov 18

Total with taxes and fees

A full-service spa, 2 outdoor pools, and a 24-hour gym are all featured at this smoke-free resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate barbecue grills, kid-friendly dining, and in-room childcare.

Pool

Hot Tub

The Ritz-Carlton, Turks & Caicos

Grace Bay Road, Providenciales

$741 nightly

$895 total

Nov 18 - Nov 19

Total with taxes and fees

A casino, a full-service spa, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a meal from the restaurant and perks like free valet parking and free WiFi. Free self parking, a terrace, and a garden are also offered.

Pool

Spa

Royal West Indies Resort

Grace Bay Rd, Providenciales, Providenciales

Get rates

This smoke-free hotel features 2 outdoor pools, a hot tub, and a restaurant. Relax with free beach cabanas, sun loungers, and beach umbrellas. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Pool

Hot Tub

Wymara Resort and Villas

Lower Bight Road, Grace Bay Beach, Providenciales, Providenciales

$674 nightly

$814 total

Nov 20 - Nov 21

Total with taxes and fees

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free resort. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Enjoy the gym and free perks like full breakfast and free self parking.

Pool

Breakfast included

Ports of Call Resort

Grace Bay Road, Providenciales

$291 nightly

$352 total

Nov 18 - Nov 19

Total with taxes and fees

A full-service spa, 3 restaurants, and an outdoor pool are all featured at this resort. Take the free beach shuttle and relax with sun loungers and beach umbrellas. There's fun for all ages with a children's pool and a playground, and in-room childcare is an added bonus.

Pool

Hot Tub

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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.

Popular places to visit

Grace Bay Beach

5/5(1,015 reviews)

Nothing says vacation like spending a lazy day at Grace Bay Beach, a popular beach in Grace Bay. Amble around this relaxing area's seaside, or seek out the snorkeling spots.

Chalk Sound National Park

4.5/5(179 reviews)

Explore the great outdoors at Chalk Sound National Park, a lovely green space in Providenciales. Stroll along the beautiful beaches in this relaxing area, or seek out the snorkeling spots.

Grace Bay Beach featuring tropical scenes, general coastal views and outdoor eating

Providenciales Beaches

5/5(229 reviews)

Why not spend a lazy afternoon at Providenciales Beaches during your trip to Grace Bay? Amble around this romantic area's beautiful beaches, or seek out the snorkeling spots.

Frequently asked questions

How much are vacation packages to Five Cays?

Epic adventures await in Five Cays, with Travelocity vacation packages starting at just $2,239. Providing both flights and hotels, these great deals are an easy way to experience all corners of the world.

Where can I get the best vacation package deals for Five Cays?

With around 400 airlines and 1,000,000 properties across the globe, you can't go wrong with Travelocity. Look through our impressive range and create the perfect Five Cays vacation package. Don't you just love it when planning a trip is that easy?

Why should I book my Five Cays vacation bundle via Travelocity?

From our 24/7 customer support to our range of incredible destinations, we're dedicated to fulfilling your travel dreams. All you'll have to do is click and book — our Price Match Guarantee will ensure you score the cheapest price.

Will I save money on my Five Cays car rental if I book it with my hotel or flight?

Combining your bookings into a Five Cays vacation package will leave you with some serious savings. Combine a car and flight; a hotel, flight and car; or a hotel and car. You won't find a better way to discover the greater Five Cays area than with your own rental car. You can also add experiences and tours to your Travelocity package.