Deals on vacations and trips to Leeward Settlement

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Leeward Settlement flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Turks Caicos Grace Bay by IHG

Hotel Indigo Turks Caicos Grace Bay by IHG

3.5 out of 5
Grace Bay
Save 100% on your flight
Price was $1,813, price is now $1,141 per person
$1,141
per person
May 31 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and a free beach shuttle. You'll appreciate the casino shuttle, 24-hour business center, and coffee shop/cafe.
Windsong on the Reef

Windsong on the Reef

4.5 out of 5
Grace Bay
Save 100% on your flight
Price was $3,018, price is now $1,756 per person
$1,756
per person
May 31 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
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.
The Shore Club Turks and Caicos

The Shore Club Turks and Caicos

5 out of 5
Long Bay
Save 100% on your flight
Price was $4,455, price is now $2,758 per person
$2,758
per person
May 31 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
A full-service spa, 3 restaurants, and 4 outdoor pools are all featured at this luxury resort. Enjoy a day at the beach snorkeling, or relax with beach umbrellas. Families will appreciate the free kid's club, onsite laundry facilities, and free supervised childcare.
Dream Villas Provo

Dream Villas Provo

4 out of 5
Save 100% on your flight
Price was $2,926, price is now $1,861 per person
$1,861
per person
May 14 - May 18
found 1 day 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.
The Palms Turks and Caicos

The Palms Turks and Caicos

5 out of 5
Grace Bay
Save 100% on your flight
Price was $4,357, price is now $2,822 per person
$2,822
per person
May 31 - Jun 6
found 1 day 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 smoke-free resort. Enjoy a day at the beach snorkeling, or relax with sun loungers. There's fun for all ages with a free kid's club and a children's pool, and families will appreciate the onsite laundry facilities.

Top Leeward Settlement hotels deals

Blue Haven Resort - All-Inclusive

Blue Haven Resort - All-Inclusive

4.5 out of 5
Leeward Marina Providenciales Providenciales
$1,229 nightly
The price is $1,229 total per night
$1,229 total
Apr 10 - Apr 11
Total with taxes and fees
This all-inclusive property features a private beach, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a playground, and babysitting is an added bonus.
The Atrium Resort

The Atrium Resort

3.5 out of 5
Governor's Road Providenciales Providenciales
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A full-service spa and an outdoor pool are featured at this Art Deco aparthotel. There's fun for all ages with a children's pool and an arcade/game room, and babysitting is an added bonus. Enjoy the 24-hour gym and perks like free self parking and free WiFi.
Checkers Vacation Homes

Checkers Vacation Homes

3 out of 5
63 Grace Bay Road Providenciales Providenciales
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An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. Guests will appreciate perks like free WiFi and a free airport shuttle. A garden and barbecue grills are also provided.
Beach Enclave

Beach Enclave

5 out of 5
47 Joe Wood Drive Providenciales
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This aparthotel features an outdoor pool and a 24-hour gym. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Families will appreciate the onsite laundry facilities and in-room childcare.
Villa Kendara~BK 3/28-4/4 & ON~Beachfront~Private~Gated Guesthouse~Panorama View

Villa Kendara~BK 3/28-4/4 & ON~Beachfront~Private~Gated Guesthouse~Panorama View

Long Bay Providenciales
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This guesthouse features a garden, laundry facilities, and barbecue grills.
Barefoot Luxury – Silver Palms Cottage # 1, Beachfront with Pool on Long Bay

Barefoot Luxury – Silver Palms Cottage # 1, Beachfront with Pool on Long Bay

providenciales Caicos Islands
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An outdoor pool is featured at this cottage, along with laundry facilities and concierge services. Barbecue grills are provided for your convenience.
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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

Beach vacation paradise woman tourist walking alone on remote island in the tuamotu islands, French Polynesia. Luxury travel destination. Panoramic banner.

Leeward Beach

Why not spend a carefree afternoon at Leeward Beach during your travels in Grace Bay? Amble around this relaxing area's seaside, or seek out the snorkeling spots.

Leeward Beach

Provo Conch Farm

You can learn about the history of Providenciales with a visit to Provo Conch Farm. Stroll along the seaside or discover the beautiful coral reefs in this romantic area.

Provo Conch Farm

Frequently asked questions

How much are vacation packages to Leeward Settlement?
$1,141 is all you need to spend for a wonderful escape in Leeward Settlement. Bundle your hotel and flights into a Travelocity vacation package and see the savings start to add up. With prices this good, there's never been a better time to travel.
How long should my Leeward Settlement vacation be?
Typically, 5 nights is what many tourists book for their Leeward Settlement trip. That's a great guide, but there's plenty more to explore if you give yourself a few extra days.
Where can I get the best vacation package deals for Leeward Settlement?
For an excellent package deal to Leeward Settlement, you can't go past Travelocity. Select from 400 partner airlines and 1,000,000 worldwide properties to create your dream trip — it couldn't be simpler.
Why should I book my Leeward Settlement vacation package with Travelocity?
With top-notch service, 24/7 customer support and some of the most idyllic getaways around, you'll never roam alone. And if you happen to find a better price, we'll match it. That's our Price Match Guarantee.
Will I save money on my Leeward Settlement car rental if I combine it with hotels and flights?
Bundling your bookings into a Leeward Settlement vacation package will certainly save you money. You can book a car and flight; a flight, car and hotel; or a car and hotel. You won't find a better way to explore the greater Leeward Settlement area than with your own ride. You can also add tours and experiences to your Travelocity package.
Which airport is best for Leeward Settlement?
You have two options for flying into Leeward Settlement, starting with Providenciales Intl. Airport (PLS). It's situated 8 mi from the center of the city, while South Caicos Airport (XSC) is 45 mi away from central Leeward Settlement.
Where should I stay when visiting Leeward Settlement?
If you're after a place to lay your head, take a look at the The Atrium Resort. It's the top choice for many visitors.

Photos of local treasures

Browse Leeward Settlement vacation photos for more inspiration

Grace Bay Beach which includes a sandy beach
Grace Bay Beach which includes a sandy beach
Grace Bay Beach featuring a beach
Grace Bay Beach featuring tropical scenes, general coastal views and outdoor eating
Beautiful small remote beach!! Breathtakingly beautiful!!