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.
The All New Grace Bay Suites

The All New Grace Bay Suites

3.5 out of 5
Grace Bay
Save 100% on your flight
Price was $1,905, price is now $1,226 per person
$1,226
per person
Mar 10 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
A restaurant and an outdoor pool are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Kokomo Botanical Resort - Caribbean Family Cottages

Kokomo Botanical Resort - Caribbean Family Cottages

4 out of 5
The Bight
Save 100% on your flight
Price was $2,060, price is now $1,265 per person
$1,265
per person
Mar 10 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
This hotel features an outdoor pool, a hot tub, and a restaurant. Enjoy the a rooftop terrace and perks like free self parking and a free beach shuttle. A bar/lounge, a terrace, and a garden are also provided.
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 $8,793, price is now $5,539 per person
$5,539
per person
Mar 10 - Mar 15
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.
The Palms Turks and Caicos

The Palms Turks and Caicos

5 out of 5
Grace Bay
Save 100% on your flight
Price was $7,922, price is now $5,011 per person
$5,011
per person
Mar 10 - Mar 15
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.
West Bay Club

West Bay Club

4.5 out of 5
Grace Bay
Save 100% on your flight
Price was $3,907, price is now $2,517 per person
$2,517
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip 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.

Top Leeward Settlement hotels deals

Blue Haven Resort - All-Inclusive

Blue Haven Resort - All-Inclusive

4.5 out of 5
Leeward Marina Providenciales Providenciales
$1,106 nightly
The price is $1,106 total per night
$1,106 total
Feb 24 - Feb 25
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.
On private beach
Pool
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.
Pool
Hot Tub
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.
Pool
Breakfast included
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.
Pool
Free airport shuttle
Villa Kendara~BOOK Jan 10-17~BeachFront~Private~Gated~GuestHouse~Panoramic View

Villa Kendara~BOOK Jan 10-17~BeachFront~Private~Gated~GuestHouse~Panoramic View

Long Bay Providenciales
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This guesthouse features a garden, laundry facilities, and barbecue grills.
Pool
Free WiFi
Silver Palms # 2 – Exclusive Long Bay Beachfront Retreat with Pool

Silver Palms # 2 – Exclusive Long Bay Beachfront Retreat with Pool

Providenciales Caicos Islands
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This cottage features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen
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See all available properties in Leeward Settlement
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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

4.5/5(164 reviews)

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

Leeward Beach

Provo Conch Farm

4/5(33 reviews)

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?
$1,226 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!!