Leeward Settlement Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Leeward Settlement Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Zenza Boutique Hotel
Turtle Cove
$1,135
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Providenciales (PLS)
Stay at this hotel in Providenciales. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grace Bay Beach and Long Bay Beach are located nearby.
Windsong on the Reef
Grace Bay
$1,241
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Providenciales (PLS)
Book a stay at this luxury resort in Providenciales. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grace Bay Beach and Long Bay Beach are located nearby.
Bungalows at Windsong on the Reef
Grace Bay
$1,590
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Providenciales (PLS)
Book a stay at this beach hotel in Providenciales. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Grace Bay Beach and Long Bay Beach are located nearby.
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
Le Vele Resort
Grace Bay
$1,659
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Providenciales (PLS)
Book a stay at this beach hotel in Providenciales. Enjoy free parking, a beach locale, and a 24-hour fitness center. Popular attractions Grace Bay Beach and Long Bay Beach are located nearby.
Beautiful beach, perfect! Staff friendly and helpful. Easy walk to grocery and restaurants on beach or sidewalk. Comfortable bed. Only complaint is blackout curtains did not function.
Reviewed on Aug 2, 2026
The Palms Turks and Caicos
Grace Bay
$2,256
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Providenciales (PLS)
Book a stay at this luxury resort in Providenciales. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Grace Bay Beach and Long Bay Beach are located nearby.
South Bank
Long Bay Hills
$2,774
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Providenciales (PLS)
Book a stay at this luxury resort in Providenciales. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Grace Bay Beach and Long Bay Beach are located nearby.
Beautiful villa. Our butler Saman was amazing. It’s a bit away, about 10mins from the main action. We had rental cars and it was perfect. We were able to explore but also come back to our villa to enjoy the pool annd the lagoon beach. We had ages 5 to 75 annd everyone walked away with a great time. Amenities are plentiful. Highly recommend!
Reviewed on Jun 28, 2026
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Blue Haven Resort - All-Inclusive
Leeward Marina Providenciales Providenciales
Book a stay at this luxury property in Providenciales. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
The Atrium Resort
Governor's Road Providenciales Providenciales
Book a stay at this spa aparthotel in Providenciales. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Grace Bay Beach and Long Bay ...
Checkers Vacation Homes
63 Grace Bay Road Providenciales Providenciales
Stay at this aparthotel in Providenciales. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Grace Bay Beach and Long Bay Beach are located ...
The Ritz-Carlton, Turks & Caicos
Grace Bay Road Providenciales
Book a stay at this luxury hotel in Providenciales. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Hotel Indigo Turks Caicos Grace Bay by IHG
Forbes Road Providenciales
Stay at this hotel in Providenciales. Enjoy free WiFi, free parking, and a free beach shuttle. Popular attractions Grace Bay Beach and Long Bay Beach are located ...
Royal West Indies Resort
Grace Bay Rd Providenciales Providenciales
Book a stay at this beach hotel in Providenciales. Enjoy free parking, 2 outdoor pools, and a beach locale. Our guests praise the pool and the restaurant in ...
Windsong on the Reef
Stubbs Rd Providenciales Providenciales
Book a stay at this luxury resort in Providenciales. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Alexandra Resort - All-Inclusive
Princess Dr, Grace Bay Providenciales Providenciales
Book a stay at this beach property in Providenciales. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Wymara Resort and Villas
Lower Bight Road Providenciales Providenciales
Book a stay at this luxury resort in Providenciales. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
West Bay Club
Lower Bight Road Bldg A Providenciales Providenciales
Book a stay at this luxury resort in Providenciales. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Ports of Call Resort Turks, Tapestry Collection by Hilton
Grace Bay Road Providenciales
Book a stay at this beach hotel in Providenciales. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Zenza Boutique Hotel
Bridge Rd. Providenciales Caicos Islands
Stay at this hotel in Providenciales. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Sands at Grace Bay
Grace Bay Beach Providenciales
Book a stay at this beach hotel in Providenciales. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
Rock House
1 International Drive Providenciales
Book a stay at this luxury hotel in Providenciales. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Seven Stars Resort & Spa
Grace Bay Road Providenciales Providenciales
Enjoy free breakfast, free WiFi, and free parking.
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See all available properties in Leeward Settlement
View all propertiesLowest 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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Fri, Nov 13 - Sat, Nov 21
JFK
John F. Kennedy Intl.
PLS
Providenciales Intl.
$401
Roundtrip
found 4 days ago
Sat, Nov 14 - Wed, Nov 18
JFK
John F. Kennedy Intl.
PLS
Providenciales Intl.
$411
Roundtrip
found 4 days ago
Sun, Jan 10 - Sat, Jan 16
EWR
Newark Liberty Intl. Airport
PLS
Providenciales Intl.
$431
Roundtrip
found 1 day ago
Sat, Nov 14 - Sat, Nov 21
JFK
John F. Kennedy Intl.
PLS
Providenciales Intl.
$449
Roundtrip
found 1 day ago
Sun, Jan 10 - Sat, Jan 16
EWR
Newark Liberty Intl. Airport
PLS
Providenciales Intl.
$655
Roundtrip
found 1 day ago
Best points of interest in Providenciales
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