Title: Leeward Settlement Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,849 Expedia.ca [Hotels in Leeward Settlement](https://expedia.ca/Leeward-Settlement-Providenciales-Hotels.0-n553248635975870697-0.Travel-Guide-Filter-Hotels)[Flights to Providenciales](https://expedia.ca/Cheap-Flights-To-Providenciales.d2822.Travel-Guide-Flights)[Things to do in Providenciales](https://expedia.ca/Things-To-Do-In-Providenciales.d2822.Travel-Guide-Activities)[Leeward Settlement Car Rentals](https://expedia.ca/Car-Rentals-In-Leeward-Settlement.d553248635975870697.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6068053/a86718ee-a5df-4be3-9187-6794a4195468.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Leeward Settlement Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Leeward Settlement Vacation Say farewell to planning hassles and hello to a Leeward Settlement vacation package. With your travel details organized before you leave, you can focus on discovering this city, starting with Grace Bay Hills, which is great for families, watersports and coastal beaches. If your trip to Leeward Settlement includes some sightseeing, drop by much-loved attractions like [Grace Bay Beach](https://www.expedia.ca/Grace-Bay-Beach-Providenciales.d6068053.Vacation-Attraction), [Turtle Cove](https://www.expedia.ca/Turtle-Cove-Turtle-Cove.d6068051.Vacation-Attraction) and [Providenciales Beaches](https://www.expedia.ca/Providenciales-Beaches-Providenciales.d553248635976496726.Vacation-Attraction). Whoever you're taking time off with and whatever your bank balance, your dream Leeward Settlement vacation is just clicks away with Expedia. ## Top Holiday Package Deals in Leeward Settlement Price found within the past 48 hours. Click for updated prices. ![Hotel Indigo Turks Caicos Grace Bay by IHG](https://images.trvl-media.com/lodging/121000000/120340000/120333000/120332984/ad169b0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Indigo Turks Caicos Grace Bay by IHG Grace Bay CA $1,849 per person Jun 3 - Jun 10 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Providenciales (PLS) No reviews First, we would like to highlight the exceptional service provided by Michal B. at the front desk. His professionalism, expertise, and genuine care truly saved our trip. We also want to recognize Tim, Julia (convenience store), Niamh (lady from the UK who was our server during breakfast), and Patrick (reservations manager) for their excellent service. Pros: - Accommodations: The rooms and amenities were brand new and impeccably clean. - Location: The hotel is conveniently located near popular restaurants and the airport. - Dining: The food and drink quality was outstanding; a special thank you to the chef and pizza chef. Cons: - Beach Service: The advertised full service is inaccurate. With only approximately 20 chairs near a construction zone, space is too limited. Furthermore, staff presence was minimal and requests went unfulfilled. - Front Desk Staff: We encountered significant issues with Sonali B., who was rude and dishonest, and Moesha V., who lacked basic communication skills and was unhelpful when we requested management. - Service Efficiency: We experienced consistent delays, such as 40-minute waits for breakfast and over an hour for room service, despite the hotel not being at full capacity. - Connectivity: Daily internet and TV outages made it difficult to manage work and travel arrangements. - Facility Design: The outdoor-only dining area is impractical during rain, as most seating becomes soaked and the roof leaks. Additionally, the lack of indoor activities Reviewed on Mar 27, 2026 ![Dream Villas Provo](https://images.trvl-media.com/lodging/97000000/96370000/96368700/96368651/a01ea79e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Dream Villas Provo CA $3,716 per person Jun 12 - Jun 19 found 1 day ago Roundtrip flight included Montreal (YMQ) to Providenciales (PLS) 9/10 Wonderful! (58 reviews) Highly responsive property manager Reviewed on Apr 1, 2026 ![Beachfront at Windsong on the Reef](https://images.trvl-media.com/lodging/21000000/20850000/20846500/20846403/159db57d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beachfront at Windsong on the Reef Grace Bay CA $3,914 per person Jun 3 - Jun 10 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Providenciales (PLS) 9.2/10 Wonderful! (122 reviews) I was worried about our stay having read previous travelers reviews - but my whole family loved our stay at windsong. The property was in great shape, clean and tidy. Lots of towels on the loungers well before we were up. Plenty of room for everyone to get a great seat on the beach or by the pools. The staff were very friendly and kind - shout out to Travis! The food was fine, breakfast was great and worth the money and we did several lunches and one dinner. Expect all food to be expensive no matter where you eat, you’re on a tiny island that needs to import everything. We will definitely stay here again! Reviewed on Mar 17, 2026 ![Windsong on the Reef](https://images.trvl-media.com/lodging/3000000/2430000/2422200/2422198/76aaffd4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Windsong on the Reef Grace Bay CA $2,826 per person Jun 3 - Jun 10 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Providenciales (PLS) 9.2/10 Wonderful! (1,026 reviews) We went upscale on this vacation and went for a junior suite facing the beach was fantastic. The staff was very friendly and helpful. The various restaurants provided a good variety on menu and cost. Yoga on the beach was so relaxing for mind and body. Reviewed on Apr 1, 2026 ![Bungalows at Windsong on the Reef](https://images.trvl-media.com/lodging/2000000/1800000/1793300/1793291/bb54e1cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bungalows at Windsong on the Reef Grace Bay CA $3,272 per person Jun 3 - Jun 10 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Providenciales (PLS) 9/10 Wonderful! (86 reviews) The upgraded us into a room in the main hotel which is unbelievable. Very laid-back but beautiful Reviewed on Mar 9, 2026 ## Where to stay in Leeward Settlement Find the best Leeward Settlement areas and neighborhoods for the activities you enjoy most. [Learn more about Leeward Settlement](https://expedia.ca/Leeward-Settlement.dx553248635975870697) ![Grace Bay](https://images.trvl-media.com/place/55041/188ee024-741b-4ba1-9481-68e0d53a406c.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Grace Bay 3 out of top 10 points of interest in this area This picturesque stretch of white sand and warm, turquoise water is home to luxury resorts, restaurants and one of the world’s largest barrier reefs. [Find hotel + flight trips in Grace Bay](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Grace%20Bay&DestID=55041&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Grace Bay Beach at Bight Reef](https://images.trvl-media.com/place/6344051/a996c3d2-8dba-4208-b86f-11526455e8b2.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### The Bight Travelers to The Bight praise its stunning beaches. If you've got some more time to explore, be sure to make a stop by Grace Bay Beach and Coral Gardens Reef. [Find hotel + flight trips in The Bight](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=The%20Bight&DestID=6344051&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Protected and calm waters of Turtle Cove Marina, Providenciales, Turks and Caicos Islands](https://images.trvl-media.com/place/648629773046984704/0db8c6d9-5f79-447f-9a98-d51578a722ac.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Turtle Cove 1 out of top 10 points of interest in this area If you're spending some time in Turtle Cove, Turtle Cove Marina and Pelican Beach are top sights worth seeing. [Find hotel + flight trips in Turtle Cove](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Turtle%20Cove&DestID=648629773046984704&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Grace Bay West](https://images.trvl-media.com/place/553248635976395275/746b54db-bbc1-4f70-acdb-839436d293d4.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Grace Bay West 5/5(1 area review) If you're spending some time in Grace Bay West, Grace Bay Beach and Pelican Beach are top sights worth seeing. [Find hotel + flight trips in Grace Bay West](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Grace%20Bay%20West&DestID=553248635976395275&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Long Bay](https://images.trvl-media.com/place/553248635975870080/69367f80-d8ab-45cd-8743-7ee638187760.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Long Bay 1 out of top 10 points of interest in this area While visiting Long Bay, you might make a stop by sights like Long Bay Beach and Providenciales Beaches. [Find hotel + flight trips in Long Bay](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Long%20Bay&DestID=553248635977105471&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Leeward Settlement Hotel Deals ![Blue Haven Resort - All-Inclusive](https://images.trvl-media.com/lodging/7000000/6330000/6326300/6326300/5d8886a2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Blue Haven Resort - All-Inclusive Leeward Marina Providenciales Providenciales CA $1,607 CA $1,607 total May 2 - May 3 includes taxes & fees 9/10 Wonderful! (719 reviews) Waking up at the Blue Haven Resort in Turks & Caicos was truly waking up in paradise. We had a studio with a king size bed that had an ocean view but no balcony which we were initially interested in but this did not impact our experience overall . We were still able to slide a door and hear nature ... Reviewed on Mar 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F05%2F2026&endDate=03%2F05%2F2026&selected=6326300&PinnedHotelID=6326300&HadPinnedHotel=true®ionId=553248635975870697) ![The Atrium Resort](https://images.trvl-media.com/lodging/4000000/3970000/3969900/3969892/91333f90_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Atrium Resort Governor's Road Providenciales Providenciales [Get rates](https://expedia.ca/Hotel-Search?startDate=15%2F04%2F2026&endDate=16%2F04%2F2026&selected=3969892&PinnedHotelID=3969892&HadPinnedHotel=true®ionId=553248635975870697) [](https://expedia.ca/Hotel-Search?startDate=15%2F04%2F2026&endDate=16%2F04%2F2026&selected=3969892&PinnedHotelID=3969892&HadPinnedHotel=true®ionId=553248635975870697) ![Beach Enclave](https://images.trvl-media.com/lodging/29000000/28950000/28949500/28949469/65d88418_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beach Enclave 47 Joe Wood Drive Providenciales 8.6/10 Excellent! (7 reviews) Beautiful view! Reviewed on Mar 4, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=15%2F04%2F2026&endDate=16%2F04%2F2026&selected=28949469&PinnedHotelID=28949469&HadPinnedHotel=true®ionId=553248635975870697) [](https://expedia.ca/Hotel-Search?startDate=15%2F04%2F2026&endDate=16%2F04%2F2026&selected=28949469&PinnedHotelID=28949469&HadPinnedHotel=true®ionId=553248635975870697) [See all 1,700 properties in Leeward Settlement](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F04%2F2026&endDate=03%2F04%2F2026®ionId=553248635975870697) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Leeward Settlement vacation package cost? ### What are the cheapest months to go to Leeward Settlement? ### How many days is enough for Leeward Settlement? ### How to find the best Leeward Settlement package deals? ### Is it cheaper to book a Leeward Settlement vacation as a package? ### When to book a vacation package to Leeward Settlement? ### How to plan a trip to Leeward Settlement? > 1. Choose when to travel: Check your diary and get your bags packed. Your preferred time of year and the type of activities on offer will also help you decide when to vacation in Leeward Settlement. > 2. Set a budget: Consider costs such as flights, food and transportation when calculating how much to put aside for your trip to Leeward Settlement. Then, pick a property that matches your budget, whether that's a wallet-friendly stay or a swankier retreat. > 3. Decide your trip length: Consider how long you want to spend discovering Leeward Settlement. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace. > 4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customized Leeward Settlement vacation package. ### Discover the most popular places to visit in Leeward Settlement ![Beach vacation paradise woman tourist walking alone on remote island in the tuamotu islands, French Polynesia. Luxury travel destination. Panoramic banner.](https://images.trvl-media.com/place/553248621556282429/641fc9fc-d553-4f44-b942-b5277ea9e0af.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Leeward-Beach-Grace-Bay.d553248621556282429.Vacation-Attraction) #### 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. [](https://expedia.ca/Provo-Conch-Farm-Leeward-Settlement.d553248621533157505.Vacation-Attraction) ### Things to do ![2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales](https://mediaim.expedia.com/localexpert/685391/d29e76f3-2fea-49b3-9109-b2730b86ed31.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only) CA $166 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/2-hour-champagne-sunset-cruise-from-grace-bay.a685391.activity-details) ![Half-Day Snorkeling & Conch Cruise with Beach Picnic](https://mediaim.expedia.com/localexpert/337746/8972b3da-248f-46e9-913d-67049ac3a94b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Half-Day Snorkeling Cruise CA $202 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/half-day-snorkeling-cruise.a337746.activity-details) ![4-Hour Catamaran Sail and Snorkel Tour from Grace Bay](https://mediaim.expedia.com/localexpert/685396/006d8789-d46d-40be-b08f-08e168824559.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 4-Hour Catamaran Sail and Snorkel Tour from Grace Bay CA $200 per adult **98%** of travellers recommend [](https://expedia.ca/things-to-do/4-hour-catamaran-sail-and-snorkel-tour-from-grace-bay.a685396.activity-details) [See all activities in Providenciales](https://expedia.ca/things-to-do/search?rid=553248635975870697) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.