--- title: "Chalk Sound Drive Vacation Packages 2026 from $1,899 | Expedia" description: "Bundle Chalk Sound Drive flight + hotel & save up to 100% off your flight with Expedia. FREE cancellation on select hotels." canonical: "https://www.expedia.com/Chalk-Sound-Drive.d887480145490046976.Destination-Travel-Guides" language: en-US market: US currency: USD prices_as_of: 2026-11-13T18:43:47Z --- # Chalk Sound Drive Vacations from $1,899 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $2,000 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 ## The Latest Chalk Sound Drive Vacation Packages Price found within the past 48 hours. Click for updated prices. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A poolside area with a view of the ocean and a beach.](https://images.trvl-media.com/lodging/97000000/96370000/96368700/96368651/a01ea79e.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A poolside view with a clear blue sky, a bottle of champagne, and a glass on the edge of a pool.](https://images.trvl-media.com/lodging/97000000/96370000/96368700/96368651/644eb880.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 5 - Jan 9** ### [Dream Villas Provo + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-05/2027-01-09/?FromAirport=BOS&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96368651&dealMarker=&paandie=true&cabinClass=e) Blue Hills 4 nights **9.4/10** \- Exceptional (82 reviews) Roundtrip • Boston (BOS) - Providenciales (PLS) BOS - PLS • 1 stop PLS - BOS • Nonstop [~~$3,164~~](https://www.expedia.com/) **$1,899** per traveler found 1 day ago - ![A modern living room with a large window overlooking a beach, a ceiling fan, and a minimalist design.](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731458/027b4c6e.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731458/1e98a5d7.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 14 - Jan 18** ### [Long Bay Beach Club + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-14/2027-01-18/?FromAirport=BOS&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=95731458&dealMarker=&paandie=true&cabinClass=e) Long Bay Hills 4 nights **10/10** \- Exceptional (4 reviews) "." Reviewed August 3, 2026 Roundtrip • Boston (BOS) - Providenciales (PLS) BOS - PLS • 1 stop PLS - BOS • 1 stop [~~$12,319~~](https://www.expedia.com/) **$6,406** per traveler found 1 day ago - ![Room](https://images.trvl-media.com/lodging/29000000/28950000/28949500/28949469/65d88418.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A balcony with a view of the beach and ocean, a wooden sideboard, and a table with a bottle of champagne and fruit.](https://images.trvl-media.com/lodging/29000000/28950000/28949500/28949469/6a9783ee.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 14 - Jan 18** ### [Beach Enclave + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-14/2027-01-18/?FromAirport=BOS&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=28949469&dealMarker=&paandie=true&cabinClass=e) Leeward Settlement 4 nights **8.0/10** \- Very good (11 reviews) Roundtrip • Boston (BOS) - Providenciales (PLS) BOS - PLS • 1 stop PLS - BOS • 1 stop [~~$8,210~~](https://www.expedia.com/) **$5,435** per traveler found 1 day ago - ![A clear blue pool with a view of the ocean, surrounded by white columns and a pergola structure.](https://images.trvl-media.com/lodging/129000000/128890000/128887000/128886924/93d99c1a.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A bar area with a view of the ocean, featuring a bar counter, chairs, and umbrellas.](https://images.trvl-media.com/lodging/129000000/128890000/128887000/128886924/b2b76b3c.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 26 - Jan 30** ### [Rooftop Villa Collection + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-26/2027-01-30/?FromAirport=BOS&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=128886924&dealMarker=&paandie=true&cabinClass=e) Grace Bay 4 nights Roundtrip • Boston (BOS) - Providenciales (PLS) BOS - PLS • 1 stop PLS - BOS • Nonstop [~~$9,650~~](https://www.expedia.com/) **$6,643** per traveler found 1 day ago - ![A pool area with lounge chairs, a covered seating area, and a building with a tiled roof.](https://images.trvl-media.com/lodging/33000000/32520000/32519200/32519118/bb791454.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern house with a swimming pool, surrounded by lush greenery and other houses.](https://images.trvl-media.com/lodging/33000000/32520000/32519200/32519118/fcd90a82.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 30 - Feb 4** ### [The Sapphire Villa + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-30/2027-02-04/?FromAirport=BOS&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=32519118&dealMarker=&paandie=true&cabinClass=e) Long Bay Hills 5 nights **9.8/10** \- Exceptional (9 reviews) "The Sapphire Villas was an amazing property! Me and my family really enjoyed our time there. The property was spacious and clean, and had everything we needed to accommodate our stay. The outdoor area was perfect for a day by the pool or a great workout session to start your day off. Wil was a great host! He met us at the property to walk us through the property, and ensured we had everything we needed. The property was only located 8 min (driving) from Grace Bay, restaurants and clubs. We will..." Reviewed July 17, 2026 Roundtrip • Boston (BOS) - Providenciales (PLS) BOS - PLS • Nonstop PLS - BOS • 1 stop [~~$4,181~~](https://www.expedia.com/) **$2,905** per traveler found 1 day ago ## Chalk Sound Drive Hotel Deals ### [The Lodgings Hotel SureStay Collection by Best Western](https://www.expedia.com/Providenciales-Hotels-The-Lodgings-Hotel-SureStay-Collection-By-Best-Western.h13562088.Hotel-Information) ![A swimming pool with a curved design, surrounded by lounge chairs and umbrellas, and a building with balconies in the background.](https://images.trvl-media.com/lodging/14000000/13570000/13562100/13562088/01b2f1c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: Williams Plaza, Providenciales, TC - Location: 2.9 mi from Chalk Sound Drive - Star rating: 3/5 - Guest rating: 7.6/10 (Good, 769 reviews) - Price: $156 nightly, $189 total, Nov 20 - Nov 21, Total with taxes and fees - Review: Room was clean and well kept ### [Hotel La Vista Azul](https://www.expedia.com/Providenciales-Hotels-Hotel-La-Vista-Azul.h3744099.Hotel-Information) ![A pool area with lounge chairs and umbrellas, surrounded by palm trees.](https://images.trvl-media.com/lodging/4000000/3750000/3744100/3744099/90bf1518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: Turtle Cove, Providenciales, Providenciales, TC - Location: Turtle Cove, 5.1 mi from Chalk Sound Drive - Star rating: 3.5/5 - Guest rating: 8/10 (Very good, 791 reviews) - Price: $198 nightly, $239 total, Nov 17 - Nov 18, Total with taxes and fees - Review: "Checked in and got assigned a room on the second floor which we thought was great until we walked towards it and realized that there was no elevator and the 2 floor is actually up 4 flights of stairs. Had to carry heavy bags up and down and groceries. Sofa bed and queen bed were equally uncomfortable and the sheets given for the sofa bed were super dirty. Contacting staff is by WhatsApp only, there was no working number available for phone calls, and the staff was very delayed in their... ### [Ports of Call Resort Turks, Tapestry Collection by Hilton](https://www.expedia.com/Providenciales-Hotels-Ports-Of-Call-Resort.h68236.Hotel-Information) ![A beach with white sand, clear turquoise water, and blue umbrellas providing shade.](https://images.trvl-media.com/lodging/1000000/70000/68300/68236/b8aaf125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: Grace Bay Road, Providenciales, TC - Location: Grace Bay, 8.3 mi from Chalk Sound Drive - Star rating: 3/5 - Guest rating: 8.6/10 (Excellent, 1001 reviews) - Price: $269 nightly, $328 total, Nov 22 - Nov 23, Total with taxes and fees ### [Zenza Boutique Hotel](https://www.expedia.com/Providenciales-Hotels-Zenza-Hotel.h57395119.Hotel-Information) ![A beach with rows of blue and white sun loungers facing the ocean.](https://images.trvl-media.com/lodging/58000000/57400000/57395200/57395119/de141a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: Bridge Rd., Providenciales, Caicos Islands, TKCA 1ZZ, TC - Location: Turtle Cove, 5.2 mi from Chalk Sound Drive - Star rating: 4/5 - Guest rating: 9.4/10 (Exceptional, 923 reviews) - Price: $301 nightly, $364 total, Nov 15 - Nov 16, Total with taxes and fees - Review: 5/5 ### [Seascape Grace Bay Hotel & Townhome Villas](https://www.expedia.com/Providenciales-Hotels-Seascape-Hotel.h68116128.Hotel-Information) ![A beach with white lounge chairs and umbrellas, a sandy shore, and a clear blue sea.](https://images.trvl-media.com/lodging/69000000/68120000/68116200/68116128/c36c0eb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 36 Tropical Street, Providenciales, Providenciales, TKCA 1ZZ, TC - Location: The Bight, 7.3 mi from Chalk Sound Drive - Star rating: 3.5/5 - Guest rating: 9.2/10 (Wonderful, 371 reviews) - Price: $193 nightly, $234 total, Nov 24 - Nov 25, Total with taxes and fees - Review: We will be back soon!! Loved it!! ### [Grace Bay Suites](https://www.expedia.com/Providenciales-Hotels-THE-ALL-NEW-GRACE-BAY-SUITES.h38338087.Hotel-Information) ![A pathway leading to a beach with clear blue water and white sand.](https://images.trvl-media.com/lodging/39000000/38340000/38338100/38338087/d0cb9bdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: Grace Bay Rd, Providenciales, Caicos Islands, TKCA 1ZZ, TC - Location: Grace Bay, 8.1 mi from Chalk Sound Drive - Star rating: 3.5/5 - Guest rating: 8.4/10 (Very good, 1000 reviews) - Price: $231 nightly, $282 total, Nov 15 - Nov 16, Total with taxes and fees - Review: Room was clean. Staff was great. A/C did not cool well. ### [Hotel Indigo Turks Caicos Grace Bay by IHG](https://www.expedia.com/Providenciales-Hotels-Hotel-Indigo-Turks-Caicos-Grace-Bay-By-IHG.h120332984.Hotel-Information) ![A bar area with seating, a counter, and a view of palm trees and a building.](https://images.trvl-media.com/lodging/121000000/120340000/120333000/120332984/d8250830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: Forbes Road, Providenciales, TKCA 1ZZ, TC - Location: The Bight, 6.6 mi from Chalk Sound Drive - Star rating: 3.5/5 - Guest rating: 9.6/10 (Exceptional, 183 reviews) - Price: $335 nightly, $405 total, Nov 23 - Nov 24, Total with taxes and fees - Review: "I can’t say enough about how spotless this hotel is! What a pleasure! The staff were very friendly and welcoming. Food service could lag a bit, but that’s island time! The reception staff and Juju from the restaurant were very helpful. This hotel isn’t on the beach but every effort is made for you to get there easily is made. You can borrow snorkel equipment and there is excellent snorkelling within walking distance . The Indigo’s area on the beach is lovely and there were always loungers... ### [Le Bleu Bed and Breakfast](https://www.expedia.com/Providenciales-Hotels-Le-Bleu-Bed-And-Breakfast.h84340644.Hotel-Information) ![A white building with a curved pathway, palm trees, and a white fence.](https://images.trvl-media.com/lodging/85000000/84350000/84340700/84340644/fb70158a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 30 Five Cays Rd, Providenciales, Caicos Islands, TKCA 1ZZ, TC - Location: Five Cays, 2.8 mi from Chalk Sound Drive - Star rating: 3/5 - Guest rating: 7.6/10 (Good, 162 reviews) - Price: $203 nightly, $246 total, Dec 14 - Dec 15, Total with taxes and fees 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. [See all properties in Chalk Sound Drive](https://www.expedia.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28®ionId=887480145490046976&adults=2&sort=RECOMMENDED&openPlayBack=true) \* Savings based on package bookings compared to the price of the same components booked separately. 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