Chalk Sound Drive Vacation Packages 2026 from $1,488

Chalk Sound Drive flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Windsong on the Reef

Grace Bay

Save 100% on your flight

$1,488

per person

May 24 - May 29

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.

Beachfront at Windsong on the Reef

Grace Bay

Save 100% on your flight

$2,025

per person

May 24 - May 29

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this luxury hotel. Enjoy the 3 hot tubs and free perks like continental breakfast and free self parking. Make the most of the 24-hour gym and a rooftop terrace, and relax with drinks at one of the 3 bars/lounges.

The Park at Grace Bay

Grace Bay

Save 100% on your flight

$2,151

per person

May 24 - May 29

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

This condo resort features an outdoor pool and a bar/lounge. Families will appreciate the free kid's club, barbecue grills, and in-room childcare. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free beach shuttle.

The Shore Club Turks and Caicos

Long Bay

Save 100% on your flight

$2,283

per person

May 24 - May 29

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.

Point Grace

Grace Bay

Save 100% on your flight

$3,562

per person

May 24 - May 29

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 luxury resort. Business travelers can take advantage of the free WiFi in public areas. Enjoy the 24-hour gym and free perks like continental breakfast and free self parking.

Top Chalk Sound Drive hotels deals

Neptune Villas

533 Chalk Sound Providenciales Providenciales

$243 nightly

$294 total

Mar 16 - Mar 17

Total with taxes and fees

This condo resort features 12 outdoor pools, a restaurant, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a snack bar/deli are also on offer.

Pool

Kitchen

Windsong on the Reef

Stubbs Rd Providenciales Providenciales

$583 nightly

$705 total

Mar 22 - Mar 23

Total with taxes and fees

Pool

Hot Tub

Ports of Call Resort

Grace Bay Road Providenciales

$408 nightly

$494 total

Apr 1 - Apr 2

Total with taxes and fees

A full-service spa, 3 restaurants, and an outdoor pool are all featured at this resort. Take the free beach shuttle and relax with sun loungers and beach umbrellas. There's fun for all ages with a children's pool and a playground, and in-room childcare is an added bonus.

Pool

Hot Tub

Grace Bay Suites

Grace Bay Rd Providenciales Caicos Islands

$286 nightly

$349 total

Mar 11 - Mar 12

Total with taxes and fees

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.

Pool

Parking included

Ocean Club East, Grace Bay Beach

Grace Bay Beach Providenciales Providenciales

$630 nightly

$762 total

Mar 12 - Mar 13

Total with taxes and fees

A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and an area shuttle.

Pool

Spa

Royal West Indies Resort

Grace Bay Rd Providenciales Providenciales

Get rates

This smoke-free hotel features 2 outdoor pools, a hot tub, and a restaurant. Relax with free beach cabanas, sun loungers, and beach umbrellas. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Pool

Hot Tub

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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.

Frequently asked questions

How much are vacation packages to Chalk Sound Drive?

Spoil yourself with an unforgettable travel experience in Chalk Sound Drive with a vacation package starting at just $1,488. Reserving your flights and hotels with Travelocity has never been so easy. What's more, our packages will leave you with extra cash for fun activities.

Where can I get the best vacation package deals for Chalk Sound Drive?

For a fun and affordable package deal to Chalk Sound Drive, you can't go past Travelocity. Choose from 400 airlines and 1,000,000 properties across the globe to create your ideal adventure — it couldn't be simpler.

Why should I book my Chalk Sound Drive vacation bundle via Travelocity?

We make traveling the world easy. Whether you're looking for an amazing new place to roam around or want to ensure you get the best deal around, we've got your back. Our 24/7 customer support, high-quality service and Price Match Guarantee mean you can confidently book with Travelocity.

Will I save money on my Chalk Sound Drive car rental if I combine it with a hotel or flight?

You can with our Chalk Sound Drive vacation packages. With one of these, there are loads of ways to stretch your travel budget further. Bundle any two or more car, hotel, flight and tour bookings and watch the savings start to pile up. With your own set of wheels, all the key sights in and around Chalk Sound Drive are within reach.

Which airport is best for Chalk Sound Drive?

Heading to Chalk Sound Drive means you'll step off the plane at Providenciales Intl. Airport (PLS) or South Caicos Airport (XSC).

What is there to do in Chalk Sound Drive?

A diverse and exciting destination, Chalk Sound Drive is home to some fantastic sights and attractions. Sapodilla Bay and Taylor Bay Beach are some of the very best.