Chalk Sound Drive Vacation Packages 2025/2026 from $2,531

Chalk Sound Drive flight + hotel vacation packages

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

Dream Villas Provo

$2,531

per person

Jan 4 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

This condo resort doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and a virtual front desk are also provided.

Beachfront at Windsong on the Reef

Grace Bay

$3,472

per person

Jan 4 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

A full-service spa, 3 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. Relax with a drink at one of the 2 bars/lounges and enjoy the gym.

Bungalows at Windsong on the Reef

Grace Bay

$2,548

per person

Jan 4 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Enjoy the 3 hot tubs and free perks like continental breakfast and free self parking.

Point Grace

Grace Bay

$6,760

per person

Jan 4 - Jan 11

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.

Long Bay Beach Club

Long Bay

Save 100% on your flight

$20,471

per person

Jan 4 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

This smoke-free villa's private beach and 3 outdoor pools are some of the highlights. Enjoy a day at the beach scuba diving, or relax with sun loungers. A terrace, a garden, and barbecue grills are also on offer.

Top Chalk Sound Drive hotels deals

Windsong on the Reef

Stubbs Rd, Providenciales, Providenciales

$412 total

per night

Nov 6 - Nov 7

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.

Pool

Hot Tub

Ports of Call Resort

Grace Bay Road, Providenciales

$332 total

per night

Nov 29 - Nov 30

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

The Ritz-Carlton, Turks & Caicos

Grace Bay Road, Providenciales

$831 total

per night

Nov 5 - Nov 6

A casino, a full-service spa, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a meal from the restaurant and perks like free valet parking and free WiFi. Free self parking, a terrace, and a garden are also offered.

Pool

Spa

Zenza Boutique Hotel

Bridge Rd., Providenciales, Caicos Islands

$521 total

per night

Nov 6 - Nov 7

This smoke-free hotel's 3 restaurants, 2 bars/lounges, and outdoor pool are some of the featured amenities. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free beach shuttle. A coffee shop, a terrace, and luggage storage are also on offer.

Pool

Parking included

Seven Stars Resort & Spa

Grace Bay Road, Providenciales, Providenciales

$833 total

per night

Nov 1 - Nov 2

A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this luxury resort. There's fun for all ages with a free kid's club and a playground, and families will appreciate the onsite laundry facilities. Enjoy the 2 outdoor tennis courts and free perks like continental breakfast and free self parking.

Pool

Breakfast included

Beaches Turks & Caicos - ALL INCLUSIVE

Lower Bight Road, Providenciales, Providenciales

Get rates

This all-inclusive property features free water park access, a full-service spa, and a nightclub. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the free kid's club, children's pool, and waterslide.

Pool

Breakfast included

Don't see what you're looking for?

See all available properties in Chalk Sound Drive

View all properties

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 $2,531. 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.