Chalk Sound Drive Romantic Holidays

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Top flight + Romantic hotel deals in Chalk Sound Drive

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

Windsong on the Reef

Grace Bay
Save 100% on your flight
£1,715
per person
8 Dec - 14 Dec
found 1 day ago
Return direct flight included
London (LHR) to Providenciales (PLS)
9.2/10 Wonderful! (1,267 reviews)
Rooftop Villa Collection

Rooftop Villa Collection

Grace Bay
£5,360
per person
8 Dec - 14 Dec
found 1 day ago
Return direct flight included
London (LHR) to Providenciales (PLS)
No reviews
Beachfront at Windsong on the Reef

Beachfront at Windsong on the Reef

Grace Bay
Save 100% on your flight
£2,170
per person
8 Dec - 14 Dec
found 1 day ago
Return direct flight included
London (LHR) to Providenciales (PLS)
9.2/10 Wonderful! (194 reviews)
The staff was incredibly welcoming, attentive, and genuinely committed to making our stay special. Before arriving, I notified the hotel that my wife and I were going to celebrate our 30-year anniversary during our stay, and the staff went above and beyond preparing our room with a celebration theme. The service was outstanding, the food was excellent, and every detail throughout the resort reflected the high level of quality and very clean. The beautiful setting, relaxing atmosphere, room was clean and bed was very comfortable and incredible service made this stay truly memorable. The beach was spectacular and the snorkeling at the reef was amazing. We truly enjoyed our time there and would definitely come back!

Reviewed on 22 Sept 2026

Beach Enclave

Beach Enclave

Leeward Settlement
Save 100% on your flight
£5,760
per person
8 Dec - 14 Dec
found 1 day ago
Return direct flight included
London (LHR) to Providenciales (PLS)
8/10 Very good! (11 reviews)
Le Vele Resort

Le Vele Resort

Grace Bay
Save 100% on your flight
£1,774
per person
8 Dec - 14 Dec
found 1 day ago
Return direct flight included
London (LHR) to Providenciales (PLS)
9.2/10 Wonderful! (67 reviews)
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 2 Aug 2026

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5* Romantic holidays in Chalk Sound Drive

Price found within the past 48 hours. Click for updated prices.
Beachfront at Windsong on the Reef

Beachfront at Windsong on the Reef

Grace Bay
Save 100% on your flight
£2,170
per person
8 Dec - 14 Dec
found 1 day ago
Return direct flight included
London (LHR) to Providenciales (PLS)
9.2/10 Wonderful! (194 reviews)
The staff was incredibly welcoming, attentive, and genuinely committed to making our stay special. Before arriving, I notified the hotel that my wife and I were going to celebrate our 30-year anniversary during our stay, and the staff went above and beyond preparing our room with a celebration theme. The service was outstanding, the food was excellent, and every detail throughout the resort reflected the high level of quality and very clean. The beautiful setting, relaxing atmosphere, room was clean and bed was very comfortable and incredible service made this stay truly memorable. The beach was spectacular and the snorkeling at the reef was amazing. We truly enjoyed our time there and would definitely come back!

Reviewed on 22 Sept 2026

Rooftop Villa Collection

Rooftop Villa Collection

Grace Bay
£5,360
per person
8 Dec - 14 Dec
found 1 day ago
Return direct flight included
London (LHR) to Providenciales (PLS)
No reviews
Beach Enclave

Beach Enclave

Leeward Settlement
Save 100% on your flight
£5,760
per person
8 Dec - 14 Dec
found 1 day ago
Return direct flight included
London (LHR) to Providenciales (PLS)
8/10 Very good! (11 reviews)
Don't see what you're looking for?
See all available trips from London to Chalk Sound Drive
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4 Night Romantic holidays in Chalk Sound Drive

Price found within the past 48 hours. Click for updated prices.
Beachfront at Windsong on the Reef

Beachfront at Windsong on the Reef

Grace Bay
Save 100% on your flight
£1,896
per person
7 Nov - 11 Nov
found 1 day ago
Return flight included
London (LON) to Providenciales (PLS)
9.2/10 Wonderful! (194 reviews)
The staff was incredibly welcoming, attentive, and genuinely committed to making our stay special. Before arriving, I notified the hotel that my wife and I were going to celebrate our 30-year anniversary during our stay, and the staff went above and beyond preparing our room with a celebration theme. The service was outstanding, the food was excellent, and every detail throughout the resort reflected the high level of quality and very clean. The beautiful setting, relaxing atmosphere, room was clean and bed was very comfortable and incredible service made this stay truly memorable. The beach was spectacular and the snorkeling at the reef was amazing. We truly enjoyed our time there and would definitely come back!

Reviewed on 22 Sept 2026

Rooftop Villa Collection

Rooftop Villa Collection

Grace Bay
Save 100% on your flight
£4,418
per person
7 Nov - 11 Nov
found 1 day ago
Return flight included
London (LON) to Providenciales (PLS)
No reviews
Dream Villas Provo

Dream Villas Provo

Blue Hills
Save 100% on your flight
£1,929
per person
7 Nov - 11 Nov
found 1 day ago
Return flight included
London (LON) to Providenciales (PLS)
9.2/10 Wonderful! (79 reviews)
We had an incredible experience from booking to checkout! The Villas are located in an area that allows you privacy, but the convenience of still being close to dining, and other necessities. The check in and check out process were super simple, and they even made slight accommodations to help us when we had a flight delay. The villa has everything you might need in the kitchen if you choose to prepare meals there. We especially enjoyed the ability to walk steps off our sidewalk onto a beautiful beach, with included loungers, and water activity toys. Host response was always prompt, and again, accommodating to our changing needs. We wouldn’t hesitate to book this location again if we return to T&C.

Reviewed on 24 Sept 2026

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How to find a romantic Chalk Sound Drive holiday

How can I find the best Chalk Sound Drive vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Chalk Sound Drive. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap Chalk Sound Drive romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Chalk Sound Drive that start from £1,715. Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Chalk Sound Drive romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to Chalk Sound Drive?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in Chalk Sound Drive?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in Chalk Sound Drive that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

Can I book a romantic trip to Chalk Sound Drive with free cancellation and/or flexible dates?

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

Why should I book my Chalk Sound Drive romantic holiday with Expedia?

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.

More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.