Cockburn Town Vacations from $1,368

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Your Cockburn Town Vacation

Known for its rich history and coastal scenery, Cockburn Town is an ideal getaway destination. Book one of our Cockburn Town vacation packages and immerse yourself in all that this interesting city has to offer. If taking in sights is part of the plan during your trip to Cockburn Town, check out top attractions like Cruise Center Beach, Grand Turk Lighthouse and Gibbs Cay. Don't put off visiting this destination any longer. Your perfect Cockburn Town vacation is a few quick clicks away with Expedia.

The Latest Cockburn Town vacation packages

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

Windsong on the Reef

4.5 out of 5
Grace Bay
Save 100% on your flight
Price was $2,061, price is now $1,368 per person
$1,368
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.2/10 Wonderful! (1,035 reviews)
I had a good stay overall, beach front access to beautiful water. So close to the water! The amenities are wonderful at little to no cost ( paddle board, snorkel gear) Food was good. The only upset were the housekeeping staff at times. A couple of times they came into my room very early (9:30am) and walked into the room. One of them yelled at me to put the “do not disturb” sign up when i am in the room. Which i understand my fault it in in not doing so, but this is the only hotel that I have found housecleaning to come in so early. Some (not all) of the staff weren’t the most friendly which was a bummer as well. Overall this place is wonderful and has potential to be better with some tweaks.

Reviewed on Apr 26, 2026

Long Bay Beach Club

Long Bay Beach Club

5 out of 5
Long Bay
Price was $10,720, price is now $5,534 per person
$5,534
per person
Jul 9 - Jul 13
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
10/10 Exceptional! (3 reviews)
Dream Villas Provo

Dream Villas Provo

3.5 out of 5
Save 100% on your flight
Price was $2,755, price is now $1,659 per person
$1,659
per person
Jul 9 - Jul 13
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.2/10 Wonderful! (62 reviews)
Clean room, very attentive customer service. Overall, great stay!

Reviewed on Apr 12, 2026

Beachfront at Windsong on the Reef

Beachfront at Windsong on the Reef

5 out of 5
Grace Bay
Save 100% on your flight
Price was $2,925, price is now $1,823 per person
$1,823
per person
Jul 9 - Jul 13
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.2/10 Wonderful! (132 reviews)
Great location, food and service.

Reviewed on Apr 14, 2026

Callaloo Cottage

Callaloo Cottage

3 out of 5
Turtle Cove
Save 100% on your flight
Price was $4,535, price is now $2,907 per person
$2,907
per person
Jul 5 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
No reviews
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Discover the most popular places to visit in Cockburn Town

Governor's Beach

Governor's Beach

Why not spend a lazy afternoon at Governor's Beach during your trip to Cockburn Town? While you're in the area, stroll along the beaches.

Governor's Beach
East Side Beach

East Side Beach

Why not spend a lazy afternoon at East Side Beach during your trip to Cockburn Town? While you're in the area, stroll along the beaches.

East Side Beach

Turks & Caicos National Museum

You can spend an afternoon studying the exhibits at Turks & Caicos National Museum during your trip to Cockburn Town. While you're in the area, stroll along the beaches.

Turks & Caicos National Museum

What to do in Cockburn Town

Grand Turk Historical Sightseeing Tour by Tram

Grand Turk Historical Sightseeing Tour by Tram

$25
per adult
Grand Turk Historical Sightseeing Tour by Tram
Lets Ride Adventures ATV Tour in Grand Turk

Lets Ride Adventures ATV Tour in Grand Turk

$115
per adult
Lets Ride Adventures ATV Tour in Grand Turk
Day At The Beach With Lunch And Drinks for Cruise Guests

Day At The Beach With Lunch And Drinks for Cruise Guests

$106
per adult
Day At The Beach With Lunch And Drinks for Cruise Guests
See all activities in Cockburn Town

Cockburn Town Hotel Deals

Grand Turk Inn

Grand Turk Inn

2 out of 5
Front St Cockburn Town Turks Islands
The price is $348 total per night from May 7 to May 8
$348 total
per night
May 7 - May 8
8.8/10 Excellent! (19 reviews)
Perfect location for a quaint relaxing holiday!

Reviewed on Apr 12, 2026

Grand Turk Inn
Turks Head Inne

Turks Head Inne

4 out of 5
Duke Street Cockburn Town Grand Turk Island
The price is $165 total per night from May 9 to May 10
$165 total
per night
May 9 - May 10
8/10 Very Good! (95 reviews)
I arrived early and was able to store the things in my room (suppose it was ready) so plus for that. However, the room was tiny, which is expected, but it and the property is poorer condition than expected. The pictures are definitely doctored or from many years ago. The property is in much quieter ...

Reviewed on Apr 19, 2026

Turks Head Inne
Corktree Beach House - Modern, Beachfront 2bd/3ba home with central AC

Corktree Beach House - Modern, Beachfront 2bd/3ba home with central AC

Grand Turk Turks Islands
10/10 Exceptional! (59 reviews)
Thoroughly enjoyed our second stay at the Corktree Beach House. We spent many hours on the back patio and in the yard watching the hermit crabs, doves and the lizards doing their thing. Walked on the beautiful beach every morning checking out the huge conch shells and other sea treasures that would ...

Reviewed on Apr 11, 2026

Get rates
Corktree Beach House - Modern, Beachfront 2bd/3ba home with central AC
See all 73 properties in Cockburn Town
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.

Find the Best Cockburn Town Vacation Packages

Cockburn Town Essential Information

Language
English
Currency
U.S dollars
Closest Airport
JAGS McCartney Intl. Airport (GDT)
Population
3,700
Max Temp Winter
75ºF
Max Temp Summer
80ºF
Top Sights
Cruise Center Beach, Turks & Caicos National Museum and White Sands Beach

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Frequently asked questions

How much does a Cockburn Town vacation package cost?
You'll find cheap prices from $1,368 on Expedia for your Cockburn Town break. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Cockburn Town costs.
What are the cheapest months to go to Cockburn Town?
If you're hoping to book a cheap Cockburn Town vacation package, consider traveling in January, May and September. You'll usually find better rates on hotels and airfares during these months — perfect for budget-conscious travelers.
How many days is enough for Cockburn Town?
Generally, a handful of days is enough to check out the main attractions during your Cockburn Town vacation. However, if you prefer to have more time to chill out or take day tours, think about extending your trip.
Is it worth booking a vacation package to Cockburn Town?
Well known for its underwater activities, watersports and coastal beaches, a Cockburn Town vacation is a hit with all kinds of travelers. Be sure to visit main sights like Cruise Center Beach and Grand Turk Lighthouse, and consider renting a car for day trips to experience even more.
How to find the best Cockburn Town package deals?
Landing a cheap Cockburn Town package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a few filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most economical Cockburn Town package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Cockburn Town vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays individually. Better still, you can personalize your Cockburn Town getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Cockburn Town?
If you're planning an impromptu Cockburn Town trip, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Cockburn Town?

  1. Choose when to go: Check your calendar and get packing. Your favorite time of year and the type of activities available will also help you decide when to visit Cockburn Town.
  2. Plan your budget wisely: Besides the price of your hotel, you should consider other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that may crop up during your trip to Cockburn Town.
  3. Explore Cockburn Town with Expedia's trip planning tool: Gain insights into the top attractions and best properties for your trip to Cockburn Town. You can also save your must-visit places, collaborate with family and friends and manage your plans in one place.
  4. Decide how long to go for: Now that you know more about Cockburn Town, you can figure out the right length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to see.
  5. Bundle your airfare and accommodations: Once you've nailed down your travel dates and duration, lock in the perfect Cockburn Town vacation package for you.
  6. Add on experiences and excursions: Take a look at our travel guide to find some awesome things to do in Cockburn Town. Book tickets or make reservations as soon as you can to save time and avoid the stress of looking for activities when you arrive.

Does Expedia offer Book Now, Pay Later Cockburn Town vacation packages?
Secure your dream trip to Cockburn Town with help from our Book Now, Pay Later vacations. There's no need to save like crazy or hold off until the next payday — we've partnered with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stay on budget and snap up bargains while they last.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.