Whitby Vacations from $1,298

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Your Whitby Vacation

Our Whitby vacation packages let you customize your own adventure. Tailor your journey to your interests and needs and make every moment count in this lively city. A trip to Whitby is a superb opportunity to sightsee. Be sure to visit big-name attractions such as Sandy Point Beach, Whitby Beach and Pumpkin Bluff Beach. Expedia will help you escape your routine. Tailor your vacation to Whitby to match your travel style, whatever that may be!

The Latest Whitby vacation packages

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

West Bay Club

4.5 out of 5
Grace Bay
Save 100% on your flight
Price was $2,246, price is now $1,298 per person
$1,298
per person
Nov 11 - Nov 17
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.2/10 Wonderful! (1,004 reviews)
What we like.Most of the staff are welcoming and affable,respectful too.Resolve issues in atime

Reviewed on Aug 27, 2025

Bungalows at Windsong on the Reef

Bungalows at Windsong on the Reef

4 out of 5
Grace Bay
Price was $3,524, price is now $1,587 per person
$1,587
per person
Nov 11 - Nov 17
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9/10 Wonderful! (75 reviews)
The majority of the staff was very friendly. The restaurant on- site has a limited menu and your experience will depend on who your server is. Some were not happy people. This resort needs an activity night every night or some fun things to do l, especially with kids. The rooms were beautiful, clean and the washer / dryer was a plus! Very nice resort but food and activity choices need some improvements.

Reviewed on Aug 2, 2025

Dream Villas Provo

Dream Villas Provo

4 out of 5
Price was $3,510, price is now $1,790 per person
$1,790
per person
Nov 11 - Nov 17
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9/10 Wonderful! (45 reviews)
Gr8 location on the beach

Reviewed on Aug 30, 2025

Long Bay Beach Club

Long Bay Beach Club

5 out of 5
Long Bay
Price was $14,550, price is now $7,459 per person
$7,459
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
10/10 Exceptional! (3 reviews)
Point Grace

Point Grace

4.5 out of 5
Grace Bay
Price was $6,764, price is now $3,564 per person
$3,564
per person
Nov 11 - Nov 17
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.6/10 Exceptional! (287 reviews)
The staff was absolutely amazing. Especially , Locresha and Jim. I appreciated the hospitality and accommodation!

Reviewed on Aug 21, 2025

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Discover the most popular places to visit in Whitby

Whitby Beach

Why not spend a lazy afternoon at Whitby Beach during your trip to Whitby? Wander the seaside and beaches while you're in the area.

Whitby Beach

Pumpkin Bluff Beach

If a restful vacation is part of your travel plans, Pumpkin Bluff Beach might be the perfect place to seek out during your trip to Whitby. Amble within the natural setting or visit the spas in this relaxing area.

Pumpkin Bluff Beach

Whitby Hotel Deals

Your Very Own Private Island Paradise, in the LAST of the Unspoiled Caribbean!

Your Very Own Private Island Paradise, in the LAST of the Unspoiled Caribbean!

North Caicos
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Your Very Own Private Island Paradise, in the LAST of the Unspoiled Caribbean!
Pelican Beach Hotel

Pelican Beach Hotel

3 out of 5
Pelican Beach Drive, Whitby, North Caicos
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Pelican Beach Hotel
Caicos Cottage, 2bd/2bath Beachfront Villa w/pool on Whitby Beach

Caicos Cottage, 2bd/2bath Beachfront Villa w/pool on Whitby Beach

Caicos Islands
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Caicos Cottage, 2bd/2bath Beachfront Villa w/pool on Whitby Beach
See all 1,389 properties in Whitby
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.

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Frequently asked questions

How much does a Whitby vacation package cost?
You can grab a vacation package to this top destination from $1,298 on Expedia. But how much your vacation to Whitby costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Whitby?
If you're looking to snag a cheap Whitby vacation package, consider planning a trip in April, September and December. You'll usually find better rates on flights and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Whitby?
The ideal duration for your Whitby vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you plenty of time to check out all the top attractions and explore some hidden treasures along the way.
Is it worth booking a vacation package to Whitby?
Well known for its coastal beaches, underwater activities and a host of other highlights, you can be assured Whitby is a good vacation destination. Some of the top attractions to stick on your to-do list? Check out Whitby Beach and Pumpkin Bluff Beach during your Whitby vacation.
How to find the best Whitby package deals?
Finding a cheap Whitby package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Whitby package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Whitby vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and stays individually. Better still, you can customize your Whitby trip to match your exact style. 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 Whitby?
If you have your Whitby vacation dates finalized, book as early as you can to score some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Whitby vacation packages?
Your Whitby break is meant to be an escape from your daily routine, not a source of money-related stress. So to give you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.