Whitby Vacations from $1,209

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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.
Northwest Point Resort

Northwest Point Resort

3 out of 5
Price was $2,213, price is now $1,209 per person
$1,209
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
8.6/10 Excellent! (161 reviews)
Room was very clean and spacious. Resort was remote and super quiet. Had entire beach to ourselves most of the stay. Saw bald eagles, ospreys , herons, and turtles right at the beach out front. Dirt road in was a little rough but you just had to drive slow Traffic on millennium freeway and leeward highway were brutal at rush hour in the am and pm so if you plan boat dives early stay in middle of island

Reviewed on Nov 19, 2025

Dream Villas Provo

Dream Villas Provo

4 out of 5
Price was $4,171, price is now $2,044 per person
$2,044
per person
Feb 10 - Feb 15
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9/10 Wonderful! (53 reviews)
The view from every room is AMAZING. Just a 3 min walk away from the famous “da conch shack”. If you are wanting to visit grace bay, it is a 15-20 min away, we rented a car and visited every day. We loved staying a little away from all the tourist. We couldn’t have been in a more quiet and peaceful place, and we felt nothing but safe in the location. The room was clean, and they were quick to help us with anything we needed & more!

Reviewed on Nov 29, 2025

Zenza Boutique Hotel

Zenza Boutique Hotel

4 out of 5
Turtle Cove
Price was $2,597, price is now $1,429 per person
$1,429
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.4/10 Exceptional! (616 reviews)
Cleanliness, staff was professional, responsive to our requests, kind and friendly. Loved the simple clean design of our room, the spacious balcony and the marina view.

Reviewed on Nov 26, 2025

Beachfront at Windsong on the Reef

Beachfront at Windsong on the Reef

4.5 out of 5
Grace Bay
Price was $6,967, price is now $3,980 per person
$3,980
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.4/10 Exceptional! (86 reviews)
Exceptional room with stunning view of the ocean. Service was impeccable at all time. Personnel courteous and kind.

Reviewed on Nov 14, 2025

The Oasis at Grace Bay

The Oasis at Grace Bay

4 out of 5
Grace Bay
Save 100% on your flight
Price was $4,791, price is now $2,746 per person
$2,746
per person
Feb 10 - Feb 15
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
9.6/10 Exceptional! (1,000 reviews)
Location was close to the beach that you could walk or wait for the golf cart to take you. The beach is beautiful and the area feels secluded at least in November.

Reviewed on Nov 28, 2025

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Discover the most popular places to visit in Whitby

Pumpkin Bluff Beach

4.5/5(6 reviews)

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 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

Whitby Hotel Deals

Pelican Beach Hotel

Pelican Beach Hotel

3 out of 5
Pelican Beach Drive Whitby North Caicos
$386 nightly
The price is $472 total per night from Dec 20 to Dec 21
$472 total
Dec 20 - Dec 21
Total with taxes and fees
9.4/10 Exceptional! (94 reviews)
This property was clean and quiet. The staff was very nice and the restaurant on the property had very good food.

Reviewed on Jul 7, 2025

Pelican Beach Hotel
Private Island Luxury Beachfront Estate with Pool, & Free Concierge!

Private Island Luxury Beachfront Estate with Pool, & Free Concierge!

North Caicos Turks and Caicos Islands
9.8/10 Exceptional! (173 reviews)
We had an amazing time. The house was beautiful right on the beach, and the pool was wonderful looking out over the water. The house is fully stocked with everything you need. You can tell the owners put a lot of thought into the house and things for guests to use. We loved sitting on the back deck ...

Reviewed on Nov 25, 2025

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Private Island Luxury Beachfront Estate with Pool, & Free Concierge!
Caicos Cottage, 2bd/2bath Beachfront Villa w/pool on Whitby Beach

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

Caicos Islands Caicos Islands
9.8/10 Exceptional! (54 reviews)
This is a great place to stay if you want some privacy and a nice quiet area to be in. It was also fairly well located. We didn’t have an extremely long drive anywhere maybe an hour or so to the farthest place. We enjoyed middle Caicos also the swimming pool was wonderful to have in the entire location ...

Reviewed on Aug 29, 2025

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Caicos Cottage, 2bd/2bath Beachfront Villa w/pool on Whitby Beach
See all 1,422 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.

Find the Best Whitby Vacation Packages

Whitby Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Providenciales Intl. Airport (PLS)
Max Temp Winter
75ºF
Max Temp Summer
80ºF
Top Sights
Parrot Cay Beach, Whitby Beach and Three Mary Cays

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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 $1,209 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.