Whitby Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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!
Top Whitby Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Dream Villas Provo
Blue Hills
CA $4,051
per person
Nov 15 - Nov 22
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (76 reviews)
I would recommend this place for a relaxing getaway; it’s not really suited for those who prefer an active vacation. The house itself is great—good soundproofing and plenty of air conditioning units that handle the heat well. It was generally well-equipped. It was clean, with no insects or unpleasant odors. The rooftop pool was always cooler than the ocean, which was very refreshing in the heat. Parking was along the road; we had no issues with our car over the course of the week. The water was very warm in August—no need to acclimate to the temperature at all. Communication with the owners was smooth and easy. There were sometimes stray dogs outside, but they were calm and friendly; they didn't try to enter the house or bark. Driving on the island is very easy, even though everyone drives at twice the speed limit; I only saw the police a couple of times.One thing I didn't love—though this is more about the trip in general than the house—was the weather: it was hotter than usual (30°C / 86°F) with high humidity, so it was best to spend the hours between 11:00 AM and 4:00 PM resting indoors or having lunch. The best times to be outside were 7:00–10:00 AM and 4:00–7:00 PM. The sun loungers on the roof aren't the newest and are dusty, but if you use beach towels, there’s no problem. There were rains, but they were very brief and light. There was quite a bit of broken glass on the beach; over the course of the week, we collected and removed the shards ourselves.
Reviewed on Aug 14, 2026
Ready to book your vacation to Whitby?
Whitby Hotel Deals
Pelican Beach Hotel
Pelican Beach Drive Whitby North Caicos
9.4/10 Exceptional! (128 reviews)
"This hotel was amazing. It’s directly on the beach so the views and atmosphere are outstanding. It has everything you need right on the property including a restaurant /bar and a coffee shop. The barracuda bar served delicious food and drinks. Clifford’s coffee shop serves an excellent cup of coffee. ..."
Reviewed on Aug 4, 2026
Private Beachfront Luxury Estate pool with waterfall free concierge – Sleeps 16
North Caicos Turks and Caicos Islands
10/10 Exceptional! (199 reviews)
"Everything was magical. The house is well stocked with all your cooking needs. The view was unbelievable!"
Reviewed on Aug 13, 2026
Caicos Cottage, 2bd/2bath Beachfront Villa w/pool on Whitby Beach
Caicos Islands Caicos Islands
10/10 Exceptional! (62 reviews)
"Beautiful beach house. Very relaxing, laid back trip."
Reviewed on Aug 2, 2026
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.
Stay near popular Whitby attractions
Whitby Beach
9.8/10 (8 reviews)
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.
Pumpkin Bluff Beach
9.0/10 (11 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.
Flamingo Pond Overlook
You can take time to visit Flamingo Pond Overlook during your travels to Whitby. Wander the seaside and beaches while you're in the area.
Frequently asked questions
How much does a Whitby vacation package cost?
Offering excellent value package deals from CA $1,859 on Expedia, you'll be thrilled with how little a vacation to Whitby costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Whitby?
August, September and November are the best times to look for cheap Whitby vacation packages. Choosing to travel in quieter months means you can usually find lower prices on hotels and flights.
How many days is enough for Whitby?
Typically, a handful of days is enough to check out the major attractions during your Whitby vacation. However, if you'd like to have some time to rest or take day trips, consider extending your itinerary.
Is it worth booking a vacation package to Whitby?
During your Whitby vacation, you can count on experiencing some top-notch coastal beaches and underwater activities. Leave enough room in your schedule to discover leading attractions like Whitby Beach and Pumpkin Bluff Beach.
How to find the best Whitby package deals?
Bagging a cheap Whitby package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Whitby package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Whitby vacation as a package?
You can enjoy significant savings on your Whitby retreat by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Whitby?
If you have your Whitby travel dates confirmed, book early to grab some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Whitby?
- Choose your dates: What you'd like to do in Whitby and your preferred season can help you decide when to get away.
- Work out your budget: Ensure you have enough money to pay for everything from transportation and food to airfares and activities. Your accommodations will probably be the biggest expense during your trip to Whitby.
- Decide how long to go for: Now that you know more about Whitby, you can work out the perfect length of your break. Put together a draft itinerary and allocate enough time for all the things you want to do.
- Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customized Whitby vacation package.
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.
