Whitby Vacation Packages
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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!
Top Whitby Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ellipse Resort, Grace Bay
Grace Bay
CA $2,288
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
10/10 Exceptional! (13 reviews)
Ellipse exceeded our expectations in every way! Our room was perfect for our group, featuring a beautiful balcony and patio where we were able to relax and enjoy time together. The entire property was spotless, and the level of service was exceptional from start to finish.
The Daily Market offered an impressive variety of breakfast and lunch options, and every meal I tried was fresh, flavorful, and well prepared.
The location couldn’t have been better. Everything we wanted was within walking distance, including the beach, shopping, and nightlife in the Grace Bay area, making it incredibly convenient.
A special shout-out to the amazing ladies at the front desk! They were not only professional and accommodating but genuinely warm and welcoming. They exceeded every expectation and honestly outperformed any concierge team I’ve experienced and that’s saying a lot because I travel frequently.
To the entire Ellipse Resorts team: I can’t wait to see what the future holds as you continue to grow and expand. I genuinely cannot think of a single negative thing to say about my stay. Thank you for providing such an outstanding experience. I look forward to returning!
Reviewed on Jul 30, 2026
Dream Villas Provo
Blue Hills
CA $3,445
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (76 reviews)
This is a wonderful place for families to vacation and be like private. It was just a little while off from most stuff for us and we didn’t book a car. Taxis were expensive for where they were taking you it was 40 dollars to drive us 8 mins away and back to get food. Besides that it’s a very nice place on the less busy side of the island!
Reviewed on Aug 2, 2026
The Shore Club Turks and Caicos
Long Bay Hills
CA $4,355
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.4/10 Exceptional! (959 reviews)
Stunning setting with excellent service. It was the most luxurious vacation we have ever taken. Word to the wise: bring cash for taxis and some of the other services.
Reviewed on Aug 8, 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! (198 reviews)
"Working with the host, Dave, was great. Very responsive and helpful. Regina, our concierge, was amazing! She helped us secure transportation, boat rides, jet skis, groceries, even beach umbrellas! Their assistance made traveling to such a remote location smooth and easy. The setting is ideal. Privacy ..."
Reviewed on Jul 28, 2026
Caicos Cottage, 2bd/2bath Beachfront Villa w/pool on Whitby Beach
Caicos Islands Caicos Islands
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
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.
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.
Frequently asked questions
How much does a Whitby vacation package cost?
Offering excellent value package deals from CA $2,288 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.
