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.
Zenza Boutique Hotel

Zenza Boutique Hotel

4 out of 5
Turtle Cove
Price was CA $2,608, price is now CA $1,647 per person
CA $1,647
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Providenciales (PLS)
9.4/10 Exceptional! (907 reviews)

Long Bay Beach Club

Long Bay Beach Club

5 out of 5
Long Bay Hills
Price was CA $20,620, price is now CA $10,498 per person
CA $10,498
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Providenciales (PLS)
10/10 Exceptional! (4 reviews)
.

Reviewed on Aug 3, 2026

Dream Villas Provo

Dream Villas Provo

3.5 out of 5
Blue Hills
Price was CA $5,352, price is now CA $2,905 per person
CA $2,905
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Providenciales (PLS)
9.4/10 Exceptional! (82 reviews)

Windsong on the Reef

Windsong on the Reef

4.5 out of 5
Grace Bay
Price was CA $6,714, price is now CA $3,956 per person
CA $3,956
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providenciales (PLS)
9.2/10 Wonderful! (1,293 reviews)
This resort is small, boutique feel, but boy do they go above and beyond! The staff is so so amazing, can’t say enough good things about them! Room and grounds are spotless and pool area always being cleaned! Food was good too! You can use your continental breakfast credit for the restaurant breakfast menu which tasted amazing !

Reviewed on Oct 26, 2026

Beachfront at Windsong on the Reef

Beachfront at Windsong on the Reef

5 out of 5
Grace Bay
Price was CA $6,714, price is now CA $3,956 per person
CA $3,956
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providenciales (PLS)
9.2/10 Wonderful! (208 reviews)
The room was very nice and we liked having the pool off the room. The staff were very friendly. October probably wasn’t the best month to go because most days we couldn’t use the beach given the tide/rough water. A couple things we didn’t like include the open shower concept which made the floor all wet and the combo washer/dryer in one unit that didn’t really dry our clothes. Overall Turks was quiet and very relaxing. But a lot of restaurants were closed since it was the quiet season.

Reviewed on Oct 24, 2026

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Whitby Hotel Deals

Pelican Beach Hotel

Pelican Beach Hotel

3 out of 5
Pelican Beach Drive Whitby North Caicos
The price is CA $431 per night from Nov 1 to Nov 2
CA $431
CA $526 total
Nov 1 - Nov 2
includes taxes & fees
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

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 Caicos Islands
10/10 Exceptional! (63 reviews)
"This was our second stay at Caicos Cottage, and it was just as amazing as our first stay! First of all, Cindy is a wonderful communicator, and will promptly answer all your questions. When we arrived, we noticed that the home was recently repainted, and clean & bright out front. When you walk in ..."

Reviewed on Oct 24, 2026

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

Ocean Breeze Resort

4 out of 5
Ocean Breeze Drive Whitby North Caicos
Get rates
Ocean Breeze Resort
See all 1,469 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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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.
See properties

Frequently asked questions

How much does a Whitby vacation package cost?
Offering excellent value package deals from CA $1,647 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?

  1. Choose your dates: What you'd like to do in Whitby and your preferred season can help you decide when to get away.
  2. 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.
  3. 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.
  4. 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.

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