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.
Northwest Point Resort

Northwest Point Resort

3 out of 5
Price was CA $3,222, price is now CA $2,129 per person
CA $2,129
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
8.6/10 Excellent! (180 reviews)
Very nice, well kept property that looks exactly like the photos on Expedia

Reviewed on Jul 7, 2026

Dream Villas Provo

Dream Villas Provo

3.5 out of 5
Blue Hills
Price was CA $5,799, price is now CA $3,234 per person
CA $3,234
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (69 reviews)
Beautiful property right on the sand, steps from the water. Loved how quiet and secluded it felt. It was a perfect few days here with everything we needed and the property manager just a call away. Would return in a heartbeat.

Reviewed on Jun 24, 2026

Long Bay Beach Club

Long Bay Beach Club

5 out of 5
Long Bay Hills
Price was CA $20,324, price is now CA $12,151 per person
CA $12,151
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
10/10 Exceptional! (3 reviews)
I’ve been to Turks with friends and family several times, but this was the first time I rented a beachfront property with concierge service and it was an amazing experience. The concierge service at Long Bay Beach Club coordinated VIP airport entrance and transportation to the villa and we skiped the long line. We also opted for gourmet chef service, and it was a fantastic experience. The villa was impeccably clean, with high-quality towels, shampoo, and all the amenities we could imagine. Housekeeping was included in the price, which is something welcome compared with my previous stays. Something incredible was the direct access to the private beach. The villa has a nice beachfront sundeck and ocean kayaks. The powdery white beach was incredible, like being in heaven. This is an incredibly safe place for ocean sports. We went kite surfing and also hired some jet skis Our concierge did a great job again arranging both activities for us. We will be returning again!

Reviewed on Nov 14, 2023

Windsong on the Reef

Windsong on the Reef

4.5 out of 5
Grace Bay
Price was CA $5,058, price is now CA $3,226 per person
CA $3,226
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (1,121 reviews)
Our stay was pleasant. The bungalow was very roomy, comfortable, and spacious. In the amenities and the food they offer we did not find much variety. The staff was kind in general. We had a good stay.

Reviewed on Jul 9, 2026

Beachfront at Windsong on the Reef

Beachfront at Windsong on the Reef

5 out of 5
Grace Bay
Price was CA $6,521, price is now CA $4,448 per person
CA $4,448
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (161 reviews)
This location was perfect it was away from all the tourist chaos. Beach access to bight reef with, paddle boarding, snorkeling gear, and kayaks. Hotel staff were super kind and helpful. Our hotel room was newly upgraded and have everything we needed including washer and dryer.

Reviewed on Jul 1, 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 $404 per night from Jul 23 to Jul 24
CA $404
CA $493 total
Jul 23 - Jul 24
includes taxes & fees
9.4/10 Exceptional! (126 reviews)
"Donna the Manager is amazing. She was professional knowledgeable and kind. She shared some delicious fruits with us. The breach front room was amazing. The landscaper guy was so sweet. In the mornings he knocked on our door and shared coconuts with us. We enjoyed the coconut water. The rest of the ..."

Reviewed on May 30, 2026

Pelican Beach Hotel
Private Beachfront Luxury Estate pool with waterfall free concierge – Sleeps 16

Private Beachfront Luxury Estate pool with waterfall free concierge – Sleeps 16

North Caicos Turks and Caicos Islands
10/10 Exceptional! (196 reviews)
"If we could give this property more than five stars, we would!From the moment we arrived, we knew this vacation was going to be special. If you’re looking to unplug, slow down, and escape the hustle of everyday life, this is the perfect place. The peaceful, secluded setting made it feel like we had ..."

Reviewed on Jul 6, 2026

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Private Beachfront Luxury Estate pool with waterfall free concierge – Sleeps 16
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
Get rates
Caicos Cottage, 2bd/2bath Beachfront Villa w/pool on Whitby Beach
See all 1,474 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

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.
See properties

Frequently asked questions

How much does a Whitby vacation package cost?
Offering excellent value package deals from CA $2,129 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.

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