Deals on vacations and trips to Whitby

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Whitby flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Windsong on the Reef

Windsong on the Reef

4.5 out of 5
Grace Bay
Price was $3,502, price is now $2,059 per person
$2,059
per person
Jun 20 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
A full-service spa, 3 restaurants, and 2 outdoor pools are all featured at this luxury resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate barbecue grills, kid-friendly dining, and in-room childcare.
Long Bay Beach Club

Long Bay Beach Club

5 out of 5
Long Bay
Price was $22,024, price is now $11,040 per person
$11,040
per person
Jun 29 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
This smoke-free villa's private beach and 3 outdoor pools are some of the highlights. Enjoy a day at the beach scuba diving, or relax with sun loungers. A terrace, a garden, and barbecue grills are also on offer.
Dream Villas Provo

Dream Villas Provo

3.5 out of 5
Price was $4,838, price is now $2,608 per person
$2,608
per person
Jun 29 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and a virtual front desk are also provided.
Bungalows at Windsong on the Reef

Bungalows at Windsong on the Reef

4 out of 5
Grace Bay
Price was $4,111, price is now $2,380 per person
$2,380
per person
Jun 20 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Enjoy the 3 hot tubs and free perks like continental breakfast and free self parking.
The Shore Club Turks and Caicos

The Shore Club Turks and Caicos

5 out of 5
Long Bay
Price was $5,035, price is now $3,176 per person
$3,176
per person
Jun 20 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Providenciales (PLS)
A full-service spa, 3 restaurants, and 4 outdoor pools are all featured at this luxury resort. Enjoy a day at the beach snorkeling, or relax with beach umbrellas. Families will appreciate the free kid's club, onsite laundry facilities, and free supervised childcare.

Top Whitby hotels deals

Pelican Beach Hotel

Pelican Beach Hotel

3 out of 5
Pelican Beach Drive Whitby North Caicos
$330 nightly
The price is $402 total per night
$402 total
May 10 - May 11
Total with taxes and fees
A restaurant and an outdoor pool are featured at this hotel, along with free self parking. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. A beach bar is also provided.
Ocean Breeze Resort

Ocean Breeze Resort

4 out of 5
Ocean Breeze Drive Whitby North Caicos
$272 nightly
The price is $329 total per night
$329 total
Apr 25 - Apr 26
Total with taxes and fees
This hotel features an outdoor pool, a gym, and a restaurant. Families will appreciate the children's pool, complimentary bicycles, and in-room childcare. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
Private Beachfront Luxury Estate with Infinity Pool & Concierge incl – Sleeps 16

Private Beachfront Luxury Estate with Infinity Pool & Concierge incl – Sleeps 16

North Caicos Turks and Caicos Islands
Get rates
This vacation home features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. A garden, concierge services, and barbecue grills are also on offer.
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
An outdoor pool is featured at this villa, along with laundry facilities and barbecue grills.
#1 Reviewed Pristine Private Beachfront Villa, Full Laundry & Kitchen, WiFi, A/C

#1 Reviewed Pristine Private Beachfront Villa, Full Laundry & Kitchen, WiFi, A/C

Whitby Caicos Islands
Get rates
This villa featured laundry facilities and barbecue grills.
Windsong on the Reef

Windsong on the Reef

4.5 out of 5
Stubbs Rd Providenciales Providenciales
$424 nightly
The price is $513 total per night
$513 total
Apr 23 - Apr 24
Total with taxes and fees
A full-service spa, 3 restaurants, and 2 outdoor pools are all featured at this luxury resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate barbecue grills, kid-friendly dining, and in-room childcare.
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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.

Popular places to visit

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

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.

Flamingo Pond Overlook

Frequently asked questions

How much are vacation packages to Whitby?
You can find an amazing hotel + flight bundle for an affordable $2,059. With a Travelocity vacation package, a trip to Whitby has never looked so tempting! Save both time and money and then get a head start on packing those bags.
Where can I get the best vacation package deals for Whitby?
Walking away with an unbeatable package deal to Whitby couldn't be easier with Travelocity. With around 400 partner airlines and 1,000,000 properties all over the world, the choice is yours when it comes to picking your flights and hotels.
Why should I purchase my Whitby vacation package via Travelocity?
Because life is one amazing journey, and we've got all you need to help get you on your way. With our superb service and Price Match Guarantee, you can organize your trip with confidence. Plus, you can rest easy on the road knowing we've got your back with our round-the-clock support.
Can I save on my Whitby car rental if I bundle it with a hotel or flight?
Definitely. And our Whitby vacation packages are the best way to do it. With just a few clicks you can save money and time by bundling your bookings. Pick up the keys to your rental car and feel the freedom of the open road. Searching for things to do? Add some tours or experiences to your package and save on those too.
What is there to do in Whitby?
There is a particular magic in the air as you roam the streets of Whitby. Whitby Beach and Pumpkin Bluff Beach are just two landmarks that make this city so popular, so put them on your itinerary.
Where should I stay when visiting Whitby?
If you're searching for someplace comfortable to base yourself, take a look at the New Luxurious Beachfront Villa at Pumpkin Bluff -Your Ultimate Paradise Getaway!. It's the top pick for many travelers.

Photos of local treasures

Browse Whitby vacation photos for more inspiration

View along rocky tropical Caribbean shoreline with turquoise blue ocean in Turks and Caicos