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.
Kokomo Botanical Resort - Caribbean Family Cottages

Kokomo Botanical Resort - Caribbean Family Cottages

4 out of 5
The Bight
Save 100% on your flight
Price was $2,085, price is now $1,294 per person
$1,294
per person
Mar 1 - Mar 7
found 2 days ago
Roundtrip flight included
Boston (BOS) to Providenciales (PLS)
This hotel features an outdoor pool, a hot tub, and a restaurant. Enjoy the a rooftop terrace and perks like free self parking and a free beach shuttle. A bar/lounge, a terrace, and a garden are also provided.
Dream Villas Provo

Dream Villas Provo

4 out of 5
Price was $4,743, price is now $2,462 per person
$2,462
per person
Mar 1 - Mar 7
found 2 days ago
Roundtrip flight included
Boston (BOS) to Providenciales (PLS)
This condo resort doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and a virtual front desk are also provided.
The Strand Turks and Caicos

The Strand Turks and Caicos

4.5 out of 5
Save 100% on your flight
Price was $4,422, price is now $2,628 per person
$2,628
per person
Mar 1 - Mar 7
found 2 days ago
Roundtrip flight included
Boston (BOS) to Providenciales (PLS)
This smoke-free hotel features a private beach, a marina, and a restaurant. Families will appreciate babysitting, along with kayaking. Enjoy the outdoor pool and perks like free WiFi.
Bungalows at Windsong on the Reef

Bungalows at Windsong on the Reef

4 out of 5
Grace Bay
Save 100% on your flight
Price was $3,651, price is now $2,257 per person
$2,257
per person
Mar 7 - Mar 12
found 1 day ago
Roundtrip 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.
Zenza Boutique Hotel

Zenza Boutique Hotel

4 out of 5
Turtle Cove
Save 100% on your flight
Price was $2,520, price is now $1,570 per person
$1,570
per person
Mar 1 - Mar 7
found 2 days ago
Roundtrip flight included
Boston (BOS) to Providenciales (PLS)
This smoke-free hotel's 3 restaurants, 2 bars/lounges, and outdoor pool are some of the featured amenities. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free beach shuttle. A coffee shop, a terrace, and luggage storage are also on offer.

Top Whitby hotels deals

Pelican Beach Hotel

Pelican Beach Hotel

3 out of 5
Pelican Beach Drive Whitby North Caicos
$362 nightly
The price is $441 total per night
$441 total
Jan 6 - Jan 7, 2026
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
$327 nightly
The price is $396 total per night
$396 total
Dec 31 - Jan 1, 2026
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 Island Luxury Beachfront Estate with Pool, & Free Concierge!

Private Island Luxury Beachfront Estate with Pool, & Free Concierge!

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
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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
$598 nightly
The price is $723 total per night
$723 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
A full-service spa, 2 outdoor pools, and a 24-hour gym are all featured at this smoke-free 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 $1,294. 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