A boat on a calm lake with a clear sky and a line of trees and buildings in the background.
Photo by Travel Ginger
Open Photo by Travel Ginger

Keystone Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Keystone Vacation

An easy way to experience this interesting city is with a tailor-made Keystone vacation package. Base yourself in the neighborhood of Lake Magdalene, which is great for shopping, families and hiking or choose someplace else — our packages are all about you. If sightseeing is on the cards during your trip to Keystone, check out popular attractions like TPC of Tampa Bay, Silver Dollar Golf Club and Crescent Lake. Whatever your travel plans or budget, organizing a tailored Keystone vacation is a piece of cake with Expedia.

The Latest Keystone Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 18 - Jan 22

    Ocean Club Treasure Island Hotel + Flight

    Sunshine Beach
    4 nights
    4.0 star property
    9.6/10 - Exceptional (1,310 reviews)
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • Nonstop TPA - YYZ • Nonstop
    Save 100% on your flight
    CA $1,302
    CA $825
    per traveller
    found 2 hours ago
    Ocean Club Treasure Island Hotel
  • Jan 11 - Jan 17

    Hibiscus Suites - Gateway to Siesta Key + Flight

    Sarasota
    6 nights
    2.5 star property
    8.8/10 - Excellent (2,479 reviews)
    "Great location good price clean rooms"
    Reviewed November 1, 2026
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • Nonstop TPA - YYZ • Nonstop
    CA $1,580
    CA $1,008
    per traveller
    found 3 hours ago
    Hibiscus Suites - Gateway to Siesta Key
  • Dec 20 - Dec 24

    CW Resort + Flight

    Clearwater Beach
    4 nights
    4.0 star property
    9.4/10 - Exceptional (293 reviews)
    Roundtrip • Toronto (YTO) - Tampa (TPA)
    YTZ - TPA • 1 stop TPA - YYZ • 1 stop
    CA $1,673
    CA $1,144
    per traveller
    found 1 day ago
    CW Resort
  • Jan 18 - Jan 22

    Saddlebrook Resort + Flight

    Wesley Chapel South
    4 nights
    4.0 star property
    8.2/10 - Very good (194 reviews)
    "N/A I won't book again. I have been to better resorts. For the money they charge I had torn curtains in my room and sugar ants and s stopped up tub that I had to call the maintenance"
    Reviewed November 3, 2026
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • Nonstop TPA - YYZ • Nonstop
    Save 100% on your flight
    CA $1,549
    CA $1,076
    per traveller
    found 2 hours ago
    Saddlebrook Resort
  • Jan 11 - Jan 17

    Legacy Hotel at IMG Academy + Flight

    Bradenton
    6 nights
    4.0 star property
    9.0/10 - Wonderful (1,001 reviews)
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • Nonstop TPA - YYZ • Nonstop
    CA $2,044
    CA $1,423
    per traveller
    found 3 hours ago
    Legacy Hotel at IMG Academy

Discover the most popular places to visit in Keystone

Keystone Hotel Deals

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.

Frequently Asked Questions

How much does a Keystone vacation package cost?

Perhaps much less than you think — from just CA $825, as a matter of fact! By combining flights, hotels and car rentals into your own tailor-made package, your getaway to Keystone is only clicks away.

How do I get a cheap travel package to Keystone?

If you love scoring a bargain, combine your bookings into a Keystone vacation package. Whether you're looking for hotels, flights, rental cars or tours, you can book everything in one place. You'll have a wealth of choice at your fingertips too. Expedia has more than 550 partner airlines and 1,000,000 hotel options around the world to pick from. Fly with who you prefer, stay where you like and save some cash — now that's the perfect escape!

Where should I stay in Keystone?

A trip to Keystone isn't complete without checking out Crescent Lake, Brooker Creek Headwaters Nature Preserve and Keystone Lake. Spend your evenings close to these popular attractions and make sightseeing simple.

What are the top hotels in Keystone?

Hyatt Place Tampa/Wesley Chapel in the Cheval West neighborhood is a great choice for a Keystone getaway. Check in here and you'll be well-placed to get out and discover all that this buzzing city has to offer.

How far in advance should I book my Keystone vacation?

To score discount prices, book as soon as you can. Airlines generally advertise flights, along with some of the lowest fares, around 12 months in advance. Hotels, car rental and experiences should also be booked early so you can have the pick of the bunch. If you've decided on a last-minute getaway in Keystone, there are always plenty of great deals on Expedia. Check them out now!

What does an Expedia Keystone travel package include?

Rental cars, flights and hotels, or any combination of the three — the choice is all yours! Whether you're exploring Keystone with the family or traveling solo, there's a package to suit your budget and style. Once you've made your booking, why not add on a few tours as well?

What should I know before booking a Keystone travel package?

A travel package can be easier on the bank balance than separately booking all you need for your adventure. For example, combine your flights, hotels and rental cars and save a tidy sum. Whatever your vacation goals are, you're sure to find a package that fits your budget.

Can I choose my airline with a Keystone Expedia vacation package?

Yes — that's the beauty of an Expedia package. You're the boss! We have access to more than 550 airline partners across the globe, so you have lots of choice when creating your Keystone trip.

If I'm not able to travel, can I cancel my Keystone vacation package?

It's hard to predict what the future holds, so it's good to know that you can cancel or change your Keystone vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal for more information.

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