A lighthouse on a rocky shore with a clear sky and calm sea.

Clearwater Beach 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

The Latest Clearwater Beach Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 20 - Jan 23

    JW Marriott Essex House New York + Flight

    Manhattan
    3 nights
    4.5 star property
    8.8/10 - Excellent (1,000 reviews)
    Roundtrip • Toronto (YTO) - New York (JFK)
    YTZ - EWR • Nonstop EWR - YTZ • Nonstop
    CA $1,832
    CA $1,120
    per traveller
    found 1 day ago
    JW Marriott Essex House New York
  • Jan 15 - Jan 17

    The St. Regis New York + Flight

    Manhattan
    2 nights
    5.0 star property
    9.2/10 - Wonderful (295 reviews)
    "The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong"
    Reviewed November 6, 2026
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - JFK • Nonstop JFK - YYZ • 1 stop
    CA $2,682
    CA $1,531
    per traveller
    found 1 day ago
    The St. Regis New York
  • Dec 20 - Dec 24

    Eurostars The Chemists’ Club Hotel + Flight

    Manhattan
    4 nights
    4.0 star property
    9.4/10 - Exceptional (567 reviews)
    "Very convenient location. Good sized rooms."
    Reviewed November 9, 2026
    Roundtrip • Toronto (YTO) - New York (JFK)
    YTZ - EWR • Nonstop EWR - YTZ • Nonstop
    CA $3,020
    CA $1,759
    per traveller
    found 1 day ago
    Eurostars The Chemists’ Club Hotel
  • Feb 4 - Feb 7

    Mandarin Oriental, New York + Flight

    Manhattan
    3 nights
    5.0 star property
    9.2/10 - Wonderful (677 reviews)
    "Excellent stay"
    Reviewed October 26, 2026
    Roundtrip • Toronto (YTO) - New York (JFK)
    YTZ - EWR • Nonstop EWR - YTZ • Nonstop
    CA $3,333
    CA $2,079
    per traveller
    found 6 hours ago
    Mandarin Oriental, New York
  • Feb 4 - Feb 7

    The Mark + Flight

    Manhattan
    3 nights
    5.0 star property
    9.6/10 - Exceptional (724 reviews)
    "Fire alarm went off three times in middle of the night and no apology or refund."
    Reviewed November 8, 2026
    Roundtrip • Toronto (YTO) - New York (JFK)
    YTZ - EWR • Nonstop EWR - YTZ • Nonstop
    CA $4,235
    CA $2,650
    per traveller
    found 6 hours ago
    The Mark

Where to stay in Clearwater Beach

Find the best Clearwater Beach areas and neighborhoods for the activities you enjoy most. Learn more about Clearwater Beach
Learn more about Clearwater Beach

East Hampton North

Located on a picturesque peninsula, East Hampton boasts eight state parks and 70 miles of shoreline, perfect for nature lovers and beach enthusiasts. Explore charming hamlets like Montauk and Amagansett for a true Long Island experience.

Pantigo Road Historic District

Travelers like the parks in Pantigo Road Historic District, and East Hampton Village Nature Trail and Wildlife Sanctuary is a top attraction you might want to visit.

Egypt Lane Historic District

Travelers like the parks in Egypt Lane Historic District, and Guild Hall is a top attraction you might want to visit.

North Main Street Historic District

You might appreciate the beaches and waterfront views in North Main Street Historic District, and if you're interested in seeing more of the area, Guild Hall and Regal UA East Hampton are just a few notable stops.

Barnes Landing

While Barnes Landing isn't home to many top sights, Pollock-Krasner House and Study Center and Amagansett Beach are some notable places to visit nearby.

Discover the most popular places to visit in Clearwater Beach

Clearwater Beach 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 Clearwater Beach vacation package cost?

Get ready to book, because a getaway to Clearwater Beach starts from an enticing CA $1,120. When you combine your flights, hotels and more into a package, you'll walk away with the best prices.

How do I get a cheap travel package to Clearwater Beach?

You'll save big if you combine your car rentals, hotels and flights into a Clearwater Beach vacation package. Sometimes cheap packages mean fewer choices. But not with Expedia. We offer more than 550 airlines and 1,000,000 properties all over the world, so you'll always have plenty of options to choose from. Like to save even more? Add some fun activities to your package deal and unlock even bigger discounts! After all, travel is about more than just getting to your destination.

Where should I stay in Clearwater Beach?

With lots to discover in Clearwater Beach, it'd be convenient for you to secure a room in a hotel near its attractions. Pollock-Krasner House and Study Center, Kaplan Meadows Sanctuary and Leiber Collection are some popular ones to add to your must-see list.

What are the top hotels in Clearwater Beach?

Secure a room at East Hampton Art House Bed And Breakfast. It's one of this area's most in-demand properties. Another top option in Clearwater Beach is Villa Hampton Hides.

How far in advance should I book my Clearwater Beach vacation?

Reward yourself with the biggest variety at the lowest prices by booking your adventure to Clearwater Beach nice and early. Air carriers tend to release tickets around 12 months prior to departure, so start locking things in as soon as you can. That being said, Expedia is constantly working to give you the best bargains around, so it's never a bad time to book your dream vacation!

What does an Expedia Clearwater Beach travel package include?

Travel packages include hotels, flights and rental cars, but you can combine any of them to create your dream Clearwater Beach getaway. You can also add on fun stuff like tours and activities once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll get access to discounts you won't find elsewhere.

What should I know before booking a Clearwater Beach travel package?

A package can be easier on the wallet than separately booking everything you need for your adventure. For example, combine your hotels, flights and rental cars and save a tidy sum. Whatever sort of vacation you're planning, there's sure to be a package that fits your budget.

Can I choose my airline with a Clearwater Beach Expedia vacation package?

Yes, you sure can. We offer more than 550 airline partners worldwide, so choose the carrier that's a good fit for your budget needs.

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

Don't worry if you're rethinking your Clearwater Beach vacation package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We know life can sometimes throw a spanner in the works, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.

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