Cheap Flight Deals to Longboat Key FL from CA $252

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How to find cheap flights to Longboat Key?

The cheapest prices found with in the last 7 days for return flights were CA $331 and CA $252 for one-way flights to Longboat Key for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
DTWSarasotaAugust 16 to August 22CA $331
YYZSarasotaJuly 1 to July 6CA $452
EWRSarasotaJune 19 to June 22CA $499
EWRSarasotaJune 19 to June 22CA $499
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKSarasotaJune 1 to June 14CA $556
*Prices include taxes and fees

Your guide to flights to Longboat Key, FL

JetBlue Airways, Delta fly to Longboat Key, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Longboat Key FL currently costs between CA $331 and CA $556. Prices vary, but for the best fares, travel in October when prices are at their lowest.  

Top tips for finding cheap flights to Longboat Key  

The cheapest flight for a round trip to Longboat Key is currently CA $331. When you search for flights to Longboat Key, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Longboat Key for nearby days.  The cheapest month to travel to Longboat Key is July from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Longboat Key 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Longboat Key with Travelocity 

We have top deals on plane tickets even for last minute flights to Longboat Key, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Longboat Key for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Longboat Key

The Resort at Longboat Key Club

The Resort at Longboat Key Club

4 out of 5
220 Sands Point Road, Longboat Key, FL
The price is CA $613 per night from Jun 24 to Jun 25
CA $613
CA $756 total
includes taxes & fees
Jun 24 - Jun 25
Stay at this 4-star beach resort in Longboat Key. Enjoy free WiFi, free valet parking, and a full-service spa. Popular attractions Lido Beach and Siesta Key ...
8.8/10 Excellent! (643 reviews)
"Would stay again"

Reviewed on May 18, 2025

The Resort at Longboat Key Club
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.

Luxury Hotels in Longboat Key

Silver Sands Gulf Beach Resort by RVA

Silver Sands Gulf Beach Resort by RVA

3 out of 5
5841 Gulf of Mexico Drive, Longboat Key, FL
Stay at this 3-star beach condo in Longboat Key. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Coquina Beach and Cortez Beach are ...
"The best thing I loved about the property was the customer service. The nice lady at the check-in desk (I can't remember her name) but she was SUPER helpful and friendly. The amenities were WONDERFUL. The only thing I didn't like were the pillows, but that's my own fault for not bringing my own! ..."

Reviewed on Jul. 3, 2021

Silver Sands Gulf Beach Resort by RVA
The Resort at Longboat Key Club

The Resort at Longboat Key Club

4 out of 5
220 Sands Point Road, Longboat Key, FL
The price is CA $613 per night from Jun 24 to Jun 25
CA $613
CA $756 total
includes taxes & fees
Jun 24 - Jun 25
Stay at this 4-star beach resort in Longboat Key. Enjoy free WiFi, free valet parking, and a full-service spa. Popular attractions Lido Beach and Siesta Key ...
The Resort at Longboat Key Club
Cabana Beach Club by RVA

Cabana Beach Club by RVA

2 out of 5
5851 Gulf of Mexico Drive, Longboat Key, FL
Book a stay at this beach condo in Longboat Key. Enjoy free WiFi, free parking, and a private beach. Popular attractions Coquina Beach and Cortez Beach are located ...
Long Boat Key is a beautiful place to vacation
"The property itself is kind of old and the outside looks a bit run down, but the unit we stayed in, #2, has been recently renovated and is very comfortable and clean. We initially had some problems with the key, but it got resolved. Also had to call to have the AC filter changed because it was way ..."

Reviewed on Aug. 14, 2020

Cabana Beach Club by RVA
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.

Family Friendly Hotels in Longboat Key

The Resort at Longboat Key Club

The Resort at Longboat Key Club

4 out of 5
220 Sands Point Road, Longboat Key, FL
The price is CA $613 per night from Jun 24 to Jun 25
CA $613
CA $756 total
includes taxes & fees
Jun 24 - Jun 25
Stay at this 4-star beach resort in Longboat Key. Enjoy free WiFi, free valet parking, and a full-service spa. Popular attractions Lido Beach and Siesta Key ...
8.8/10 Excellent! (643 reviews)
"Would stay again"

Reviewed on May 18, 2025

The Resort at Longboat Key Club
Sea Club I Beach Resort

Sea Club I Beach Resort

3 out of 5
4141 Gulf of Mexico Drive, Longboat Key, FL
Stay at this 3-star beach apartment in Longboat Key. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (307 reviews)
"HOTEL PRICE VERY REASONABLE SMALL QUAINT PLACE GREAT LOCATION FOR PRICE"

Reviewed on May 15, 2025

Sea Club I Beach Resort
Beach Castle Resort by RVA

Beach Castle Resort by RVA

3 out of 5
5310 Gulf of Mexico Dr, Longboat Key, FL
Stay at this 3-star beach vacation home in Longboat Key. Enjoy free WiFi, free parking, and a private beach. Popular attractions Coquina Beach and Cortez Beach ...
"Very clean, nicely decorated condo with one bedroom and a sleeper sofa located across the street from the Gulf with free parking. Full kitchen was a nice touch. Definitely would return."

Reviewed on Jun. 12, 2021

Beach Castle Resort by RVA
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Silver Sands Gulf Beach Resort by RVA

Silver Sands Gulf Beach Resort by RVA

3 out of 5
5841 Gulf of Mexico Drive, Longboat Key, FL
Stay at this 3-star beach condo in Longboat Key. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Coquina Beach and Cortez Beach are ...
"The best thing I loved about the property was the customer service. The nice lady at the check-in desk (I can't remember her name) but she was SUPER helpful and friendly. The amenities were WONDERFUL. The only thing I didn't like were the pillows, but that's my own fault for not bringing my own! ..."

Reviewed on Jul. 3, 2021

Silver Sands Gulf Beach Resort by RVA
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.

Best Longboat Key Flight and Hotel Packages

Longboat Key flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Barsala at Champions Walk
Ocean Club Treasure Island Hotel
The Avalon Club
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Need a car after flight to Longboat Key?

Plane Tickets To Longboat Key

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Longboat Key. Browse through our inventory to explore a wide range of cheap flights to Longboat Key to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Longboat Key as you anxiously await to exit the plane and explore what Longboat Key has to offer. Considering all the amazing local food and culture in Longboat Key, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Longboat Key to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Longboat Key without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Longboat Key with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Longboat Key today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.