Cheap Flight Deals to Anna Maria Island FL from CA $158

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How to find cheap flights to Anna Maria Island?

The cheapest prices found with in the last 7 days for return flights were CA $311 and CA $158 for one-way flights to Anna Maria Island for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
JFKSarasotaJuly 25 to August 2CA $311
YYZSarasotaJuly 18 to July 28CA $432
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZSarasotaJune 21 to July 11CA $571
JFKSarasotaJune 22 to June 26CA $658
DTWSarasotaJune 22 to June 26CA $729
*Prices include taxes and fees

Your guide to flights to Anna Maria Island, FL

American Airlines, Delta fly to Anna Maria Island, 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 Anna Maria Island FL currently costs between CA $311 and CA $729. Prices vary, but for the best fares, travel in July when prices are at their lowest.  

Top tips for finding cheap flights to Anna Maria Island  

The cheapest flight for a round trip to Anna Maria Island is currently CA $311. When you search for flights to Anna Maria Island, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Anna Maria Island for nearby days.  The cheapest month to travel to Anna Maria Island 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 Anna Maria Island 

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 Anna Maria Island with Travelocity 

We have top deals on plane tickets even for last minute flights to Anna Maria Island, 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 Anna Maria Island for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Anna Maria Island

Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

3 out of 5
1301 Gulf Dr N, Bradenton Beach, FL
Stay at this 3-star beach hotel in Bradenton Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,001 reviews)
"The hotel and staff were amazing . The weather wasn’t good while I was there but I was still very happy with my stay. Room was clean and modern. Lots of closet space , very nice breakfast with home made muffins. The maid service was great and the location perfect."

Reviewed on Jun. 10, 2025

Silver Surf Gulf Beach Resort
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 Anna Maria Island

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

3 out of 5
2218 Gulf Drive N, Bradenton Beach, FL
Stay at this 3-star beach apartment in Bradenton Beach. Enjoy free WiFi, free parking, and a private beach. Popular attractions Cortez Beach and Coquina Beach ...
8.6/10 Excellent! (9 reviews)
Beautiful hotel
"Great stay with spectacular views of the ocean. Checkin was seemless and we really enjoyed our stay. Only thing I’d add is a microwave to the rooms."

Reviewed on Jun. 10, 2025

Seabreeze at Anna Maria Island Inn
Club Bamboo South

Club Bamboo South

3.5 out of 5
2412 Gulf Drive North, Bradenton Beach, FL
Stay at this 3.5-star beach condo in Bradenton Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Cortez Beach and Coquina Beach are ...
"Beautifully presented apartments right on the beach. Great location with parking and a nice pool. Limited kitchen facilities is the only limiting factor making it more suitable to ashortbreak than a full vacation stay."

Reviewed on Nov. 21, 2018

Club Bamboo South
Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

3 out of 5
1301 Gulf Dr N, Bradenton Beach, FL
Stay at this 3-star beach hotel in Bradenton Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,001 reviews)
"The hotel and staff were amazing . The weather wasn’t good while I was there but I was still very happy with my stay. Room was clean and modern. Lots of closet space , very nice breakfast with home made muffins. The maid service was great and the location perfect."

Reviewed on Jun. 10, 2025

Silver Surf Gulf Beach Resort
Save an average of 15% on thousands of hotels when you're signed in
Bridgewalk A Landmark Resort

Bridgewalk A Landmark Resort

3.5 out of 5
100 Bridge Street, Bradenton Beach, FL
Stay at this 3.5-star aparthotel in Bradenton Beach. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (723 reviews)
"We’re to start, lovely people, great accommodation, clean, easy parking and a great location."

Reviewed on Jun. 11, 2025

Bridgewalk A Landmark Resort
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 Anna Maria Island

Weekly Discounts! Exceptional Rating-A Pearl of a Beach Home- private pool & spa

Weekly Discounts! Exceptional Rating-A Pearl of a Beach Home- private pool & spa

Holmes Beach
Book a stay at this family-friendly vacation home in Holmes Beach. Enjoy free WiFi, private pools, and a garden. Popular attractions Anna Maria Beach and Bean ...
Perfect vacation home
"We had this beautiful house for two weeks! We gave rented in FL for 8 years now and this was not only beautiful but checked all our boxes. The pool and hot tub were our favorite hangout . Loved the nearby beach but the water was a bit cold during our stay. The kitchen was well equipped and everything ..."

Reviewed on Apr. 6, 2025

Weekly Discounts! Exceptional Rating-A Pearl of a Beach Home- private pool & spa
Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.

Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.

Holmes Beach
Stay at this condo in Holmes Beach. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Cortez Beach and Coquina Beach are located nearby.
9.8/10 Exceptional! (237 reviews)
Perfect location on AMI
"Perfect location to beach, shopping and groceries. Very clean place with all new beds and furniture,host answered all questions,would definitely stay again"

Reviewed on May 3, 2025

Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
2-Night Stay Available June 3-5 w/ Private Pool & Dock!

2-Night Stay Available June 3-5 w/ Private Pool & Dock!

Anna Maria
Book a stay at this beach vacation home in Anna Maria. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Anna Maria Beach and Bean Point ...
9.4/10 Exceptional! (26 reviews)
Perfect Vacation
"Our stay was perfect ! The house was beautifully decorated, clean and spacious. All your wants and needs were met . The host did not miss a thing . One of our best vacation with our family !! We would definitely go back and stay at the sunshine cottage. another"

Reviewed on Apr. 15, 2025

2-Night Stay Available June 3-5 w/ Private Pool & Dock!
Save an average of 15% on thousands of hotels when you're signed in
Anna Maria Island Dream Inn

Anna Maria Island Dream Inn

3 out of 5
2502 North Gulf Drive, Bradenton Beach, FL
Stay at this 3-star beach hotel in Bradenton Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Cortez Beach and Coquina Beach are ...
"Safety for children with gates to play"

Reviewed on Aug. 2, 2024

Anna Maria Island Dream Inn
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 Anna Maria Island Flight and Hotel Packages

Anna Maria Island flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Barsala At The Wayland Condos
The Avalon Club
FUSION Resort Waterfront Suites
Don't see what you're looking for?
See all available trips from Toronto to Anna Maria Island
View all trips

Need a car after flight to Anna Maria Island?

Plane Tickets To Anna Maria Island

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 Anna Maria Island. Browse through our inventory to explore a wide range of cheap flights to Anna Maria Island 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 Anna Maria Island as you anxiously await to exit the plane and explore what Anna Maria Island has to offer. Considering all the amazing local food and culture in Anna Maria Island, 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 Anna Maria Island 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 Anna Maria Island 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 Anna Maria Island 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 Anna Maria Island 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.