Cheap Flight Deals to Anna Maria Island FL from CA $86
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How to find cheap flights to Anna Maria Island?
The cheapest prices found with in the last 7 days for return flights were CA $178 and CA $86 for one-way flights to Anna Maria Island for the period specified. Prices and availability are subject to change. Additional terms apply
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| BOS | Sarasota | March 30 to April 17 | CA $281 |
| DTW | Sarasota | February 8 to February 10 | CA $330 |
| JFK | Sarasota | January 28 to February 1 | CA $388 |
| MSP | St. Petersburg - Clearwater | March 2 to March 9 | CA $413 |
| YYZ | Sarasota | January 27 to January 28 | CA $463 |
| PHL | Sarasota | April 18 to April 25 | CA $528 |
| MSP | Sarasota | March 7 to March 14 | CA $719 |
| CLE | Sarasota | March 15 to March 22 | CA $1,052 |
| ORD | Sarasota | February 21 to February 23 | CA $1,227 |
| ORD | Sarasota | February 21 to February 23 | CA $1,227 |
Your guide to flights to Anna Maria Island, FL
Breeze Airways, Delta, Air Canada 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 $178 and CA $1,227. Prices vary, but for the best fares, travel in April 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 $178. 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 February 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
Room, pool and property were great, staff was super helpful and proximity to beach and restaurants was as described. We will be back again!
Reviewed on Jan 15, 2026
Luxury Hotels in Anna Maria Island
Seabreeze at Anna Maria Island Inn
Everything was really amazing nothing bad to sayin
Reviewed on Jan 6, 2026
Club Bamboo South
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
Silver Surf Gulf Beach Resort
Room, pool and property were great, staff was super helpful and proximity to beach and restaurants was as described. We will be back again!
Reviewed on Jan 15, 2026
Bridgewalk Resort
Staff was very courteous .... the room was fantastic and the location was perfect! Looking at booking here again next year.
Reviewed on Jan 15, 2026
Family Friendly Hotels in Anna Maria Island
Weekly Discounts! Exceptional Rating-A Pearl of a Beach Home- private pool & spa
We had the best week at this beautiful house! The pool and backyard were amazing, the kitchen had everything we need, all the beds were so comfortable and the house was spotless. We were able to walk to several places to eat and the walk to the beach was not bad at all. We cannot wait to come ...
Reviewed on Jan 12, 2026
Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
Relax and unwind along the shore of Holmes Beach. Sunny skies, soft sand beneath your toes, and breathtaking sunsets are the perfect escape.
Reviewed on Nov 23, 2025
2-Night Stay Available June 3-5 w/ Private Pool & Dock!
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
Anna Maria Island Dream Inn
Safety for children with gates to play
Reviewed on Aug 2, 2024
Best Anna Maria Island Flight and Hotel Packages
Anna Maria Island flight + hotel packages - economy flights
Anna Maria Island flight + hotel packages - business class flights
Need a car after flight to Anna Maria Island?
Economy
Compact
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SUV
Frequently asked questions
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!
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