Cheap Flight Deals to Anna Maria Island FL from CA $191

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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 $232 and CA $191 for one-way flights to Anna Maria Island for the period specified. Prices and availability are subject to change. Additional terms apply

Fri, Oct. 31 - Mon, Nov. 3
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
CA $232 Roundtrip, found 5 hours ago
CA $232
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Fri, Oct. 31 from Logan Intl. to Sarasota-Bradenton Intl., returning Mon, Nov. 3, priced at CA $232 found 5 hours ago
Sun, Aug. 31 - Tue, Sep. 16
YYZ
Pearson Intl.
SRQ
Sarasota-Bradenton Intl.
CA $454 Roundtrip, found 5 days ago
CA $454
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Aug. 31 from Pearson Intl. to Sarasota-Bradenton Intl., returning Tue, Sep. 16, priced at CA $454 found 5 days ago
OriginDestinationTravel datesFlights from*
BOSSarasotaOctober 31 to November 3CA $232
JFKSarasotaAugust 25 to September 4CA $255
EWRSarasotaOctober 2 to October 6CA $395
YYZSarasotaAugust 25 to September 16CA $454
DTWSarasotaOctober 9 to October 13CA $492
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZSarasotaAugust 9 to August 16CA $493
*Prices include taxes and fees

Your guide to flights to Anna Maria Island, FL

Delta, JetBlue Airways 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 $232 and CA $493. Prices vary, but for the best fares, travel in October 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 $232. 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 October 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! (1,004 reviews)
"Excellent 100%"

Reviewed on Jul. 29, 2025

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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
The price is CA $375 per night from Sep 1 to Sep 2
CA $375
CA $474 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 3-star beach apartment in Bradenton Beach. Enjoy free WiFi, free parking, and a private beach. Popular attractions Coquina Beach and Bean Point ...
8.6/10 Excellent! (23 reviews)
"Great location"

Reviewed on Jul. 16, 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 Coquina Beach and Bean Point Beach ...
"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

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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! (1,004 reviews)
"Excellent 100%"

Reviewed on Jul. 29, 2025

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Silver Surf Gulf Beach Resort
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Bridgewalk A Landmark Resort

Bridgewalk A Landmark Resort

3.5 out of 5
100 Bridge Street, Bradenton Beach, FL
The price is CA $412 per night from Aug 4 to Aug 5
CA $412
CA $466 total
Aug 4 - Aug 5
includes taxes & fees
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! (731 reviews)
"Right by the beach and shopping walk. Room is beautiful, spacious comfortable bed, and loved the tub and huge shower. Will definitely be going back as well as referring friends and family."

Reviewed on Jul. 28, 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 ...
10/10 Exceptional! (106 reviews)
Excellent
"This was the perfect home for our family. We felt at home the moment we walked in. Having never been to AMI we had no idea what to expect. Mike and Lesley were quick to answer all of our questions. This home is extremely clean and well maintained. The pool is amazing, the landscaping makes it feel ..."

Reviewed on Jul. 20, 2025

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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 Coquina Beach and Anna Maria Beach are located ...
10/10 Exceptional! (241 reviews)
"Beach access was perfect. We felt the location was centrally located to all we wanted to do/see. Pool was nice."

Reviewed on Jul. 11, 2025

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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

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2-Night Stay Available June 3-5 w/ Private Pool & Dock!
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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 Coquina Beach and Bean Point Beach ...
"Safety for children with gates to play"

Reviewed on Aug. 2, 2024

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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.
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
per person
Sep 1 - Sep 7
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
per person
Sep 1 - Sep 7
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
per person
Sep 1 - Sep 8
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
Don't see what you're looking for?
See all available trips from Toronto to Anna Maria Island
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Need a car after flight to Anna Maria Island?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

Can I fly to Anna Maria Island right now?
Read through Travelocity's Covid-19 Travel Advisor for information about flights to Anna Maria Island during the pandemic. Individual circumstances including your vaccination status can also have an impact on where and when you can go, so always check any COVID-19 advice with official government websites before you lock in your flights.
How much is the cheapest flight to Anna Maria Island?
Some thrifty travelers were able to book a roundtrip flight to Anna Maria Island for as little as CA $232 during the last seven days. If you find a bargain, book fast. Cheap deals don't stick around for long! This price was available on Travelocity for flights to Anna Maria Island departing within the next year. Prices and availability are subject to change. Additional terms apply.
If I cannot travel due to COVID-19, can I change my booking to a later date?
Explore our Customer Service Portal link for the latest information regarding COVID-19 related cancellations, changes or refunds. The terms and conditions of your tickets to Anna Maria Island may differ according to your airline and fare type. Read the help topics or take advantage of our Virtual Agent to find the answers to your questions.
What is the cheapest month to fly to Anna Maria Island?
Based on Travelocity's direct return flight demand between January and December last year, October is the cheapest month to jet out to Anna Maria Island. Look for flights throughout this month and lock in a terrific bargain today.
How can I check my flight status to Anna Maria Island?
Check out our helpful customer portal, Trips. You'll find almost everything related to your flight to Anna Maria Island here, including information about gate numbers, flight status and more. Click on Trips at the top right of the Travelocity homepage. Log in to your free account and get the answers to your questions. Or, access your itinerary while you're on the move and get real-time travel notifications with the Travelocity app. All your itineraries are in one convenient place, making it a cinch to share details with any members of your family flying with you.
How do I find the best deals on flights to Anna Maria Island?
Snap up an unbeatable deal with Travelocity — our "Flexible dates" search option makes it considerably easier. Enter your preferred travel dates, then hit the flexible dates box above the search results to see the prices for nearby days. CA $232 was the most affordable price for a roundtrip flight to Anna Maria Island in the last seven days on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Anna Maria Island with Travelocity?
Where to begin! With our cheap flights to Anna Maria Island, rental cars and activities, you'll discover all you need to wander wisely with Travelocity. Book your cheap family flights and take advantage of our round-the-clock customer assistance and free cancellations on select airlines if you need. Our goal is to provide hassle-free travel every time you book with us so that you can spend less time worrying and more time having fun with your travel crew.
What are the most popular flight routes to Anna Maria Island?
If you have plans to hop on a flight to Anna Maria Island, here are a few well-known routes that'll get you there:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Tampa Intl. Airport (TPA) - 2,413 flights a month.
  • Newark, NJ (EWR-Liberty Intl.) to Tampa Intl. Airport (TPA) - 1,508 flights a month.
  • New York, NY (JFK-John F. Kennedy Intl.) to Tampa Intl. Airport (TPA) - 1,486 flights a month.

How much is a flight to Anna Maria Island on average?
In the last seven days, roundtrip flights to Anna Maria Island were priced between CA $232 and CA $493. No matter what kind of ticket you're after, we have some fantastic deals to help you stick to your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

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.