Cheap Flight Deals to Anna Maria Island FL from CA $286

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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 $199 and CA $286 for one-way flights to Anna Maria Island for the period specified. Prices and availability are subject to change. Additional terms apply

Tue., 31 Dec. - Tue., 7 Jan.
YYZ
Pearson Intl.
SRQ
Sarasota-Bradenton Intl.
CA $502 Roundtrip, found 2 days ago
CA $502
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue., 31 Dec. from Pearson Intl. to Sarasota-Bradenton Intl., returning Tue., 7 Jan., priced at CA $502 found 2 days ago
OriginDestinationTravel datesFlights from*
DTWSarasotaJanuary 22 to January 30CA $199
BOSSarasotaFebruary 28 to March 7CA $222
MSPSarasotaFebruary 3 to February 10CA $242
MSPSt. Petersburg - ClearwaterMarch 3 to March 10CA $252
JFKSarasotaJanuary 24 to January 28CA $280
PHLSarasotaFebruary 7 to February 18CA $494
YYZSarasotaDecember 31 to January 9CA $502
ORDSarasotaDecember 31 to January 8CA $537
ORDSarasotaDecember 31 to January 8CA $537
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZSarasotaDecember 28 to January 10CA $596
DTWSarasotaDecember 27 to January 7CA $651
ORDSarasotaDecember 27 to January 1CA $769
ORDSarasotaDecember 27 to January 1CA $769
*Prices include taxes and fees

Your guide to flights to Anna Maria Island, FL

Air Canada fly to Anna Maria Island, so use Travelocity to search, find, and compare some truly tempting deals from the 2 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 $199 and CA $769. Prices vary, but for the best fares, travel in January 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 $199. 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 December 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
The price is CA $342 per night from Jan. 12 to Jan. 13
CA $342
CA $386 total
includes taxes & fees
12 Jan - 13 Jan 2025
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! (1,000 reviews)
"We came right after they reopened from the recent hurricane. Very clean. Staff were great. Pool was not yet open though. Private beach is a plus!"

Reviewed on 16 Dec. 2024

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 Aluna Wellness Center & Spa and ...
8.2/10 Very Good! (303 reviews)
"Disappointing. People don't like being taken advantage of. Value for price was lacking."

Reviewed on 7 Aug. 2024

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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 Aluna Wellness Center & Spa and ...
8.4/10 Very Good! (92 reviews)
"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 21 Nov. 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
The price is CA $342 per night from Jan. 12 to Jan. 13
CA $342
CA $386 total
includes taxes & fees
12 Jan - 13 Jan 2025
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! (1,000 reviews)
"We came right after they reopened from the recent hurricane. Very clean. Staff were great. Pool was not yet open though. Private beach is a plus!"

Reviewed on 16 Dec. 2024

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
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! (718 reviews)
"Great place right in the heart of Bradenton Beach. Walking distance from restaurants and shops and right on the tram line for exploring this wonderful area. Staff we spoke to were really friendly and helpful. The room was a little dated (but I believe that a refurbishment is happening) but was clean ..."

Reviewed on 19 Sep. 2024

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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

A Pearl of a Beach Home- PRIVATE pool & hot tub - easy walk to beach.

A Pearl of a Beach Home- PRIVATE pool & hot tub - easy walk to beach.

Holmes Beach
Book a stay at this family-friendly vacation home in Holmes Beach. Enjoy free WiFi, private pools, and a garden. Popular attractions Island Gallery West and ...
10/10 Exceptional! (102 reviews)
Beautiful home close to everything
"Despite being stuck indoors for a couple days due to Tropical storm Debbie, this house did not disappoint. It is exactly as described. I don’t know if you could ask for anything more. Mike and Lesley were wonderful hosts and very responsive and accommodating. Highly recommend this home. If we ever ..."

Reviewed on 10 Aug. 2024

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A Pearl of a Beach Home- PRIVATE pool & hot tub - easy walk to beach.
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
Book a stay at this beach condo in Holmes Beach. Enjoy free WiFi, a beach locale, and patios. Popular attractions AMI Paddleboard Adventures and West Coast Surf ...
9.8/10 Exceptional! (232 reviews)
Great host, location, and accommodations
"The property was really great and the host superb. We were staying there the week of Hurricane Helene, and unfortunately were required to evacuate after just a few days into our stay. The host was so amazingly gracious and helpful! She gave us regular updates as to the status of the hurricane, and ..."

Reviewed on 2 Oct. 2024

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Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
New Construction & Ready for Post-Hurricane Visits! 30' Pool & Boat Dock!

New Construction & Ready for Post-Hurricane Visits! 30' Pool & Boat 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 Bay Boulevard Beach and Anna Maria ...
9.2/10 Wonderful! (24 reviews)
Sunshine Cottage - a wonderful stay
"The cottage was beautifully decorated and very clean. It had all amenities and requirements. Beautiful pool area and close to the trolley stop to access Pine Avenue and Gulf Drive. Would definitely go back."

Reviewed on 16 May 2024

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New Construction & Ready for Post-Hurricane Visits! 30' Pool & Boat 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 Aluna Wellness Center & Spa and Anna ...
8.2/10 Very Good! (1,000 reviews)
"Safety for children with gates to play"

Reviewed on 2 Aug. 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.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
per person
Feb. 12 - Feb. 19
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
Highland Down Town Tampa

Highland Down Town Tampa

3.5 out of 5
Save 100% on your flight
per person
Feb. 12 - Feb. 19
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Jan. 26 - Jan. 30
found 1 day 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 $199 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, December 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 $199 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 $199 and CA $769. 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.