Cheap Flights to Anna Maria Island from $39

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How Much Does it Cost To Fly To Anna Maria Island?

The cheapest prices found with in the last 7 days for return flights were $59 and $39 for one-way flights to Anna Maria Island for the period specified. Prices and availability are subject to change. Additional terms apply

Sat, Feb 14 - Sun, Feb 15
CLE
Hopkins Intl.
SRQ
Sarasota-Bradenton Intl.
$59 Roundtrip, found 1 day ago
$59
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Feb 14 from Hopkins Intl. to Sarasota-Bradenton Intl., returning Sun, Feb 15, priced at $59 found 1 day ago
OriginDestinationTravel DatesFlights From*
PHLSarasotaFebruary 17 to February 24$99
CLESarasotaFebruary 14 to February 19$99
JFKSarasotaFebruary 4 to February 18$147
EWRSarasotaFebruary 8 to March 18$157
BOSSarasotaMarch 17 to March 25$166
MSPSt. Petersburg - ClearwaterApril 13 to April 16$189
DTWSarasotaApril 11 to April 18$226
MSPSarasotaApril 12 to April 16$237
ORDSarasotaMarch 2 to March 16$250
ORDSarasotaMarch 2 to March 16$250
ORDSt. Petersburg - ClearwaterApril 5 to April 16$347
ORDSt. Petersburg - ClearwaterApril 5 to April 16$347
YYZSarasotaFebruary 24 to March 10$388
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BOSSarasotaFebruary 1 to February 2$306
DTWSarasotaJanuary 30 to February 2$346
EWRSarasotaJanuary 30 to February 3$348
EWRSarasotaJanuary 30 to February 3$348
CLESarasotaJanuary 31 to February 3$357
MSPSarasotaFebruary 1 to March 6$385
YYZSarasotaFebruary 1 to February 11$402
TTNSarasotaJanuary 30 to January 31$443
ORDSarasotaJanuary 31 to February 2$521
ORDSarasotaJanuary 31 to February 2$521
*Prices include taxes and fees

Anna Maria Island Flight Information

Traveling to
Anna Maria Island
Lowest Price
$59
Number of Airlines Serving
Airlines Serving
Frontier Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Anna Maria Island Accommodation Deals

Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

3 out of 5
1301 Gulf Dr N Bradenton Beach FL
$282 nightly
The price is $319 total per night from Feb 3 to Feb 4
$319 total
Feb 3 - Feb 4
Total with taxes and fees
Book a stay at this 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)
I loved my stay !! Everything was perfect about it

Reviewed on Jan 19, 2026

Opens in a new windowSilver 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
$291 nightly
The price is $328 total per night from Jan 29 to Jan 30
$328 total
Jan 29 - Jan 30
Total with taxes and fees
Book a stay at this beach apartment in Bradenton Beach. Enjoy free WiFi, free parking, and a private beach. Popular attractions Coquina Beach and Bean Point ...
9/10 Wonderful! (69 reviews)
Great stay! Stayed at Seabreeze. Could hear the upstairs stompers. Other than that it was worth it!

Reviewed on Jan 22, 2026

Opens in a new windowSeabreeze at Anna Maria Island Inn
Club Bamboo South

Club Bamboo South

3.5 out of 5
2412 Gulf Drive North Bradenton Beach FL
Book a stay at this 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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Opens in a new windowClub Bamboo South
Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

3 out of 5
1301 Gulf Dr N Bradenton Beach FL
$282 nightly
The price is $319 total per night from Feb 3 to Feb 4
$319 total
Feb 3 - Feb 4
Total with taxes and fees
Book a stay at this 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)
I loved my stay !! Everything was perfect about it

Reviewed on Jan 19, 2026

Opens in a new windowSilver Surf Gulf Beach Resort
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Bridgewalk Resort

Bridgewalk Resort

3.5 out of 5
100 Bridge Street Bradenton Beach FL
$270 nightly
The price is $306 total per night from Jan 29 to Jan 30
$306 total
Jan 29 - Jan 30
Total with taxes and fees
Stay at this aparthotel in Bradenton Beach. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
9.2/10 Wonderful! (777 reviews)
Room was spotless. Location right at the beach entrance on the corner. Terrific shops and food within walking and a short drive to Cortez too.

Reviewed on Jan 23, 2026

Opens in a new windowBridgewalk 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
Great for families

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

Holmes Beach FL
Book a stay at this family-friendly vacation home in Holmes Beach. Enjoy free WiFi, private pools, and a garden. Popular attractions Bean Point Beach and Coquina ...
10/10 Exceptional! (111 reviews)

Families like: Private pool, kitchen, playground, close to beach

Travelers say...
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

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Opens in a new windowWeekly 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 FL
Stay at this condo in Holmes Beach. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Coquina Beach and Bean Point Beach are located ...
10/10 Exceptional! (249 reviews)
Great place - exactly as described. The proximity to the beach and heated pool were the highlights!

Reviewed on Jan 7, 2026

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Opens in a new windowSea 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 FL
Book a stay at this beach vacation home in Anna Maria. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Bean Point Beach and Coquina Beach ...
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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Opens in a new window2-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
Book a stay at this 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

Get rates
Opens in a new windowAnna 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
Price was $691, price is now $444 per person
$444
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,435, price is now $890 per person
$890
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Save 100% on your flight
Price was $2,211, price is now $1,376 per person
$1,376
per person
Mar 8 - Mar 13
just found
Roundtrip flight included
Chicago (ORD) to Sarasota (SRQ)
Don't see what you're looking for?
See all available trips from Boston to Anna Maria Island
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Anna Maria Island flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $1,195, price is now $939 per person
$939
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $2,345, price is now $1,615 per person
$1,615
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
Save 100% on your flight
Price was $2,492, price is now $1,794 per person
$1,794
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Don't see what you're looking for?
See all available trips from Boston to Anna Maria Island
View all trips

Anna Maria Island flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $2,707, price is now $1,914 per person
$1,914
per person
Mar 14 - Mar 20
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $4,922, price is now $3,427 per person
$3,427
per person
Mar 14 - Mar 20
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Don't see what you're looking for?
See all available trips from Detroit to Anna Maria Island
View all trips

Need a Car For After Your Flight?

Special

  • 5 people
  • Unlimited mileage
Sarasota, Florida, USA

$95

includes taxes & fees
$31 per day
found 2 days ago
Special undefined

Midsize

  • 5 people
  • Unlimited mileage
Sarasota, Florida, USA

$105

includes taxes & fees
$33 per day
found 2 days ago
Midsize undefined

Compact

  • 5 people
  • Unlimited mileage
Sarasota, Florida, USA

$107

includes taxes & fees
$34 per day
found 2 days ago
Compact undefined

Economy

  • 4 people
  • Unlimited mileage
Sarasota, Florida, USA

$107

includes taxes & fees
$34 per day
found 2 days ago
Economy undefined
Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.

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 $59 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, February 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. $59 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 $59 and $521. 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.
How long is the average flight to Anna Maria Island?
Below you'll find a few top direct flights to Anna Maria Island plus their average journey times:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Tampa Intl. Airport (TPA) - 1 hour and 24 minutes
  • Newark, NJ (EWR-Liberty Intl.) to Tampa Intl. Airport (TPA) - 2 hours and 55 minutes
  • New York, NY (JFK-John F. Kennedy Intl.) to Tampa Intl. Airport (TPA) - 2 hours and 47 minutes

What can I expect on a flight to Anna Maria Island?
Factors like which airline you're traveling with and where your plane leaves from will mostly determine what you'll be offered on your trip. You're likely to find a range of flights to Anna Maria Island, from cheap flights for family vacations to business class fares. Warm meals and entertainment are generally what most airlines offer on long-haul trips.

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!

Explore More Ways to Travel with Travelocity

*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.