Cheap flights To Anna Maria Island (PIE) from $46

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Cheap Flights to Anna Maria Island from $46 One Way, $110 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Apr 24 - Mon, Apr 27
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$110 Roundtrip, found 3 days ago
$110
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Apr 24 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Mon, Apr 27, priced at $110 found 3 days ago
Sat, Apr 11 - Sat, Apr 18
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$149 Roundtrip, found 8 hours ago
$149
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Apr 11 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Sat, Apr 18, priced at $149 found 8 hours ago
Tue, May 12 - Tue, May 19
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, May 12 from Logan Intl. to Sarasota-Bradenton Intl., returning Tue, May 19, priced at $177 found 1 day ago
Wed, Apr 29 - Wed, May 6
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$181 Roundtrip, found 3 days ago
$181
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, Apr 29 from Logan Intl. to Sarasota-Bradenton Intl., returning Wed, May 6, priced at $181 found 3 days ago
Sat, Apr 11 - Sat, Apr 25
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$184 Roundtrip, found 2 days ago
$184
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Apr 11 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Sat, Apr 25, priced at $184 found 2 days ago
Sat, May 2 - Tue, May 5
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$187 Roundtrip, found 4 days ago
$187
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, May 2 from Logan Intl. to Sarasota-Bradenton Intl., returning Tue, May 5, priced at $187 found 4 days ago
Mon, Apr 20 - Thu, Apr 23
MSP
Minneapolis - St. Paul Intl.
PIE
St. Petersburg-Clearwater Intl.
$187 Roundtrip, found 2 days ago
$187
Roundtrip
found 2 days ago
Select Sun Country Airlines flight, departing Mon, Apr 20 from Minneapolis - St. Paul Intl. to St. Petersburg-Clearwater Intl., returning Thu, Apr 23, priced at $187 found 2 days ago
Sat, May 16 - Tue, May 19
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$188 Roundtrip, found 6 days ago
$188
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sat, May 16 from Logan Intl. to Sarasota-Bradenton Intl., returning Tue, May 19, priced at $188 found 6 days ago
Mon, Apr 6 - Thu, Apr 23
MSP
Minneapolis - St. Paul Intl.
PIE
St. Petersburg-Clearwater Intl.
$192 Roundtrip, found 2 days ago
$192
Roundtrip
found 2 days ago
Select Sun Country Airlines flight, departing Mon, Apr 6 from Minneapolis - St. Paul Intl. to St. Petersburg-Clearwater Intl., returning Thu, Apr 23, priced at $192 found 2 days ago
Sat, May 2 - Tue, May 5
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$193 Roundtrip, found 4 days ago
$193
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, May 2 from Logan Intl. to Sarasota-Bradenton Intl., returning Tue, May 5, priced at $193 found 4 days ago

Anna Maria Island Flight Information

Traveling To
Anna Maria Island
Destination Airport IATA Code
PIE
Number of Airlines Serving
Airlines
Frontier Airlines, Sun Country Airlines, Southwest Airlines, JetBlue Airways
Flight Price
$110
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Anna Maria Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG
3.5-star property

voco Sarasota by IHG

Apr 15 - Apr 18

3 night stay

Boston (BOS) to Tampa (TPA)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $879, price is now $558 per person
$558
per person
found 1 day ago
Cedar Cove Resort and Cottages
3.0-star property

Cedar Cove Resort and Cottages

Apr 21 - Apr 26

5 night stay

Boston (BOS) to Sarasota (SRQ)

Delta • Coach

Sarasota (SRQ) to Boston (BOS)

Southwest Airlines • Coach
Save 100% on your flight
Price was $2,345, price is now $1,606 per person
$1,606
per person
found 1 day ago
The Sarasota Modern, a Tribute Portfolio Hotel
4.0-star property

The Sarasota Modern, a Tribute Portfolio Hotel

Apr 21 - Apr 26

5 night stay

Boston (BOS) to Tampa (TPA)

Delta • Coach

Tampa (TPA) to Boston (BOS)

Southwest Airlines • Coach
Price was $1,584, price is now $1,092 per person
$1,092
per person
found 1 day ago
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Anna Maria Island premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel
3.0-star property

Kompose Boutique Hotel

9.2/10 Wonderful! (5,056 reviews)

Apr 22 - Apr 25

3 night stay

Philadelphia (PHL) to Tampa (TPA)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $867, price is now $648 per person
$648
per person
found 3 hours ago
Housekeeping everyday should be included The QR check in is annoying A/C makes noice and seems it was working but the room did not change temperature Room smelled muggy

Reviewed on Dec 15, 2025

Tropical Breeze Resort
3.0-star property

Tropical Breeze Resort

9/10 Wonderful! (1,001 reviews)

Apr 22 - Apr 25

3 night stay

Philadelphia (PHL) to Sarasota (SRQ)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,301, price is now $1,019 per person
$1,019
per person
found 3 hours ago
Muy tranquilo el lugar y limpio,seria genial incluir un microwave

Reviewed on Sep 6, 2025

Hilton Garden Inn Sarasota - Bradenton Airport
3.0-star property

Hilton Garden Inn Sarasota - Bradenton Airport

8.2/10 Very Good! (1,002 reviews)

Apr 22 - Apr 25

3 night stay

Philadelphia (PHL) to Tampa (TPA)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $842, price is now $662 per person
$662
per person
found 3 hours ago
Pleasant staff and nice room for the price.

Reviewed on May 27, 2025

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Anna Maria Island first class flight packages

Price found within the past 48 hours. Click for updated prices.
ChartHouse Clearwater Beach Marina Hotel
2.0-star property

ChartHouse Clearwater Beach Marina Hotel

9.6/10 Exceptional! (732 reviews)

Apr 9 - Apr 13

4 night stay

Boston (BOS) to Tampa (TPA)

American Airlines • Non-stop • FirstClass

Tampa (TPA) to Boston (BOS)

Spirit Airlines • Non-stop • FirstClass
Price was $1,425, price is now $1,081 per person
$1,081
per person
found 1 day ago
Clean, spacious room with a nice view. Best part was heated pool for kids as the weather was too cold for the beach.

Reviewed on Feb 15, 2026

The Avalon Club
4.0-star property

The Avalon Club

9.4/10 Exceptional! (481 reviews)

Apr 9 - Apr 13

4 night stay

Boston (BOS) to Tampa (TPA)

American Airlines • Non-stop • FirstClass

Tampa (TPA) to Boston (BOS)

Spirit Airlines • Non-stop • FirstClass
Save 100% on your flight
Price was $2,670, price is now $1,947 per person
$1,947
per person
found 1 day ago
You can walk to different restaurants. The only bad thing is that the bed in the master bedroom was not in good condition and the metal base was broken. I had to move to another room within the same unit.

Reviewed on Aug 17, 2025

RumFish Beach at TradeWinds
4.0-star property

RumFish Beach at TradeWinds

8.2/10 Very Good! (1,654 reviews)

Apr 9 - Apr 13

4 night stay

Boston (BOS) to Tampa (TPA)

American Airlines • Non-stop • FirstClass

Tampa (TPA) to Boston (BOS)

Spirit Airlines • Non-stop • FirstClass
Price was $1,649, price is now $1,283 per person
$1,283
per person
found 1 day ago
My wife and I travel a lot including international as well. So we have experience and stay in a lot of different hotels and this experience at RumFish is just average and I could have rates alot lower. the staff is friendly and courteous, but the room is just ok, not as nice and updated compared to other hetels I have stay in where is a 5-stars. However, what disappointed me the most is the amenities. I pay in full online on Orbitz, When I book the hotel and its list all the amenities that included, but when I check out, they charge me $185 for the amenities and taxes for 3nights stay. With all my stay over years at hotel, I have never been charge additional for the amenities. It just have included when you pay in full for your booking. So I was very shock and disappointed. I would recommended people to careful when booking at this hotel.

Reviewed on Jan 7, 2026

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Anna Maria Island

Save money on your flights to Anna Maria Island as well as on hotel and car packages.

 

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Frequently asked questions

How much is a flight to Anna Maria Island?
This week, prices fluctuated between $110 and $193 for a return flight to Anna Maria Island. One-way tickets originating from Philadelphia (PHL) dropped down to $46 during the same period.
How to book the cheapest flight to Anna Maria Island?
With some of the most competitive flight deals around, you're guaranteed value for money with Orbitz. The following suggestions will help you land cheap flights to Anna Maria Island — and leave you with more cash to splash:

  • Depending on your place of departure, choose the 'Nearby airports' function (located under the departure and arrival form fields). At times, alternative departure points offer better priced fares.
  • If you're flexible with your travel itinerary, click on the 'Show flexible dates' option. You'll see the flight deals for the days around your chosen departure. Ticket prices often vary depending on what day it is.
  • To refine your results, hit 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also choose whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • Once you've sorted out your travel dates, don't delay booking. Prices generally get more expensive as the departure date nears.
  • Consider bundling your hotels, flights and car rentals into a package with Orbitz to get more for your money.
  • Don't fly during the busy season if you can. By steering clear of summer, school vacations and other popular dates, you can save plenty on your airfare.

What is the best time to book a flight to Anna Maria Island?
Catch a bargain and secure your seats to Anna Maria Island in January. If you've missed this month, fear not. February and August often have affordable airfares as well. Just be careful you don't snooze on a sale — cheap flights appear and vanish in an instant!
What day of the week is the cheapest to book a flight to Anna Maria Island?
In general, Tuesdays, Wednesdays and Saturdays are the cheapest days to book flights to Anna Maria Island. If you're looking for the most competitive airfares, search across those days and you're likely to pick up a fantastic flight deal.
What is the cheapest day of the week to fly to Anna Maria Island?
Everybody enjoys saving money, so we recommend flying out early in the week for cheap flights to Anna Maria Island. Orbitz data from 2020 shows you can pick up the best prices on flights taking off on Mondays. Tuesdays are the next most affordable day, while Saturdays are likely to cost an arm and a leg. Many passengers like to start their vacation when the working week is over, so leave those Saturdays for catching up with friends.
What is the cheapest month to fly to Anna Maria Island?
You can jet for less in August. This is generally an excellent month to get on a plane if you're looking for cheap flights to Anna Maria Island, according to Orbitz data. The most expensive time to fly is June, so avoid this month if you're watching your pennies.
Which airlines allow free cancellation?
Flexibility is more important than ever, that's why Orbitz lets you search for carriers that won't slap you with a fee for any amendments. Add your departure and arrival destinations, then choose "Filter by flexible change policies." We'll show you options that include free cancellation within 24 hours of booking and no change fees.
What do I need for the flight to Anna Maria Island?
From onboard entertainment to travel necessities like noise-canceling headphones, there are a number of things a frequent flyer won't leave home without. To make sure you're organized for your flight, have a look at this helpful list:

  • Make sure you've packed your travel documents and some identification. For international journeys, you'll need your passport. When reserving your seats, always use the exact details written on your current ID.
  • A well-stocked carry-on bag is important for any medium-haul journey. With a few hours or more to kill, you'll need something to keep you busy on your trip. We suggest a good book (or trashy magazine), and something to nibble on.
  • Together, air conditioning and high altitudes make for a chilly environment. No matter what the season is in Anna Maria Island, carry an extra layer with you to keep nice and warm during the journey.

How many direct flights are there to Anna Maria Island?
Every month, there are 80 direct flights to Anna Maria Island. Take your pick of an impressive range of airline companies, including Southwest Airlines, Delta Air Lines and American Airlines. Other carriers that fly nonstop are Allegiant Air, United Airlines and JetBlue Airways.
How do I get cheap first-class/business deals to Anna Maria Island?
If you think a business or first-class ticket is beyond your reach, you may want to think again. Here are some top tips to help you pick up a premium flight to Anna Maria Island for a whole lot less:

  • Flexibility is key. By being open to a range of travel dates, you'll have a better chance of picking up a deal on business or first-class airfares.
  • Plenty of budget airlines nowadays have outstanding business-class seating that doesn't cost a bundle.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat at the front of the plane. You can also try upgrading with points earned through a loyalty scheme.

What is the best time to go to Anna Maria Island?
There's loads of fun to be had no matter what time of year you visit Anna Maria Island, but January, February and March are the busiest months. Like to fill your itinerary with plenty of warm-weather experiences? Plan your getaway around June 20. This is when summer starts in the Northern Hemisphere. Expect the mercury to span between 80 ºF and 90 ºF at this time of year.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.