$54 Find Cheap Flights from Boston to Siesta Key

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Siesta Key departing on 1/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Good to know

Low season

July

High season

April

Cheapest flight

$54
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 42% increase in price.
Flight from Boston to Sarasota

When to book flights from Boston to Siesta Key

Are your dates flexible? Find out the best times to travel from Boston to Siesta Key based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Boston to Siesta Key

  • Which airports will I be using when flying from Boston to Siesta Key?

    When flying out of Boston you’ll be using Boston Logan Intl. Siesta Key does not have its own airport so you’ll be flying into nearby Sarasota Bradenton Intl airport, which is 8.8 mi away.

  • How long does a flight from Boston to Siesta Key take?

    Direct flights cover the 1,220 miles separating Boston and Siesta Key in about 3h 05m.

  • How many flights are there between Boston and Siesta Key?

    7 direct flights run between Boston and Siesta Key on a daily basis. On average, there are about 49 departures each week.

  • What’s the cheapest day of the week to fly between Boston and Siesta Key?

    Consider leaving on a Friday and avoid Thursdays if you are looking for the best rates. For your return to Boston, you’ll find the best rates on Fridays and the most expensive ones on Thursdays.

  • How does KAYAK find such low prices on flights from Boston to Siesta Key?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Siesta Key.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Siesta Key?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Siesta Key from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Siesta Key?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Siesta Key with an airline and back to Boston with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Siesta Key?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Siesta Key from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Boston to Siesta Key?

    In the last 72 hours, the cheapest one-way ticket between Boston and Siesta Key found on KAYAK was with Frontier for $54. Allegiant Air offered a round-trip connection from $94 and JetBlue from $137.

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Top tips for finding cheap flights from Boston to Siesta Key

  • There is no airport in Siesta Key. Instead, you’ll be flying into Sarasota Bradenton Intl Airport when flying between Boston and Siesta Key.
  • The cheapest flight from Boston to Siesta Key was found 62 days before departure, on average.
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be March, April and May. The cheapest month to fly is September.
See more tips

Top 5 airlines serving Boston to Siesta Key

Need help choosing which airline to fly with from Boston to Siesta Key? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 8540 reviews
8.6Crew
8.0Comfort
8.2Boarding
7.9Entertainment
7.3Food
Airline reviews

Other then mechanical/ computer problem and 3.5 hours flight delay the flight was great. I guess that what happened when you fly an old airplane now a day.

10.0 ExcellentNick, Dec 2024SEA - TPA
Read more Delta reviews

Other then mechanical/ computer problem and 3.5 hours flight delay the flight was great. I guess that what happened when you fly an old airplane now a day.

Logan airport construction meant that boarding was chaotic crowded and delayed

Don't waste your money or points on first class. Delta first class is a joke. The seats were rickety, the food was awful, and nothing worked, wifi, my light, the power plug - and it was dirty - the fold out table was gross. For 2-3 hours, tough it out in Economy.

Flight was changed from departing from Boston to departing from Detroit.

Loyal Delta traveler, but last nights flight was a train wreck. Seated in 1B after multiple delays. Then we couldn’t takeoff because of an issue with the passenger that was ‘not in compliance’ and had to deplane along with the threat if they did not deplane, all the passengers would be required to do so. Finally they were escorted off, but the experience threw off the crew. Disruptive for everyone. Service was a mess, televisions didn’t work, bathroom door kept swinging open during the entire flight whenever empty …

My flight was cancelled twice and the third time I tried to rebook it online I cancelled the flight because it looked like I would get a refund to my credit card. Instead I now have a credit. I was also on hold for three hours waiting for a representative and then disconnected. I will never fly delta again.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Overall was excellent. Will definitely us JetBlue in the future.

The best flight I’ve had in a while. The plane was like 25% capacity, if that. Smoothest boarding and deplaning process I’ve ever experienced. Wish all flights were this smooth.

Like the space, did not like the snack options, there was no power outlet in seats, no entertainment, no flyfi.

Traveling with JetBlue from NYC was convenient as accessing JFK airport was straightforward via the LIRR to the AirTrain. Maneuvering through the terminal was hassle-free, which was a pleasant start to the journey. However, the flight experience itself left much to be desired. The seating arrangement was notably uncomfortable; despite securing a window seat, space felt cramped. This was exacerbated by the middle seat passenger encroaching on my area, which made the flight less enjoyable. Additionally, while the in-flight entertainment system initially seemed like a reprieve, the sound outlet on my seat was inoperable. This issue turned what could have been a manageable three-hour flight into a rather tedious ordeal, as I was unable to use the entertainment system effectively. While JetBlue provided a smooth process in terms of airport logistics, the on-board experience highlighted areas in need of improvement, particularly in terms of comfort and entertainment system maintenance.

The flight crew that we had in our section may have been tired or something. I asked the flight attendant about my son’s screen not working and she spoke down to me like I was stupid. He still had no working screen throughout his flight. The other members had no personality and seemed like they were annoyed when you asked them for something. Definitely took a hit for simple things on my JB experience.

I volunteered to let them put my carry on suitcase in the baggage storage area. But when we landed I was told it was being unloaded IN A DIFFERENT TERMINAL! I had to walk (painful for me) a long way to retrieve my bag and my ride had to move from the waiting area they were in to a totally different one. Not happy.

Som delays but overall we almost made it on the original time.

They put me on a chair in between two men, one overweight who was almost falling on top of me, and the other was even uncomfortable because I was half falling because of what the other was pushing me. I stayed with. my feet were swollen from fluid retention and from being unable to accommodate myself. it was very uncomfortable. I asked for help but they told me that the flight was full and they couldn't help me. I got off the plane almost unable to walk due to the inflammation. and then at FLL airport I asked for help because I couldn't go to my next flight, which was a connection.

Overall fine but both ways for this trip was delayed.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

Received an email the night before showing that there would be seatback entertainment on our flight. We get on and there was no seatback entertainment. And then it was a scramble to try to set up the iPads for the kids before takeoff so they could watch something for the four hour flight.

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

Boarding always seems a bit chaotic. Seat spacing could leave more for leg room.

First class felt like economy, seats were horrible, food was horrible, staff inattentive

Not the best. Mean. Didn’t give any value to me being a united silver member and lots of attitude.

EVen warmer in the plane it think it was 24+ degrees

Good flight. On time. Boarding and seating was easy. Crew were really friendly, yet professional. Bathroom (by cockpit) was small but serviceable. Some the seats were showing some notable wear & tear, but were comfy. Very happy UA customer. TY! 🤛🏽💗

Wish movie and music choices changed more often. Mostly same from a month or two ago when I last flew.

Overall, it was a good experience. Boarding was good and there was plenty of overhead bin space for everyone’s carryons (even when we boarded toward the end). Only improvement would be to offer trash service more regularly.

Terrible. Still have not received the refund from them. They sent it to some account that I don't even know. Spoke with costumer service and they are unable to help.

I didn’t like it at all. I miss my second flight because of the delay on Allegiant Air now I m stuck in MCO.

Good, but a bit late on take off after loading. Don't like charging for carry ons!

First time flying with them and will definitely fly again in the future. Crew was so nice and friendly, fought was seamless. They are simple planes, no entertainment, but it’s fine for a short flight or if you have personal devices Rates are competitive, and they did so well with keeping the flight on time after a tropical storm, where other airlines had delays and cancellations.

They boarded passengers that sat in the back of the plane first, making boarding very efficient.

I didn't even take this flight. My plans changed and I couldn't get ahold of customer service and the website kept breaking down during the attempt to change the flight. I wound up taking another airline entirely and eating the cost.

The worst flying experience ever 3 delays. No accommodations. Had to deboard the plane after being delayed.

Posted a 20minute delay but didn’t delay at all. Caused boarding issues and confusion. Also, didn’t release baggage. Took over an hour and 20 minutes to get luggage.

Flight was good, boarding was a breeze, flight attendants were friendly and professional. There was a medical issue with another passenger and the crew handled it in a calm and professional way.

The net issue I had was with the gate agent. We had added a carryon to our boarding pass when we checked bags. When I got to the boarding gate the agent was rude asking why I had a backpack - I said I added it - even had an orange tag on it. She ripped my tag off and swung her monitor around to show me how she was right- saying it isn’t wasn’t listed - only a checked bag. I explained again that I wasn’t sure what the issue was but I wouldn’t have an orange tag if I hadn’t added it. Then she finally checked my husband’s boarding pass and found that the agent at checkin had added my carryon to his boarding pass instead of mine. She sent me on my way without my orange tag. Was a bit embarrassing for me the tone she used with me assuming I was trying to get away with something.

Very mediocre greeting as we boarded, and the lead flight attendant accent was almost unrecognizable. He joked around a lot, while trying to give the safety demonstration, but did not succeed. My wife’s row was completely missed for beverages and the lead flight attendant didn’t even know that our row was Main cabin and able to have beverages at no charge. We are platinum, 2,000,000 miles on American Airlines and this was not a stellar crew.

The flight got canceled last minute with no explanation or refund, I had to rebook for a different day

from Boston to Washington was good but return to Boston was terrible, Gate was changed and plane was so uncomfortable, I thought it would crash 🙈🤦‍♀️ also when I showed my bording pass they didn't know where to send me and finally gave me direction and at the plane they said to find free seat somewhere😬🤦‍♀️🫣

Two issues. The plane was old and dirty. The armrest looked like an old car that had the vinyl rubbed off. The Seats in these aircraft are about as hard and uncomfortable. I want to tour Italy for a month and I want to buy a one-way ticket to Thailand but I will not sit in the seats these planes have. It is seriously stupid how hard they are.

The flight left a bit late, but arrived close to time expected…With the flight being close to full the crew did well serving drinks to all in a very timely fashion. The flight was a pleasure…

Check bag location is full of rude employees who are unwilling to assist with issues after talking to AA on the phone and relaying messages. The boarding was good. While on the flight it got really hot. Asked flight attendant if there’s a way to drop the temp and make it more comfortable as we are flying from DC to Miami so flying from cold to hot weather. No changes made. Stayed hot and uncomfortable on the plane. When asked again about the AC being down the flight attendant said no the WiFi was down but not the AC. I mentioned it was still hot. No changes.

There was a delay that affected all passengers with connecting flights.

Overall flight was as expected. It would have been better with a couple options for snack instead of only one item and if there was a TV or music as option. But overall satisfied.

Missed our connector because our first flight was delayed, it was a miracle that we managed to get a second flight. Luggage was lost. People were rude. Flight was delayed and overbooked. Terrible experience. Worst flight I’ve ever had out of hundreds of domestic and international flights. I’ve been on a more comfortable 20 hour flight from Guam than the two hours it took NC TO FL.

Great flight from Charlotte to Orlando. In flight wifi and entertainment was not working til 25 minutes were left in the flight would be my only complaint.

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