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Find cheap flights from Boston to Siesta Key from $64

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 5/27. 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.
1 adult
0 bags
Fri 6/7
Fri 6/14

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Good to know

Low season

July

High season

April

Cheapest flight

$64
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 35% 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 25m.

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

    3 direct flights run between Boston and Siesta Key on a daily basis. On average, there are about 21 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 Sundays if you are looking for the best rates. For your return to Boston, you’ll find the best rates on Mondays and the most expensive ones on Tuesdays.

  • 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 Allegiant Air for $64. Allegiant Air offered a round-trip connection from $137 and JetBlue from $177.

See more FAQs

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 22 days before departure, on average.
  • Book at least 1 week 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 10789 reviews
8.0Entertainment
8.2Boarding
8.6Crew
7.4Food
7.9Comfort
Airline reviews

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.

8.0 ExcellentEric, May 2024BOS - CUN
Read more about Delta reviews

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.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

They did a fine job. Can't wait to use Delta in the future.

Seat back monitors and outlets were dead and not working.

The experience was good and the flight departed on time and landed early

The flight was delayed but we got to our final destination.

Seats in first class on the E175 recline too far back. I was in 2A, and the man in 1A fully reclined almost the entire flight. It took 6-7 inches of space away from me and made it very difficult to work on my laptop.

public website still broken for years randomly blocking browsers with privacy options active after loading a page maybe once. check-in on laptop was almost impossible but eventually randomly worked. had to print pass at airport since couldn't get back in to load digital pass on mobile firefox or chrome. red eye flight so smooth onboarding, plenty of room to spread out, easy offboarding. onboard wifi instructions mention vpn can cause problems connecting but fails to also mention private dns. no printed or built in menu list, seems weird to require personal device to point at qr code link for menu which does not even allow direct ordering. people with health condition risk related dietary restrictions trying to avoid for example cholesterol and sugar are left guessing what they can order either way without nutritional info highlights (cranberry juice was minute maid cocktail with as much suger as typical can of soda). tap to pay wasn't working and always seems sketchy to manually enter card info. good movie variety, so limited tv was okay.

Mario was great. Made a night flight on a small aircraft pleasant and memorable.

I had back trouble prior to my flight and everyone was great about helping me.

My tv was broken on the flight which is disappointing when you pay for a seat and expect a service

Always delays from Boston to Salt lake but this time was very long. Don’t understand while they board the passengers and then make them sit in the plane

Service for food to our seat was a bit slow. Snack choices were just pretzels or baked chips. My seat cushion was not attached. Other than Barbie, video choice were not very good or current.

After we landed, we were held on the plane for 30 minutes. There was no one at the gate once we landed and we forced to sit on a plan that had already over an hour delayed.

almost 4 hour delay as they over booked and had to wait for 8-10 volunteers to agree to travel next day.

Old plane. No outlets for laptop or phone. Seats worn out. Area around seat dirty.

I loved the flight and the crew. It was comfortable and smooth.

The crew was openly hostile and condescending to the customers. They spent the majority of that time in the rear talking and seemed really agitated when people asked questions. I heard five different people told that the information they requested was in the handout or safety brief.

ticketing issues caused many customers to have to go back to check in after waiting in security, then go through security line again.

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.

Gate agent asked if I could switch seats so a family could sit together. Agent moved me to a seat in the front of the plane, no charge. It was easy. The agent did a great job.

Great seat space. However food and drink prices outrageous. Jabbing to pay for a carry on bag or stuck paying at the gate too much.

Every Allegiant Air flight I've ever taken has been delayed. This flight was delayed a full 2 hours. It was excuse after excuse after excuse. It was a flight from southern Florida. They made us board the plane on time, but made us wait for 2 hours on the tarmac. Because the engines were kept shut off, so was the air conditioning. One can only imagine how hot the air was in the cabin over those 2 hours on the tarmac, while in the hot Florida sun. Just terrible.

Actually, for the price, I'm willing to put up with a little discomfort (upright chairs) and at times inconveniences (like any airline), lack of entertainment (I can bring my own). My flight was non stop and smooth. I would fly this route again.

The flight was delayed 6 hours and we were only offered an $8 food credit. My husband stood in line to get the credit for 45 minutes and when he got close to the end of the line the computers went down.

Worst ever! Flight cancelled supposedly for weather even though we k ow of many others who flew into Bangor same time no problem. At the airport there was no customer service at all just refund and no possibility of rebook for 3-4 days. Aweful won’t fly with them again!!

It’s a budget airline so adjust expectations accordingly. Nothing is without a fee but such is necessary for tickets to remain so affordable.

No complaints. It’s a budget airline so can’t expect any frills.

My TSA number was missing from my ticket which shouldn’t have happened since it’s in my file. The on board flight attendant who was a male, did not want to help me put my luggage in the overhead bin and made a very rude comment and was very unpleasant. The good… the woman who fixed my ticket with the TSA number was excellent and I had extra legroom which was perfect.

Our original business class flight was cancelled so we not only downgraded but we were also spread out across the plane not sitting together in separate middle seats. My poor kids were scared and couldn’t see me on the flight and the crew wasn’t sensitive to the situation and what the airlines did to us. Very dissatisfied with United airlines.

There was a group of school age passengers that were very loud and unruly with their chaperones were no where to be found.

flight delays, staff only communicating when pushed, food service lasting a grand total of 7 minutes, stuck in seat from 45mins into flight until landing

I liked everything about the flight. The service was excellent!

Delayed a day due to snow storm. Was upgraded. That kind of made up for significant delays from FLL to COS with no compensation or acknowledgement.

The crew were really great, but the 4 hour delay in small chunks was the worst.

Everything was very good. Boarding and takeoff were on time and organized. Had a good flight

Other than the two hour delay, it was fine. Of course they were very professional and kept us informed throughout the whole delay..

Good. The wife was not working but then it got resolved.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

Use planes with TVs on flights over 4 hours. The free entertainment was a cheap in between solution for a very long flight that you don't even bother providing meals or decent snacks.

Flight was cancelled had to move to another gate late again no internet paid for the month and never can use it waste of money

Flight delayed over an over all day until it cancelled at 1:30am. Would not repeatedly delay that late. Offer hotel rooms and rebook early. Very difficult for families with small children

It was a good flight. Of course it was full, but it went well.

We sat on the plane for 1 hour because the airline was short handed could not be unloading.

We are gluten free, there were not any available complimentary gluten free options.

Flight delayed 3 times. We were directed to go to a gate across from our gate. The plane wasn't there yet so we had to wait for it to arrive, then deplane everyone and then wait again for the plane to be cleaned. After 45 minuites we were allowed on the plane. The first plane had mechanical issues. The 2nd plane must have had bathroom issues because we did not have any food service whatsoever. No snack or beverage. That made for a long time not to have anything considering that we had just made it to the original gate and we had no time to stop to get food or a drink. Then we didn't want to leave the gate to get food because we wouldn't know how much longer the delay would be. Then the next gate change. Had we been told that the total time would have been aprox 45 min later we would have left to get food and a beverage. We had to wait again for the okay to the pilot to take off so we were on the runway for another 20 min. Overall, we were delayed over 2 hours which felt like 4 hours.

Lots of weather delays that were poorly communicated and managed. I get there are weather delays but they didn’t make it clear what was happening or comfortable on the plane

Me and my husband experienced very bad in American Airlines. We missed our flight going to Doha. The American Airlines was delayed we arrived already 10:27pm. Supposed to be 9:40 pm. So what they did they rebooked our flight and they gave us a hotel. When we arrived at the hotel the front desk said it was fully booked already. Oh my gosh! I said why did you accept the booking if it's fully booked. The guy said that's American Airlines they just book even it's already full. That's 2am already, we have nothing to do so, we decided to go another hotel. We pay the room, food and taxi. Pls give an action on this matter. Refund our expenses and give us more compensation. Not only our room, food, taxi but also our efforts, tiredness looking for a room that can accommodate us.

Horrible. Flight was delayed and very bumpy. I was super unhappy

Book cheap flights from Boston to Siesta Key

Recent round-trip flight deals

5/31Fri
nonstopAllegiant Air
3h 26mBOS-SRQ
6/3Mon
nonstopAllegiant Air
3h 14mSRQ-BOS
$137
7/26Fri
nonstopAllegiant Air
3h 29mBOS-SRQ
7/29Mon
nonstopAllegiant Air
3h 08mSRQ-BOS
$142
6/5Wed
nonstopJetBlue
3h 34mBOS-SRQ
6/12Wed
nonstopJetBlue
3h 12mSRQ-BOS
$177
6/5Wed
1 stopJetBlue
6h 49mBOS-SRQ
6/12Wed
nonstopJetBlue
3h 12mSRQ-BOS
$186
5/26Sun
1 stopAmerican Airlines
6h 42mBOS-SRQ
5/30Thu
1 stopAmerican Airlines
5h 40mSRQ-BOS
$193
5/31Fri
1 stopAmerican Airlines
5h 55mBOS-SRQ
6/4Tue
1 stopAmerican Airlines
5h 40mSRQ-BOS
$194
9/23Mon
1 stopDelta
5h 37mBOS-SRQ
9/25Wed
1 stopDelta
5h 50mSRQ-BOS
$222
5/30Thu
1 stopDelta
5h 32mBOS-SRQ
6/4Tue
1 stopDelta
5h 33mSRQ-BOS
$226
5/19Sun
1 stopUnited Airlines
5h 46mBOS-SRQ
5/23Thu
1 stopUnited Airlines
7h 03mSRQ-BOS
$246
5/18Sat
1 stopUnited Airlines
8h 10mBOS-SRQ
5/23Thu
1 stopUnited Airlines
7h 03mSRQ-BOS
$296

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Recent one-way flight deals

5/27Mon
nonstopAllegiant Air
3h 26mBOS-SRQ
$64
5/30Thu
1 stopFrontier
7h 21mBOS-SRQ
$72
5/26Sun
nonstopJetBlue
3h 34mBOS-SRQ
$89
5/26Sun
1 stopAmerican Airlines
7h 01mBOS-SRQ
$97
5/27Mon
1 stopJetBlue
6h 49mBOS-SRQ
$98
10/2Wed
1 stopUnited Airlines
7h 03mBOS-SRQ
$99
5/26Sun
2 stopsAmerican Airlines
7h 20mBOS-SRQ
$103
5/25Sat
1 stopDelta
7h 35mBOS-SRQ
$113
7/4Thu
1 stopDelta
5h 08mBOS-SRQ
$128
10/2Wed
1 stopUnited Airlines
9h 02mBOS-SRQ
$139

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Last minute flights from Boston to Siesta Key

Last minute flight, train and bus deals

5/13Mon
nonstopAllegiant Air
3h 25mBOS-SRQ
5/31Fri
nonstopAllegiant Air
3h 14mSRQ-BOS
$207
5/13Mon
nonstopAllegiant Air
3h 25mBOS-SRQ
5/17Fri
nonstopAllegiant Air
3h 14mSRQ-BOS
$245
5/13Mon
nonstop
3h 25mBOS-SRQ
5/31Fri
multi-stop
23h 02mSRQ-BOS
$262
5/13Mon
multi-stopAmerican Airlines
7h 19mBOS-SRQ
5/31Fri
multi-stopAmerican Airlines
5h 40mSRQ-BOS
$279
5/13Mon
multi-stopAmerican Airlines
5h 32mBOS-SRQ
5/15Wed
multi-stopAmerican Airlines
5h 40mSRQ-BOS
$293
5/13Mon
nonstopJetBlue
3h 34mBOS-SRQ
5/25Sat
multi-stopJetBlue
5h 26mSRQ-BOS
$372
5/13Mon
nonstopJetBlue
3h 34mBOS-SRQ
5/15Wed
multi-stopJetBlue
7h 56mSRQ-BOS
$412
5/13Mon
multi-stopDelta
5h 34mBOS-SRQ
5/28Tue
multi-stopDelta
5h 33mSRQ-BOS
$476
5/9Thu
multi-stopUnited Airlines
9h 40mBOS-SRQ
5/12Sun
multi-stopUnited Airlines
6h 41mSRQ-BOS
$525
5/13Mon
multi-stopDelta
5h 05mBOS-SRQ
5/25Sat
multi-stopDelta
5h 33mSRQ-BOS
$736

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