$79 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 1/26. 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
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$132
Overall average: $186
Allegiant Air
Thu 1/8Thu 1/22
BOS - SRQ • Non-stop
Cheapest one-way
$79
Typical prices: $109-$243
Delta
Mon 1/26
BOS - SRQ • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Boston to Siesta Key (BOS-SRQ)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Siesta Key that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Siesta Key

Thu, Jan 8 - Thu, Jan 22
Allegiant Air Logo
10:28 am - 2:18 pm
BOS
-
SRQ
3h 50mnonstop
Allegiant Air Logo
6:31 am - 9:38 am
SRQ
-
BOS
3h 07mnonstop
$132Allegiant Air
Thu, Feb 5 - Sun, Feb 8
Allegiant Air Logo
10:28 am - 2:18 pm
BOS
-
SRQ
3h 50mnonstop
Allegiant Air Logo
6:31 am - 9:38 am
SRQ
-
BOS
3h 07mnonstop
$138Allegiant Air
Mon, Jan 26 - Fri, Jan 30
Delta Logo
11:20 am - 2:56 pm
BOS
-
SRQ
3h 36mnonstop
Delta Logo
3:37 pm - 6:49 pm
SRQ
-
BOS
3h 12mnonstop
$157Delta
Thu, Jan 29 - Sun, Feb 1
Allegiant Air Logo
10:28 am - 2:18 pm
BOS
-
SRQ
3h 50mnonstop
Allegiant Air Logo
6:31 am - 9:38 am
SRQ
-
BOS
3h 07mnonstop
$162Allegiant Air
Mon, Jan 26 - Mon, Feb 2
Delta Logo
11:20 am - 2:56 pm
BOS
-
SRQ
3h 36mnonstop
Delta Logo
7:23 pm - 1:04 am
SRQ
-
BOS
5h 41m1 stop
$167Delta
Wed, Jan 28 - Sun, Feb 1
Southwest Logo
9:35 am - 4:25 pm
BOS
-
SRQ
6h 50m1 stop
Southwest Logo
11:25 am - 6:00 pm
SRQ
-
BOS
6h 35m1 stop
$177Southwest
Sun, Jan 11 - Thu, Jan 15
Multiple Airlines Logo
10:15 am - 3:42 pm
BOS
-
SRQ
5h 27m1 stop
Multiple Airlines Logo
6:31 am - 9:38 am
SRQ
-
BOS
3h 07mnonstop
$178Multiple Airlines
Thu, Jan 29 - Tue, Feb 3
American Airlines Logo
7:00 am - 4:02 pm
BOS
-
SRQ
9h 02m2 stops
American Airlines Logo
11:32 am - 7:07 pm
SRQ
-
BOS
7h 35m1 stop
$182American Airlines
Thu, Jan 15 - Sun, Jan 18
Allegiant Air Logo
10:28 am - 2:18 pm
BOS
-
SRQ
3h 50mnonstop
Allegiant Air Logo
6:31 am - 9:38 am
SRQ
-
BOS
3h 07mnonstop
$185Allegiant Air
Thu, Jan 8 - Thu, Jan 22
American Airlines Logo
6:00 am - 4:02 pm
BOS
-
SRQ
10h 02m2 stops
American Airlines Logo
6:00 am - 12:58 pm
SRQ
-
BOS
6h 58m2 stops
$187American Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$79
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 19% 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 21m.

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

    5 direct flights run between Boston and Siesta Key on a daily basis. On average, there are about 37 departures each week.

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

    Consider leaving on a Sunday and avoid Mondays if you are looking for the best rates. For your return to Boston, you’ll find the best rates on Saturdays 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 Frontier for $37. Spirit Airlines offered a round-trip connection from $35 and Frontier from $39.

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 56 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 November, December and January. The cheapest month to fly is January.

Reviews of the 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.
7.9
SouthwestOverall score based on 4252 reviews
8.1Boarding
7.5Entertainment
7.0Food
8.0Comfort
8.6Crew
Airline reviews

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

10.0 ExcellentAnonymous, Dec 2025
LAX - SFO
Read more Southwest reviews

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

My issue was with TSA agents for delta airlines. My luggage got flagged. The agent was going thru another persons first. He took 20 min to go thru hers. I asked them to bring mine closer so I could sit down . They said you can go sit it will be fine. I said I am supposed to keep my eyes on my bags at all times. The agent was meticulously unwrapping 2 gifts that the lady had and then tried to re warp it. He was trying to be kind i get it but 20 min for me to stand watching him do that was ridiculous. It was 6 am and there were a ton of travelers. Mine was flagged for some air packed tea that I bought in Turkey. My previous delta flight and 2 others before didn’t flag it. Consistency would be nice. Also on the flight the window shades were down for take off and landing - I thought that was very odd I thought they had to remain open for take off and landing.

The flight was an hour and a half late departing which was inconvenient

The flight was great. The gate location was way to far away!!!

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

Only issue was with seating. The economy fare we purchased did say there was no guarantee the three people in our party would be seated together, and we were not. At the gate, the agent told us more specifically, the fare we purchased meant we would be seated in middle seats only. This should just be made more obvious.

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Delays to take off and to leave the plane after landing added a lot of time to this flight.

It was a red eye flight, so no meals were provided, but it was fine with snacks. The seats felt cramped and almost too narrow.

We didn't take off until an hour after we boarded.

Wish they had the seat-back video screens for watching movies or playing games.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

You get what you pay for with JetBlue. Every little thing costs more, you are nickel and dimed until the end. Entertainment doesn’t function. Flight attendants do the bare minimum.

Communication since no reason or explanation was given for 3 hrs delay

Clean, friendly, roomy. But check-in from the phone link was terrible. Repeated attempts wouldn’t save at the final step. Just kept spinning! It was very frustrating. Finally, I used the app (vs website link) to check-in which worked very smoothly on the first attempt.

Check in on the web portal was cumbersome! After several attempts I finally got the boarding pass.

Excellent flight and even arrived 23 min early. No entertainment , or wi fi on board, but I downloaded a couple of movies beforehand which kept me entertained. Really like flying Allegiant airlines.

WE were delayed about an hour and never any communications from the employees working the gate. We also were moved to a total of three gates.

I love how they show love to their customers and care about them too.

I liked how when I got on board how fast we ended up taking off but what I truly disliked was how uncomfortable the seats were. There was truly never a time that I could ever get comfortable during both of my flights. The seats could get away during shorter flights but flights 3 hour plus makes it hard to enjoy.

The crew was great and the flight was very smooth. Can’t really judge food since I did not get any because it costs money. The seat was comfortable for what we bought. Thanks!

Crew was great. No entertainment and food and beverage was for purchase only, even water

It was canceled. The flight wasn’t rescheduled, everyone had to figure out their own new arrangements. They said we would get refunded our original fare and receive an additional $150. We received links for $100 only and they expired before we could activate them.

The plane had originated in Las Vegas at 6:30 in the morning and flew to Moline where we boarded. The flight left around 12:30 PM and there were no boxed snacks available and many of the alcoholic beverages were unavailable. I would find it hard to believe that that many of the passengers coming from Las Vegas at 6:30 in the morning, drank and ate that much of the items. I can only come to the conclusion that someone failed to stock the plane for the round-trip. This is a huge revenue failure for the airline and disappointment for the passengers. The flight crew did not seem happy to be there and did not engage with passengers. Allegiant you can do better.

Everything you need to know for your flight from Boston to Siesta Key

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