$61 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 6/1. 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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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$141
Typical prices: $322-$207
Allegiant Air
Fri 5/1Fri 5/8
BOS - SRQ • Non-stop
Cheapest one-way
$61
Typical prices: $98-$258
Allegiant Air
Mon 6/1
BOS - SRQ • Non-stop
Arrival airport
You can't fly directly to Siesta Key. It is served by Sarasota (SRQ), located 8.8 miles from Siesta Key.
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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

Fri, May 1 - Fri, May 8
Allegiant Air Logo
11:33 am - 2:51 pm
BOS
-
SRQ
3h 18mnonstop
Allegiant Air Logo
7:31 am - 10:43 am
SRQ
-
BOS
3h 12mnonstop
$141Allegiant Air
Fri, Jun 5 - Mon, Jun 8
Allegiant Air Logo
12:33 pm - 3:43 pm
BOS
-
SRQ
3h 10mnonstop
Allegiant Air Logo
8:30 am - 11:43 am
SRQ
-
BOS
3h 13mnonstop
$142Allegiant Air
Fri, May 15 - Fri, May 29
Allegiant Air Logo
11:33 am - 2:51 pm
BOS
-
SRQ
3h 18mnonstop
Allegiant Air Logo
7:31 am - 10:37 am
SRQ
-
BOS
3h 06mnonstop
$143Allegiant Air
Mon, May 11 - Fri, May 29
Allegiant Air Logo
11:33 am - 2:51 pm
BOS
-
SRQ
3h 18mnonstop
Allegiant Air Logo
7:31 am - 10:37 am
SRQ
-
BOS
3h 06mnonstop
$144Allegiant Air
Fri, May 29 - Mon, Jun 1
Allegiant Air Logo
11:27 am - 2:47 pm
BOS
-
SRQ
3h 20mnonstop
Allegiant Air Logo
7:31 am - 10:37 am
SRQ
-
BOS
3h 06mnonstop
$147Allegiant Air
Mon, May 11 - Mon, May 18
Allegiant Air Logo
11:33 am - 2:51 pm
BOS
-
SRQ
3h 18mnonstop
Allegiant Air Logo
7:31 am - 10:43 am
SRQ
-
BOS
3h 12mnonstop
$152Allegiant Air
Fri, May 29 - Mon, Jun 1
Allegiant Air Logo
11:27 am - 2:47 pm
BOS
-
SRQ
3h 20mnonstop
Allegiant Air Logo
7:31 am - 10:37 am
SRQ
-
BOS
3h 06mnonstop
$153Allegiant Air
Fri, May 29 - Mon, Jun 1
Allegiant Air Logo
11:27 am - 2:47 pm
BOS
-
SRQ
3h 20mnonstop
Allegiant Air Logo
7:31 am - 10:37 am
SRQ
-
BOS
3h 06mnonstop
$156Allegiant Air
Fri, May 15 - Fri, May 29
Allegiant Air Logo
11:33 am - 2:51 pm
BOS
-
SRQ
3h 18mnonstop
Allegiant Air Logo
7:31 am - 10:37 am
SRQ
-
BOS
3h 06mnonstop
$157Allegiant Air
Mon, Jun 1 - Mon, Jun 8
Allegiant Air Logo
11:27 am - 2:47 pm
BOS
-
SRQ
3h 20mnonstop
Allegiant Air Logo
8:30 am - 11:43 am
SRQ
-
BOS
3h 13mnonstop
$158Allegiant Air
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$61
Best time to beat the crowds with an average 36% 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 18m.

  • 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 51 departures each week.

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

    Consider leaving on a Saturday and avoid Tuesdays 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 Mondays.

  • 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 $56. Frontier offered a round-trip connection from $64 and Allegiant Air from $67.

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 51 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.

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.
8.0
SouthwestOverall score based on 4331 reviews
7.5Entertainment
8.6Crew
8.1Boarding
8.0Comfort
7.0Food
Airline reviews

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

4.0 OkayDavid, Apr 2026
COS - DAL
Read more Southwest reviews

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

The seat was not comfortable. 1D. My back was sore all night and the next day.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Great flight from Seattle to Phoenix and to Chicago-Midway from Phoenix

The new boarding process was easy and straightforward. Very pleasant.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

It was as expected and I was grateful for the wheel chair help and ease of use.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Pilots lied about waiting on “paperwork”. Sat in the plane for over an hour, waiting on some papers to be printed according to the pilot and then all of a sudden he says good news maintenance is finally on their way. Maybe they can fix it before we get our paperwork. Ended up missing my connection in LaGuardia and as a result, had a fly home to Lexington instead of the Louisville airport. Then paid $100 to uber to Louisville since it was midnight by the time I got in. I wish they would just be transparent with passengers sometimes and not try to beat around the bush on why things are delayed.

One of the flight attendants was a little cranky. I appreciated the free wifi and plug to charge my laptop

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

The flight was smooth, the crew was great but the plane was quite old

N Everything was perfect from boarding to assistance to baggage in Tampa

The flight was delayed 90 minutes The Gate was wrong The Restroom on Aircraft was not clean There was a half used water bottle in my seat

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

The whole experience was excellent. As it most often is with Delta

just had water and there was plenty of leg & seat room. But then i don't weight 220#s!!

Not totally their fault- screaming kids that had zero parent intervention.

It was cold on the flight. The crew was very pleasant. I didn't order any food. We were delayed due to Captain waiting on maintenance log. He kept us informed though. The flight itself was smooth. I would definitely fly with Allegiant again!

I had a fantastic experience with Allegiant. I had wheelchair assistance and they helped me find my luggage and brought me to my car. Even loaded my luggage. Wonderful service!! Thank you Allegiant!

Superb. Staff great. Great flight. As with other airlines, seating too tight and restrictive.

There is not one likable thing about this airline. It’s starts with the deceptive pricing and continues through the whole flight. The worst staff I’ve ever experienced way over priced bags absolutely no food or drink (unacceptable and you should be embarrassed) the seats are cramped and uncomfortable there is no entertainment there is nothing about this trash airline that constitutes any amount of money. It’s worse than spirit and way more expensive it is disgraceful. Do not travel with Allegiant I repeat do not bother no matter what they say the price is it is never ever going to be the right choice I’m mind blown at how awful the entire experience was I’m embarrassed that I chose so poorly I cannot reiterate enough how beyond horrible this company and its staff are, not one person on this flight or at the airport is qualified to sweep up trash on a city sidewalk they should certainly never be given any job that requires a brain or manners or communication with human beings, what a disgrace to the human race. Your criminal chiselers and should be put out to pasture

Great flight. Friendly staff. Free snacks and drinks would be nice. I would love fewer taxes and fees added on.

My 90 year old father flew with me. He needed wheel chair assistance and is nearly deaf. The staff was amazing with him.

It was fine. Nobody was outstandingly friendly but no one was rude and everything was smooth . The captain thanked us for flying but no one greeted me as I walked on the plane or as I exited which is the least they could do lol

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.

My experience with Jet Blue was wonderful. My experience with Kayak sucked and will never use again.

We were delayed and had to circle due to weather and had to divert for fuel. While I understand that you can’t control the weather I would have appreciated knowing that the crew wasn’t going to run out of hours and then having to spend the night in the Raleigh airport.

Messy plane that was falling apart Small screens that didn't work

I specifically choose not to check bags to ensure I can proceed directly to ground transportation upon arrival. However, due to a recurring lack of cabin space, I was again forced to gate-check my rolling luggage after going through my luggage to take out electronics and batteries. This practice unilaterally changes the service agreement made at the time of purchase. JetBlue needs to find a better way to manage overhead space that honors the carry-on baggage allowance.

Flight was good wish there were more snacks options for such a long flight but stewardesses were very pleasant as was flight crew.

Absolutely horrible. Flight was delayed 4 hours and they had no clue what was going on.

My check in was stressful. I somehow lost my seat from my original booking, the plane showed no availability/no seat when it was time to check-in. I called and was instructed to try to get a seat at the airport. I asked if it was a full flight and the travel agent said the site showed some seating but was not able to secure one for me. Why not? On my way to the airport the app finally revealed one available seat towards the back of the aircraft that I was able to book. It ended up being an overbooked flight, so glad I wasn't stuck.

Both flights were significantly delayed. The flight experience itself was great.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

Because of weather and mechanical issues our flight was 4 hours late. The only compensation offered to us was a meal voucher to be used only at Boston Airport and only on the day issued. But by the time it was offered to us all the restaurants were closed, so there was no way to use that offer.

Early departure meant on time arrival. Only real problem was free internet had issues, although chatting with the internet help desk (you can do this via aainflight.com) got the issue resolved.

I was able to get the AA customer Service desk to put me on an earlier flight without any issues.

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

Incoming flight was delayed, delaying boarding. It then took 30 mins to take off. Took 20 mins to get to a gate because they changed the gate last minute, crew weren’t ready so there was no one staffed to work the jet bridge. Boarding was so disorganized as is usual with American because everyone just stands around the gate regardless of boarding group.

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

Tv screens and movie selection v good. Friendly staff. They were really worried about max capacity and room for carryons. That is never fun but i had no problem finding space when I boarded.

I would have liked vegetarian and gluten free options for evening dinner time flight. I would have like a pillow on the international overnight flight . The veg wrap and oaten desert on the international flight was good

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

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