$87 Find Cheap Flights from Boston to Siesta Key - Compare and Save

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 8/21. 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
$121
Typical prices: $166-$403
Allegiant Air
Mon 1/18Mon 2/1
BOS - SRQ • Non-stop
Cheapest one-way
$87
Typical prices: $98-$198
Allegiant Air
Fri 8/21
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

Mon, Jan 18 - Mon, Feb 1
Allegiant Air Logo
10:57 am - 2:48 pm
BOS
-
SRQ
3h 51mnonstop
Allegiant Air Logo
7:01 am - 10:07 am
SRQ
-
BOS
3h 06mnonstop
$121Allegiant Air
Fri, Dec 11 - Mon, Dec 14
Allegiant Air Logo
12:01 pm - 3:41 pm
BOS
-
SRQ
3h 40mnonstop
Allegiant Air Logo
8:06 am - 11:11 am
SRQ
-
BOS
3h 05mnonstop
$129Allegiant Air
Fri, Aug 28 - Mon, Aug 31
Multiple Airlines Logo
12:58 pm - 4:20 pm
BOS
-
SRQ
3h 22mnonstop
Multiple Airlines Logo
8:15 pm - 11:28 pm
SRQ
-
BOS
3h 13mnonstop
$194Multiple Airlines
Fri, Aug 28 - Mon, Aug 31
Multiple Airlines Logo
12:58 pm - 4:20 pm
BOS
-
SRQ
3h 22mnonstop
Multiple Airlines Logo
8:15 pm - 11:28 pm
SRQ
-
BOS
3h 13mnonstop
$203Multiple Airlines
Mon, Aug 31 - Wed, Sep 30
JetBlue Logo
3:55 pm - 7:20 pm
BOS
-
SRQ
3h 25mnonstop
JetBlue Logo
11:40 am - 3:02 pm
SRQ
-
BOS
3h 22mnonstop
$255JetBlue
Mon, Aug 24 - Fri, Aug 28
JetBlue Logo
3:55 pm - 7:20 pm
BOS
-
SRQ
3h 25mnonstop
JetBlue Logo
8:15 pm - 11:24 pm
SRQ
-
BOS
3h 09mnonstop
$257JetBlue
Fri, Aug 28 - Mon, Aug 31
American Airlines Logo
1:30 pm - 9:10 pm
BOS
-
SRQ
7h 40m
1 stop
American Airlines Logo
12:05 pm - 8:06 pm
SRQ
-
BOS
8h 01m
1 stop
$266American Airlines
Mon, Aug 24 - Wed, Aug 26
American Airlines Logo
6:00 am - 11:11 am
BOS
-
SRQ
5h 11m
1 stop
American Airlines Logo
12:05 pm - 8:06 pm
SRQ
-
BOS
8h 01m
1 stop
$266American Airlines
Thu, Aug 27 - Mon, Aug 31
Southwest Logo
3:25 pm - 9:30 pm
BOS
-
SRQ
6h 05m
1 stop
Southwest Logo
11:45 am - 7:40 pm
SRQ
-
BOS
7h 55m
1 stop
$267Southwest
Mon, Aug 24 - Mon, Aug 31
Southwest Logo
2:15 pm - 9:35 pm
BOS
-
SRQ
7h 20m
1 stop
Southwest Logo
11:45 am - 5:50 pm
SRQ
-
BOS
6h 05m
1 stop
$267Southwest
Useful Info

Good to know

Low season

September

Cheapest flight

$87
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly with an average 33% 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 15m.

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

    1 direct flights run between Boston and Siesta Key on a daily basis. On average, there are about 7 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 5 days, the cheapest one-way ticket between Boston and Siesta Key found on KAYAK was with JetBlue for $60. Allegiant Air offered a round-trip connection from $77 and JetBlue from $111.

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 45 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 4228 reviews
7.0Food
8.6Crew
8.1Boarding
7.5Entertainment
8.0Comfort
Airline reviews

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

6.0 GoodGordon, Jul 2026
SAN - MCO
Read more Southwest reviews

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

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.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

WiFi was not working and didn’t have a beverage service

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

Flight from Savannah arrived very late and we did not take off till 2 hours after scheduled departure!

It is usually very pleasant. Good service for the price, international flights are even better

Flight attendant was very poor in taking care or showing attention. I slept up front for a few and missed the snacks. She saw me many times, went by me many times and never once asked if I needed anything. The whole 2 hours flight. And this is to a Diamond member in first.

I thought the service was very nice and pleasant. There were no hiccups and no issues so overall a good experience.

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.

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.

this crew didn't care much. bumping carts into seats more times than i care to remember

Everything was fine except the entertainment was not working for half of the flight.

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.

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

It was poor a four hour delay and no explanation for the delay. What’s a 35 dollars going to do. It also made me miss my car rental,

It was on time. Flight was comfortable. Staff was nice. It was the way a flight should always be.

Allegiant canceled the flight. The flight the next day was full. Allegiant did not provide any compensation besides a refund. Last time on Allegiant.

Great. No choice for n/a. No food or entertainment options

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.

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

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.

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.

Web site and app most difficult to access. Tel number not accessible. No answer at any time of day.

They have overselled the ticket and kicked me out from boarding, All my Plans were collapsed and important network meeting missed.also I booked direct flight i have to go through an 1 stop and it was frustrated.

Horrific. We were delayed due a flight attendant stuck in traffic en route to the airport. Over 100 people were then stuck in Charolette. Then I ran to make my layover only to find that my connection didn’t have a plane anymore. Waited 2.5 hours without any updates. On the flight we had to beg for even a pretzel option.

Terrible boarding and first class experience. Nice staff but overall disorganized, dirty plane.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

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.

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.

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

Great experience. Good dinner and service. FA's were very nice and attentive.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

The business steward was absolutely amazing! Smiles and kindness! Wish all AA flights are like this one!

Horrible - for the first time in my life i was denied boarding an international flight because the name used on my ticket - Josh - was not exactly the same as my passport - Joshua. At no time during ticketing, online check-in, or at the airport flying from Boston to NY was i notified of a problem. It was only at boarding from NY to Costa Rica I was informed of the problem and by then it was too late. After missing the flight I was told by airport Jet Blue staff, including a supervisor, that it was my problem and they could not assist because i bought "the cheapest fare". i was hung up on twice by JetBlue customer service, including once by a supervisor. I blame Kayak and your awful partner ChatDeal for even allowing me to purchase an international ticket without verifying this - you effectively sold me a ticket i could not use. Shame on you and shame on ChatDeal for doing nothing to help me resolve the situation. What a scam.

What a great flight. Seats were more comfortable than other airlines. Flight was full but very easy to navigate. No stress no drama

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

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

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.

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.

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

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.

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

Complete your trip to Siesta Key with a hotel stay or car rental