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Siesta Key

$83+ Cheap flights from Boston (BOS) to Siesta Key, FL

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — TPA
Apr 25 — May 21
Sat 4/25
Sat 5/2
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Siesta Key are usually found in September or October, booked 48 days in advance, depart on a Friday or Thursday and return on a Monday

Cheap flight deals from Boston to Siesta Key

Cheapest flights from Boston to Siesta Key
Explore the most affordable flight options available from Boston to Siesta Key. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 26, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2911:27 am
BOS
-
SRQ
Nonstop3h 20m
Allegiant Air
Mon 6/17:31 am
SRQ
-
BOS
Nonstop3h 06m
Allegiant Air
Deal found 3/26$139
This Cheapflightsfares deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1111:33 am
BOS
-
SRQ
Nonstop3h 18m
Allegiant Air
Mon 5/187:31 am
SRQ
-
BOS
Nonstop3h 12m
Allegiant Air
Deal found 3/25$147
This Booking.com deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1511:33 am
BOS
-
SRQ
Nonstop3h 18m
Allegiant Air
Mon 5/187:31 am
SRQ
-
BOS
Nonstop3h 12m
Allegiant Air
Deal found 3/21$148
This Cheapflightsfares deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/512:33 pm
BOS
-
SRQ
Nonstop3h 10m
Allegiant Air
Mon 6/88:30 am
SRQ
-
BOS
Nonstop3h 13m
Allegiant Air
Deal found 3/22$160
This Kiwi.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/411:33 am
BOS
-
SRQ
Nonstop3h 18m
Allegiant Air
Mon 5/187:31 am
SRQ
-
BOS
Nonstop3h 12m
Allegiant Air
Deal found 3/23$162
This Kiwi.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/611:33 am
BOS
-
SRQ
Nonstop3h 18m
Allegiant Air
Fri 4/177:31 am
SRQ
-
BOS
Nonstop3h 12m
Allegiant Air
Deal found 3/24$168
This Kiwi.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1511:33 am
BOS
-
SRQ
Nonstop3h 18m
Allegiant Air
Sat 5/2312:42 pm
SRQ
-
BOS
1 stop22h 35m
Allegiant Air
Deal found 3/22$174

Find flight deals from Boston to Siesta Key

Keep the following information in mind while searching for Boston to Siesta Key flight deals. Data was last updated March 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$139
(Cheapflightsfares)

One-way from

$83
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$310
Provider with most accurate pricing for Boston Logan Intl-Sarasota Bradenton Intl flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Sarasota Bradenton Intl flights.
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From Boston Logan Intl to Siesta Key
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One-way flight from Boston Logan Intl to Siesta Key
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in March 2026
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston to Siesta Key that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 26, 2026.
Use the filters below to find and compare flights from Boston to Siesta Key that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Tue 5/5

11:45 am-3:14 pm

Nonstop3h 29m

Sarasota Bradenton Intl

Tue 5/12

3:09 pm-11:13 pm

1 stop8h 04m

$287

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Wed 4/29

6:20 am-4:00 pm

2 stops9h 40m

Sarasota Bradenton Intl

Mon 5/4

6:20 am-12:10 pm

1 stop5h 50m

$292
Quickest round-trip

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Thu 5/7

6:25 pm-10:01 pm

Nonstop3h 36m

Sarasota Bradenton Intl

Thu 5/14

6:00 am-9:07 am

Nonstop3h 07m

$322

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Wed 4/29

11:45 am-3:14 pm

Nonstop3h 29m

Sarasota Bradenton Intl

Mon 5/4

7:59 pm-1:22 am

1 stop5h 23m

$327

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Tue 5/19

5:35 am-11:48 am

1 stop6h 13m

Sarasota Bradenton Intl

Tue 5/26

7:51 pm-1:28 am

1 stop5h 37m

$337

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Mon 4/20

12:50 pm-9:15 pm

1 stop8h 25m

Sarasota Bradenton Intl

Wed 4/29

9:20 am-6:35 pm

2 stops9h 15m

$342

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Fri 5/22

2:30 pm-10:15 pm

1 stop7h 45m

Sarasota Bradenton Intl

Tue 5/26

5:00 pm-10:40 pm

1 stop5h 40m

$350

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Sat 6/6

5:35 am-11:48 am

1 stop6h 13m

Sarasota Bradenton Intl

Sat 6/13

6:23 pm-1:31 am

1 stop7h 08m

$352

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Sat 4/11

5:20 pm-11:59 pm

1 stop6h 39m

Sarasota Bradenton Intl

Thu 4/16

4:20 pm-12:59 am

1 stop8h 39m

$402

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Wed 4/8

1:00 pm-7:02 pm

1 stop6h 02m

Sarasota Bradenton Intl

Sun 4/12

8:03 pm-1:13 am

1 stop5h 10m

$428

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

Best time to book a flight from Boston to Siesta Key

Have a flexible travel schedule? Discover the best time to fly to Siesta Key from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

How far ahead should I book a flight from Boston to Siesta Key?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Siesta Key. Price data was last updated on March 13, 2026.

Booking 48 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Siesta Key. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Boston to Siesta Key?

Currently, September is the cheapest month in which you can book a flight from Boston to Siesta Key (average of $56). Flying from Boston to Siesta Key in February is currently the most expensive (average of $102). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BOS to S1E?

Find hourly flight availability from Boston to Siesta Key. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 26, 2026.

One of the essential ways to save on airfare from Boston to Siesta Key is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 13% on airfare.

What is the cheapest day to fly from Boston to Siesta Key?

Use this chart to determine the cheapest time to fly round-trip from Boston to Siesta Key. Price data was last updated on March 23, 2026.

Travelers seeking maximum savings on their Boston to Siesta Key flight should consider departing on Thursday evenings when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Boston to Siesta Key

Explore weekly flight availability from Boston to Siesta Key. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 26, 2026.

The most flights from BOS to S1E are scheduled on a Thursday (31 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).

How much does it cost to fly round-trip from Boston to Siesta Key?

Reviews of airlines servicing Siesta Key

Get insights into the airlines that provide service to Siesta Key. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Siesta Key. Reviews last updated March 26, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andAllegiant Air from Boston to Siesta Key by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,331 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,331 reviews
Southwest
8.0
Very good
4,331 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,336 reviews
Southwest
8.0
Very good
4,331 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Allegiant Air
7.3
Good
710 reviews
Southwest
8.0
Very good
4,331 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
JetBlue
7.2
Good
2,905 reviews
Southwest
8.0
Very good
4,331 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,496 reviews
Southwest
8.0
Very good
4,331 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Boston to Siesta Key. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Boston to Siesta Key?

    Most people fly from Boston Logan Intl (BOS) if they book a flight from Boston to Siesta Key. On average, Logan Intl has 1 outbound flight to Siesta Key per day from 10 airlines. Boston Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

  • How popular is this Boston to Siesta Key flight route?

    Within the past month, 65 users have taken a look at flights from Boston Logan Intl to Siesta Key.

  • How long is the flight from Boston to Siesta Key?

    There are many flights that can get you from Boston to Siesta Key in 3h 29m. Fly via Delta, Southwest, or JetBlue to get the fastest option. The distance from Boston to Siesta Key is about 1220 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Boston to Siesta Key one-way?

    The cheapest airline one-way is Allegiant Air, with whom users have recently found tickets for as low as $57. However, be on the lookout for offers from JetBlue and Southwest, as they are both options that can get you from Boston to Siesta Key for a low price.

  • What are the most reliable airlines from Boston to Siesta Key?

    No one likes to see their flight delayed. When booking a flight from Boston to Siesta Key consider choosing WestJet (100%), KLM (86%) or LATAM Airlines (83%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Boston to Siesta Key?

    Looking at all options, your cheapest flight can be booked for $118. While the most popular route (Boston Logan Intl - Sarasota Bradenton Intl) can be booked for $147 on average, our data indicates $763 when flying from Boston to Siesta Key.

  • Can I find deals for flights from Boston to Siesta Key that include hotel bookings?

    Yes. In addition to deals on Boston to Siesta Key flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Siesta Key?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Siesta Key.

  • Can I find deals for business class flights from Boston to Siesta Key?

    Yes. Cheapflights offers flight deals from Boston to Siesta Key by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Boston to Siesta Key?

    Currently, September is the cheapest month in which you can book a flight from Boston to Siesta Key (average of $56). Flying from Boston to Siesta Key in February is currently the most expensive (average of $102). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top 10 airlines flying from Boston to Siesta Key

Discover the top 10 airlines that operate flights from Boston to Siesta Key. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$58Average$291FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$59Average$170FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$63Average$213FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$65Average$244FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$69Average$205FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$108Average$288FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$150Average$365FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$166Average$261FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$173Average$295FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$178Average$306FlexibilityNo cancel feeOn-time71%

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