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Siesta Key

$69+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — TPA
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Siesta Key are usually found in January or September, booked 77 days in advance, depart on a Friday or Monday and return on a Friday

Cheap 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$116
(Cheapflightsfares)

One-way from

$69
(JetBlue)

Popular in

April

Cheapest in

January

Average price

$231
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
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Highest demand for flights based on searches. 7% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 30, 2025.

This Priceline deal was found by Cheapflights users on 10/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/61:30 pmBOS - SRQ
Nonstop3h 29mJetBlue
Sat 12/136:39 pmSRQ - BOS
Nonstop3h 09mJetBlue
Deal found 10/29$127
This Trip.com deal was found by Cheapflights users on 10/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/98:30 amBOS - SRQ
Nonstop3h 27mJetBlue
Sat 12/136:39 pmSRQ - BOS
Nonstop3h 09mJetBlue
Deal found 10/28$136
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/113:35 pmBOS - SRQ
1 stop6h 26mDelta
Wed 11/197:00 amSRQ - BOS
1 stop5h 32mDelta
Deal found 10/28$137
This Priceline deal was found by Cheapflights users on 10/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/178:40 amBOS - SRQ
Nonstop3h 25mJetBlue
Thu 11/2712:10 pmSRQ - BOS
Nonstop3h 10mJetBlue
Deal found 10/30$146
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/125:10 pmBOS - SRQ
1 stop7h 18mDelta
Fri 12/511:31 amSRQ - BOS
1 stop8h 02mDelta
Deal found 10/28$147
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/1011:38 amBOS - SRQ
Nonstop3h 27mAllegiant Air
Thu 11/208:01 amSRQ - BOS
Nonstop3h 02mAllegiant Air
Deal found 10/28$148
This Southwest deal was found by Cheapflights users on 10/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/172:10 pmBOS - SRQ
1 stop6h 30mSouthwest
Wed 11/196:25 amSRQ - BOS
1 stop6h 30mSouthwest
Deal found 10/27$151
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/112:22 pmBOS - SRQ
Nonstop3h 27mAllegiant Air
Sun 1/256:31 amSRQ - BOS
Nonstop3h 07mAllegiant Air
Deal found 10/29$154
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1210:00 amBOS - SRQ
1 stop8h 14mDelta
Mon 11/176:39 pmSRQ - BOS
1 stop6h 47mDelta
Deal found 10/29$157
This JetBlue deal was found by Cheapflights users on 10/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/122:10 pmBOS - SRQ
Nonstop3h 21mJetBlue
Wed 12/2412:00 pmSRQ - BOS
Nonstop3h 09mJetBlue
Deal found 10/29$158
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:00 amBOS - SRQ
1 stop4h 58mAmerican Airlines
Sun 12/76:04 amSRQ - BOS
1 stop5h 05mAmerican Airlines
Deal found 10/30$159

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 October 30, 2025.
Use the filters below to find and compare flights from Boston to Siesta Key that are best for you.

Fly from

Boston

Fly to

Siesta Key

Route

Depart

Return

Price

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Fri 12/12

2:10 pm-5:31 pm

Nonstop3h 21m

Sarasota Bradenton Intl

Mon 12/15

6:34 pm-9:42 pm

Nonstop3h 08m

$137

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Wed 11/12

10:00 am-6:14 pm

1 stop8h 14m

Sarasota Bradenton Intl

Mon 11/17

6:39 pm-1:26 am

1 stop6h 47m

$137

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Tue 12/2

6:25 pm-12:26 am

1 stop6h 01m

Sarasota Bradenton Intl

Mon 12/8

6:00 am-12:30 pm

1 stop6h 30m

$157

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Sat 12/6

8:05 am-3:23 pm

1 stop7h 18m

Sarasota Bradenton Intl

Tue 12/9

6:00 am-12:30 pm

1 stop6h 30m

$157

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Fri 12/12

2:10 pm-5:31 pm

Nonstop3h 21m

Sarasota Bradenton Intl

Wed 12/24

12:00 pm-3:09 pm

Nonstop3h 09m

$158

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Sat 12/6

1:30 pm-4:59 pm

Nonstop3h 29m

Sarasota Bradenton Intl

Tue 12/9

3:10 pm-8:07 pm

1 stop4h 57m

$164

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Fri 12/12

5:13 pm-12:26 am

1 stop7h 13m

Sarasota Bradenton Intl

Wed 12/24

2:02 pm-5:09 pm

Nonstop3h 07m

$168

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Wed 1/21

7:00 am-10:38 am

Nonstop3h 38m

Sarasota Bradenton Intl

Mon 1/26

6:45 pm-9:54 pm

Nonstop3h 09m

$181

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Wed 1/21

7:00 am-10:38 am

Nonstop3h 38m

Sarasota Bradenton Intl

Wed 1/28

11:30 am-2:40 pm

Nonstop3h 10m

$181

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Fri 12/12

5:45 am-2:33 pm

1 stop8h 48m

Sarasota Bradenton Intl

Tue 12/23

7:48 pm-1:07 am

1 stop5h 19m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 22 results
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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 October 24, 2025.

Booking 77 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, January is the cheapest month in which you can book a flight from Boston to Siesta Key (average of $37). Flying from Boston to Siesta Key in August is currently the most expensive (average of $76). 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 October 30, 2025.

One of the essential ways to save on airfare from Boston to Siesta Key is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 18% 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 December 16, 2024.

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

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 October 30, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines 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
4,243 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,906 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Allegiant Air
7.2
Good
694 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 0 outbound flights 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, 85 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 21m. Fly via JetBlue or Delta 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 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 Icelandair (81%), Hawaiian Airlines (80%) or JetBlue (79%) 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 $68. While the most popular route (Boston Logan Intl - Sarasota Bradenton Intl) can be booked for $104 on average, our data indicates $576 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, January is the cheapest month in which you can book a flight from Boston to Siesta Key (average of $37). Flying from Boston to Siesta Key in August is currently the most expensive (average of $76). 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.

See more FAQs

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$35Average$136FlexibilityNo cancel feeOn-time65%
FrontierCheapest$44Average$128FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$51Average$198FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$62Average$227FlexibilityNo cancel feeOn-time88%
DeltaCheapest$103Average$256FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$108Average$249FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$120Average$353FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$158Average$305FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$166Average$261FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$186Average$285FlexibilityNo cancel feeOn-time69%

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