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Siesta Key

$79+ 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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — TPA
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 January, booked 76 days in advance, depart on a Friday or Monday 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 December 18, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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.
Tue 12/2310:55 amBOS - SRQ
Nonstop3h 42mAllegiant Air
Fri 12/266:31 amSRQ - BOS
Nonstop3h 04mAllegiant Air
Deal found 12/17$216
This Gotogate deal was found by Cheapflights users on 12/17. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2310:55 amBOS - SRQ
Nonstop3h 42mAllegiant Air
Sun 12/288:01 amSRQ - BOS
Nonstop3h 04mAllegiant Air
Deal found 12/17$225
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/316:07 pmBOS - SRQ
1 stop5h 51mAmerican Airlines
Wed 1/77:25 amSRQ - BOS
1 stop5h 33mAmerican Airlines
Deal found 12/16$232
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/316:07 pmBOS - SRQ
1 stop5h 51mAmerican Airlines
Tue 1/64:54 pmSRQ - BOS
1 stop6h 57mAmerican Airlines
Deal found 12/16$248
This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/314:28 pmBOS - SRQ
1 stop6h 45mUnited Airlines
Wed 1/76:30 amSRQ - BOS
1 stop6h 43mUnited Airlines
Deal found 12/17$252
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Tue 12/2310:55 amBOS - SRQ
Nonstop3h 42mAllegiant Air
Tue 12/307:01 amSRQ - BOS
Nonstop3h 04mAllegiant Air
Deal found 12/17$254
This Mytrip deal was found by Cheapflights users on 12/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2110:25 amBOS - SRQ
Nonstop3h 42mAllegiant Air
Fri 12/266:31 amSRQ - BOS
Nonstop3h 04mAllegiant Air
Deal found 12/15$258

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 December 18, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$112
(Mytrip)

One-way from

$79
(Gotogate)

Popular in

December

Cheapest in

September

Average price

$299
Provider with most accurate pricing for Boston Logan Intl-Tampa flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Tampa flights.
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From Boston Logan Intl to Siesta Key
Search Deals
One-way flight from Boston Logan Intl to Siesta Key
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
Search Deals

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 December 18, 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 1/23

6:35 pm-11:58 pm

1 stop5h 23m

Sarasota Bradenton Intl

Mon 1/26

8:15 am-4:15 pm

1 stop8h 00m

$167

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Tue 2/3

5:50 am-11:35 am

1 stop5h 45m

Sarasota Bradenton Intl

Fri 2/6

5:45 pm-10:55 pm

1 stop5h 10m

$167

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Thu 1/22

10:30 am-8:19 pm

1 stop9h 49m

Sarasota Bradenton Intl

Mon 1/26

9:15 am-9:52 pm

2 stops12h 37m

$204

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Thu 1/8

8:15 am-8:19 pm

2 stops12h 04m

Sarasota Bradenton Intl

Sun 1/11

6:30 am-1:13 pm

1 stop6h 43m

$204

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Tue 1/20

7:08 am-3:42 pm

1 stop8h 34m

Sarasota Bradenton Intl

Thu 1/22

6:53 pm-10:00 pm

Nonstop3h 07m

$205

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Sun 2/1

6:35 pm-11:58 pm

1 stop5h 23m

Sarasota Bradenton Intl

Thu 4/30

6:45 pm-1:03 am

1 stop6h 18m

$207

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Tue 1/13

9:30 am-8:17 pm

2 stops10h 47m

Sarasota Bradenton Intl

Tue 1/20

9:15 am-6:57 pm

2 stops9h 42m

$209

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Fri 1/23

9:30 am-8:19 pm

2 stops10h 49m

Sarasota Bradenton Intl

Mon 1/26

9:15 am-6:32 pm

2 stops9h 17m

$209

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Sun 1/4

6:05 am-11:42 am

1 stop5h 37m

Sarasota Bradenton Intl

Sat 1/10

3:38 pm-6:50 pm

Nonstop3h 12m

$222

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Fri 1/2

5:30 am-11:21 am

1 stop5h 51m

Sarasota Bradenton Intl

Fri 1/9

11:28 am-5:22 pm

1 stop5h 54m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 23 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 December 12, 2025.

Booking 56 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 December is currently the most expensive (average of $81). 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 December 18, 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 19% 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. Sunday 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 December 18, 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
7.9
Good
4,249 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,249 reviews
Southwest
7.9
Good
4,249 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,007 reviews
Southwest
7.9
Good
4,249 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
7.9
Good
4,249 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
JetBlue
7.2
Good
2,896 reviews
Southwest
7.9
Good
4,249 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Allegiant Air
7.2
Good
700 reviews
Southwest
7.9
Good
4,249 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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, 80 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 5h 23m. Fly via Delta, Southwest, or United Airlines 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 Frontier, with whom users have recently found tickets for as low as $37. However, be on the lookout for offers from Allegiant Air and JetBlue, 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 Turkish Airlines (75%), Icelandair (73%) or Air France (71%) 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 $73. While the most popular route (Boston Logan Intl - Sarasota Bradenton Intl) can be booked for $104 on average, our data indicates $325 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 December is currently the most expensive (average of $81). 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$35Average$152FlexibilityNo cancel feeOn-time65%
FrontierCheapest$39Average$127FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$51Average$195FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$62Average$219FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$115Average$258FlexibilityNo cancel feeOn-time62%
DeltaCheapest$115Average$260FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$136Average$347FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$158Average$314FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$166Average$261FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$184Average$275FlexibilityNo cancel feeOn-time69%

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