Siesta Key

$70+ 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 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — TPA
Jun 10 — Jun 171
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Cheapflights Tip: The best prices from Boston Logan Intl to Siesta Key are usually found in September or October, booked 51 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 May 11, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 5/8. 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 10/1611:01 am
BOS
-
SRQ
Nonstop3h 14m
Allegiant Air
Mon 10/199:00 am
SRQ
-
BOS
Nonstop3h 09m
Allegiant Air
Deal found 5/8$152
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 5/2511:27 am
BOS
-
SRQ
Nonstop3h 20m
Allegiant Air
Mon 6/17:31 am
SRQ
-
BOS
Nonstop3h 06m
Allegiant Air
Deal found 5/8$153
This Cheapflightsfares deal was found by Cheapflights users on 5/9. 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 8/2812:58 pm
BOS
-
SRQ
Nonstop3h 22m
Allegiant Air
Mon 8/318:31 am
SRQ
-
BOS
Nonstop3h 08m
Allegiant Air
Deal found 5/9$155
This Cheapflightsfares deal was found by Cheapflights users on 5/9. 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 6/812:33 pm
BOS
-
SRQ
Nonstop3h 10m
Allegiant Air
Fri 6/128:30 am
SRQ
-
BOS
Nonstop3h 13m
Allegiant Air
Deal found 5/9$156
This Cheapflightsfares deal was found by Cheapflights users on 5/10. 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 6/111:27 am
BOS
-
SRQ
Nonstop3h 20m
Allegiant Air
Mon 6/88:30 am
SRQ
-
BOS
Nonstop3h 13m
Allegiant Air
Deal found 5/10$157
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 8/2112:58 pm
BOS
-
SRQ
Nonstop3h 22m
Allegiant Air
Mon 8/318:31 am
SRQ
-
BOS
Nonstop3h 08m
Allegiant Air
Deal found 5/9$158
This Cheapflightsfares deal was found by Cheapflights users on 5/10. 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
Fri 6/128:30 am
SRQ
-
BOS
Nonstop3h 13m
Allegiant Air
Deal found 5/10$160
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 10/2311:01 am
BOS
-
SRQ
Nonstop3h 14m
Allegiant Air
Fri 10/307:02 am
SRQ
-
BOS
Nonstop3h 09m
Allegiant Air
Deal found 5/9$162
This Cheapflightsfares deal was found by Cheapflights users on 5/9. 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 5/2511:27 am
BOS
-
SRQ
Nonstop3h 20m
Allegiant Air
Fri 5/297:31 am
SRQ
-
BOS
Nonstop3h 06m
Allegiant Air
Deal found 5/9$164
This Cheapflightsfares deal was found by Cheapflights users on 5/10. 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 8/2112:58 pm
BOS
-
SRQ
Nonstop3h 22m
Allegiant Air
Mon 8/249:00 am
SRQ
-
BOS
Nonstop3h 08m
Allegiant Air
Deal found 5/10$166
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 6/512:33 pm
BOS
-
SRQ
Nonstop3h 10m
Allegiant Air
Mon 6/88:30 am
SRQ
-
BOS
Nonstop3h 13m
Allegiant Air
Deal found 5/7$167

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 May 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$152
(Cheapflightsfares)

One-way from

$70
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$278
Provider with most accurate pricing for Boston Logan Intl-Sarasota Bradenton Intl flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Sarasota Bradenton Intl flights.
From Boston Logan Intl to Siesta Key
One-way flight from Boston Logan Intl to Siesta Key
Highest demand for flights based on searches. 15% potential increase in price ($50 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in May 2026

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 May 11, 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

Mon 6/1

5:35 am-11:46 am

1 stop6h 11m

Sarasota Bradenton Intl

Mon 6/8

7:57 pm-1:31 am

1 stop5h 34m

$217

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Tue 6/23

5:50 am-4:10 pm

1 stop10h 20m

Sarasota Bradenton Intl

Fri 7/3

6:45 am-12:10 pm

1 stop5h 25m

$242

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Thu 7/23

5:25 am-5:50 pm

1 stop12h 25m

Sarasota Bradenton Intl

Thu 7/30

6:30 pm-12:10 am

1 stop5h 40m

$242

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Mon 6/1

7:00 am-1:37 pm

1 stop6h 37m

Sarasota Bradenton Intl

Fri 6/5

7:51 pm-1:28 am

1 stop5h 37m

$257

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Thu 5/28

3:00 pm-10:30 pm

1 stop7h 30m

Sarasota Bradenton Intl

Mon 6/8

7:57 pm-1:31 am

1 stop5h 34m

$257

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Sat 6/6

5:51 am-1:58 pm

1 stop8h 07m

Sarasota Bradenton Intl

Fri 6/12

2:31 pm-10:28 pm

1 stop7h 57m

$302

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Sat 7/11

11:45 am-6:45 pm

1 stop7h 00m

Sarasota Bradenton Intl

Mon 7/13

6:15 am-3:50 pm

2 stops9h 35m

$358

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Thu 5/28

5:20 am-11:00 am

1 stop5h 40m

Sarasota Bradenton Intl

Mon 6/8

3:20 pm-6:28 pm

Nonstop3h 08m

$365

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Sun 5/24

1:20 pm-9:05 pm

2 stops7h 45m

Sarasota Bradenton Intl

Fri 6/5

3:25 pm-12:05 am

2 stops8h 40m

$368
Quickest round-trip

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Thu 5/28

5:20 am-11:00 am

1 stop5h 40m

Sarasota Bradenton Intl

Sun 5/31

7:00 am-10:05 am

Nonstop3h 05m

$387

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/8

Showing 1-10 of 22 resultsSorted by cheapest first
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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

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 May 11, 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 in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 11% 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 May 9, 2026.

Travelers seeking maximum savings on their Boston to Siesta Key flight should consider departing on Tuesday at noon 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 May 11, 2026.

The most flights from BOS to S1E are scheduled on a Monday (24 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (17 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 May 11, 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.

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

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.

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

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.

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

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.

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

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.

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

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.

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

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 3 outbound flights to Siesta Key per day from 9 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?

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

    There are many flights that can get you from Boston to Siesta Key in 6h 11m. Fly via Delta or Southwest 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 JetBlue, with whom users have recently found tickets for as low as $59. However, be on the lookout for offers from Allegiant Air 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 Delta (88%), KLM (87%) or Virgin Atlantic (84%) 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 $108. While the most popular route (Boston Logan Intl - Sarasota Bradenton Intl) can be booked for $141 on average, our data indicates $473 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.

See more FAQs

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Alternative routes for Boston to Siesta Key

See prices for flight routes from nearby airports that may be better suited for you.

Top 9 airlines flying from Boston to Siesta Key

Discover the top 9 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 May 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$58Average$302FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$62Average$166FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$66Average$261FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$67Average$235FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$78Average$283FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$110Average$311FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$150Average$359FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$173Average$326FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$304FlexibilityNo cancel feeOn-time71%

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