$80+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — TPA
Mar 7 — Mar 141
1 adult, Economy
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Find cheap flights from Boston to Siesta Key with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Boston Logan Intl to Siesta Key are usually found in September or January, booked 19 days in advance, depart on a Friday or Monday and return on a Sunday
Cheap flight deals from Boston to Siesta Key
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Best
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Cheapest flights from Boston to Siesta KeyExplore 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 February 5, 2026.
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 February 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/2. 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
Thu 4/166:34 am
SRQ
- BOS
Nonstop3h 12m
Allegiant Air
Deal found 2/2![Allegiant Air logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 2/2. 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
Sat 4/186:11 am
SRQ
- BOS
Nonstop3h 12m
Allegiant Air
Deal found 2/2![Allegiant Air logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 2/2![Allegiant Air logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 4/311:33 am
BOS
- SRQ
Nonstop3h 18m
Allegiant Air
Thu 4/166:34 am
SRQ
- BOS
Nonstop3h 12m
Allegiant Air
Deal found 2/2![Allegiant Air logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 2/4. 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
Mon 5/187:31 am
SRQ
- BOS
Nonstop3h 12m
Allegiant Air
Deal found 2/4![Allegiant Air logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 2/2. 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
Mon 4/207:31 am
SRQ
- BOS
Nonstop3h 12m
Allegiant Air
Deal found 2/2![Allegiant Air logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/2311:30 am
BOS
- SRQ
Nonstop3h 27m
Allegiant Air
Fri 4/37:31 am
SRQ
- BOS
Nonstop3h 12m
Allegiant Air
Deal found 2/3![Allegiant Air logo]()
$196
This Delta deal was found by Cheapflights users on 2/5. 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 5/511:45 am
BOS
- SRQ
Nonstop3h 29m
Delta
Tue 5/127:51 pm
SRQ
- BOS
1 stop5h 32m
Delta
Deal found 2/5![Delta logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 5/811:33 am
BOS
- SRQ
Nonstop3h 18m
Allegiant Air
Mon 5/117:31 am
SRQ
- BOS
Nonstop3h 12m
Allegiant Air
Deal found 2/4![Allegiant Air logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 4/311:33 am
BOS
- SRQ
Nonstop3h 18m
Allegiant Air
Sat 4/186:11 am
SRQ
- BOS
Nonstop3h 12m
Allegiant Air
Deal found 2/2![Allegiant Air logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 4/1311:33 am
BOS
- SRQ
Nonstop3h 18m
Allegiant Air
Sat 4/186:11 am
SRQ
- BOS
Nonstop3h 12m
Allegiant Air
Deal found 2/3![Allegiant Air logo]()
$201
This United Airlines deal was found by Cheapflights users on 2/2. 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.
Tue 4/2810:05 am
BOS
- SRQ
1 stop8h 03m
United Airlines
Tue 5/129:05 am
SRQ
- BOS
1 stop7h 11m
United Airlines
Deal found 2/2![United Airlines logo]()
$202
Best flights from Boston to Siesta KeyDiscover carefully curated flight deals from Boston to Siesta Key that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 5, 2026.
Discover carefully curated flight deals from Boston to Siesta Key that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 5, 2026.
This Delta deal was found by Cheapflights users on 2/4. 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 2/2510:03 am
BOS
- SRQ
1 stop6h 47m
Delta
Tue 3/35:44 pm
SRQ
- BOS
1 stop5h 04m
Delta
Deal found 2/4![Delta logo]()
$207
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Fri 2/2012:35 pm
BOS
- SRQ
1 stop7h 33m
United Airlines
Wed 2/259:20 am
SRQ
- BOS
1 stop7h 59m
United Airlines
Deal found 2/1![United Airlines logo]()
$207
This JetBlue deal was found by Cheapflights users on 2/2. 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.
Tue 4/286:30 pm
BOS
- SRQ
Nonstop3h 34m
JetBlue
Tue 5/126:10 pm
SRQ
- BOS
1 stop5h 49m
JetBlue
Deal found 2/2![JetBlue logo]()
$212
This United Airlines deal was found by Cheapflights users on 2/3. 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.
Mon 3/24:15 pm
BOS
- SRQ
1 stop7h 24m
United Airlines
Fri 3/66:04 am
SRQ
- BOS
1 stop5h 06m
United Airlines
Deal found 2/3![United Airlines logo]()
$207
This Delta deal was found by Cheapflights users on 2/2. 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.
Sun 4/269:02 am
BOS
- SRQ
1 stop7h 47m
Delta
Thu 4/307:59 pm
SRQ
- BOS
1 stop5h 23m
Delta
Deal found 2/2![Delta logo]()
$222
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Tue 3/312:35 pm
BOS
- SRQ
1 stop7h 33m
United Airlines
Tue 3/107:15 am
SRQ
- BOS
1 stop7h 14m
United Airlines
Deal found 2/1![United Airlines logo]()
$207
This Delta deal was found by Cheapflights users on 2/3. 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.
Mon 3/236:50 pm
BOS
- SRQ
1 stop5h 46m
Delta
Tue 3/316:00 am
SRQ
- BOS
1 stop5h 28m
Delta
Deal found 2/3![Delta logo]()
$237
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Sat 4/2510:05 am
BOS
- SRQ
1 stop7h 57m
United Airlines
Fri 5/16:30 am
SRQ
- BOS
1 stop7h 21m
United Airlines
Deal found 2/1![United Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 2/3. 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 3/315:35 am
BOS
- SRQ
1 stop6h 04m
Delta
Wed 4/16:04 pm
SRQ
- BOS
1 stop7h 09m
Delta
Deal found 2/3![Delta logo]()
$237
This United Airlines deal was found by Cheapflights users on 2/2. 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.
Mon 3/164:25 pm
BOS
- SRQ
1 stop7h 34m
United Airlines
Tue 3/2412:23 pm
SRQ
- BOS
2 stops9h 18m
United Airlines
Deal found 2/2![United Airlines logo]()
$242
This Delta deal was found by Cheapflights users on 2/2. 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 4/2811:45 am
BOS
- SRQ
Nonstop3h 29m
Delta
Tue 5/127:51 pm
SRQ
- BOS
1 stop5h 32m
Delta
Deal found 2/2![Delta logo]()
$252
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Mon 3/210:30 am
BOS
- SRQ
2 stops9h 38m
United Airlines
Thu 3/56:04 am
SRQ
- BOS
1 stop6h 52m
United Airlines
Deal found 2/1![United Airlines logo]()
$243
Last-minute flights from Boston to Siesta KeyDiscover last-minute flight deals from Boston to Siesta Key. Data last updated February 5, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Siesta Key. Data last updated February 5, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Sat 2/2110:14 am
BOS
- SRQ
2 stops9h 54m
United Airlines
Wed 2/259:20 am
SRQ
- BOS
2 stops9h 21m
United Airlines
Deal found 2/1![United Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 2/2310:57 am
BOS
- SRQ
Nonstop3h 29m
Allegiant Air
Thu 2/268:51 pm
SRQ
- BOS
1 stop11h 49m
Allegiant Air
Deal found 2/2![Allegiant Air logo]()
$206
This Cheapflightsfares deal was found by Cheapflights users on 2/3. 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 2/236:30 am
BOS
- SRQ
Nonstop3h 34m
JetBlue
Thu 2/265:40 pm
SRQ
- BOS
1 stop6h 17m
JetBlue
Deal found 2/3![JetBlue logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 2/2310:57 am
BOS
- SRQ
Nonstop3h 29m
Allegiant Air
Sun 3/18:51 pm
SRQ
- BOS
1 stop11h 49m
Allegiant Air
Deal found 2/2![Allegiant Air logo]()
$213
This Mytrip deal was found by Cheapflights users on 2/3. 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.
Mon 3/210:57 am
BOS
- SRQ
Nonstop3h 28m
Allegiant Air
Fri 3/67:01 am
SRQ
- BOS
Nonstop3h 09m
Allegiant Air
Deal found 2/3![Allegiant Air logo]()
$209
This Booking.com deal was found by Cheapflights users on 2/3. 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.
Mon 3/210:57 am
BOS
- SRQ
Nonstop3h 28m
Allegiant Air
Mon 3/97:01 am
SRQ
- BOS
Nonstop3h 09m
Allegiant Air
Deal found 2/3![Allegiant Air logo]()
$221
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Tue 3/312:35 pm
BOS
- SRQ
1 stop7h 33m
United Airlines
Tue 3/107:15 am
SRQ
- BOS
1 stop7h 14m
United Airlines
Deal found 2/1![United Airlines logo]()
$207
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Tue 3/32:20 pm
BOS
- SRQ
2 stops9h 19m
United Airlines
Wed 3/117:15 am
SRQ
- BOS
1 stop7h 14m
United Airlines
Deal found 2/1![United Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/2311:30 am
BOS
- SRQ
Nonstop3h 27m
Allegiant Air
Fri 4/37:31 am
SRQ
- BOS
Nonstop3h 12m
Allegiant Air
Deal found 2/3![Allegiant Air logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/2311:30 am
BOS
- SRQ
Nonstop3h 27m
Allegiant Air
Fri 3/277:21 am
SRQ
- BOS
Nonstop3h 09m
Allegiant Air
Deal found 2/3![Allegiant Air logo]()
$208
One-way flights from Boston to Siesta KeySearch for one-way flight options from Boston to Siesta Key. Find affordable one-way fares based on user searches. Data last updated February 5, 2026.
Search for one-way flight options from Boston to Siesta Key. Find affordable one-way fares based on user searches. Data last updated February 5, 2026.
This Vakatrip deal was found by Cheapflights users on 2/3. 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 Vakatrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/111:33 am
BOS
- SRQ
Nonstop3h 18m
Allegiant Air
Deal found 2/3![Allegiant Air logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 2/4. 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
Deal found 2/4![Allegiant Air logo]()
$88
This Vakatrip deal was found by Cheapflights users on 2/3. 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 Vakatrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/2311:30 am
BOS
- SRQ
Nonstop3h 27m
Allegiant Air
Deal found 2/3![Allegiant Air logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/210:57 am
BOS
- SRQ
Nonstop3h 28m
Allegiant Air
Deal found 2/3![Allegiant Air logo]()
$92
This Cheapflightsfares deal was found by Cheapflights users on 2/5. 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 2/246:10 am
BOS
- SRQ
Nonstop3h 34m
JetBlue
Deal found 2/5![JetBlue logo]()
$93
This Delta deal was found by Cheapflights users on 2/3. 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.
Sat 5/211:20 am
BOS
- SRQ
Nonstop3h 24m
Delta
Deal found 2/3![Delta logo]()
$94
This Flightnetwork deal was found by Cheapflights users on 2/4. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/911:00 am
BOS
- SRQ
Nonstop3h 27m
Allegiant Air
Deal found 2/4![Allegiant Air logo]()
$98
This United Airlines deal was found by Cheapflights users on 2/4. 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.
Sat 4/2510:05 am
BOS
- SRQ
1 stop7h 57m
United Airlines
Deal found 2/4![United Airlines logo]()
$99
This Vakatrip deal was found by Cheapflights users on 2/3. 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 Vakatrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2610:36 am
BOS
- SRQ
Nonstop3h 18m
Allegiant Air
Deal found 2/3![Allegiant Air logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Sat 4/2511:13 am
BOS
- SRQ
Nonstop3h 18m
Allegiant Air
Deal found 2/2![Allegiant Air logo]()
$102
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 February 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $140 (Kiwi.com) |
One-way from | $80 (Vakatrip) |
Popular in | December |
Cheapest in | September |
Average price | $266 |
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 February 5, 2026.
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
Wed 2/25
10:03 am-4:50 pm
1 stop6h 47m
Sarasota Bradenton Intl
Tue 3/3
5:44 pm-10:48 pm
1 stop5h 04m
$207
BostonSarasota
BOS - SRQ
BOSSRQ
Boston Logan Intl
Fri 2/20
12:35 pm-8:08 pm
1 stop7h 33m
Sarasota Bradenton Intl
Wed 2/25
9:20 am-5:19 pm
1 stop7h 59m
$207
BostonSarasota
BOS - SRQ
BOSSRQ
Boston Logan Intl
Mon 3/2
4:15 pm-11:39 pm
1 stop7h 24m
Sarasota Bradenton Intl
Fri 3/6
6:04 am-11:10 am
1 stop5h 06m
$207
BostonSarasota
BOS - SRQ
BOSSRQ
Boston Logan Intl
Tue 3/3
12:35 pm-8:08 pm
1 stop7h 33m
Sarasota Bradenton Intl
Tue 3/10
7:15 am-2:29 pm
1 stop7h 14m
$207
BostonSarasota
BOS - SRQ
BOSSRQ
Boston Logan Intl
Tue 4/28
6:30 pm-10:04 pm
Nonstop3h 34m
Sarasota Bradenton Intl
Tue 5/12
6:10 pm-11:59 pm
1 stop5h 49m
$212
BostonSarasota
BOS - SRQ
BOSSRQ
Boston Logan Intl
Sat 4/25
10:05 am-6:02 pm
1 stop7h 57m
Sarasota Bradenton Intl
Fri 5/1
6:30 am-1:51 pm
1 stop7h 21m
$217
BostonSarasota
BOS - SRQ
BOSSRQ
Boston Logan Intl
Sun 4/26
9:02 am-4:49 pm
1 stop7h 47m
Sarasota Bradenton Intl
Thu 4/30
7:59 pm-1:22 am
1 stop5h 23m
$222
BostonSarasota
BOS - SRQ
BOSSRQ
Boston Logan Intl
Mon 3/23
6:50 pm-12:36 am
1 stop5h 46m
Sarasota Bradenton Intl
Tue 3/31
6:00 am-11:28 am
1 stop5h 28m
$237
BostonSarasota
BOS - SRQ
BOSSRQ
Boston Logan Intl
Tue 3/31
5:35 am-11:39 am
1 stop6h 04m
Sarasota Bradenton Intl
Wed 4/1
6:04 pm-1:13 am
1 stop7h 09m
$237
BostonSarasota
BOS - SRQ
BOSSRQ
Boston Logan Intl
Mon 3/16
4:25 pm-11:59 pm
1 stop7h 34m
Sarasota Bradenton Intl
Tue 3/24
12:23 pm-9:41 pm
2 stops9h 18m
$242
Showing 1-10 of 23 results
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.
BOS-SRQ
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
BOS-S1E
BOS-SRQ
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 January 30, 2026.
Booking 19 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, March is the cheapest month in which you can book a flight from Boston to Siesta Key (average of $38). 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 February 5, 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 9% 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 January 31, 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. Sunday 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 February 5, 2026.
The most flights from BOS to S1E are scheduled on a Thursday (28 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 on average).
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 February 5, 2026.
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.
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
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Alternative routes for Boston to Siesta Key
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Complete your trip
Complete your trip to Siesta Key by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Boston to Siesta Key by cabin class
Find flights from Boston to Siesta Key, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Boston and Siesta Key flights
Browse other Boston and Siesta Key flight options. Last updated on February 5, 2026.
Other flights from Boston
Browse through other flights departing from Boston. Flights are based on user searches made on Cheapflights and were last updated on February 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Boston to Siesta Key flights
Consider these flights traveling from Boston to Siesta Key.
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 February 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$28 | Average$147 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$35 | Average$153 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$58 | Average$265 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$60 | Average$217 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$61 | Average$200 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$103 | Average$258 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$146 | Average$361 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$158 | Average$308 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$166 | Average$261 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$184 | Average$293 | FlexibilityNo cancel fee | On-time69% |