BOS - EYW

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Everything you should know

Cheapest round-trip
$397
Typical prices: $349-$606
American Airlines
Tue 1/23Tue 1/30
BOS - EYW • 1 stop
Cheapest non-stop
$397
Typical prices: $370-$690
American Airlines
Mon 1/1Fri 1/5
BOS - EYW • Non-stop
Nonstop flights
You can fly direct with JetBlue and American Airlines. Average duration is 4h 02m
Direct flights
+1
Direct flights
+1
When to book
in advance
Our data shows that travelers who book at least 6 weeks in advance save around 29% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 15% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $255 (round-trip)
Shortest trip • 5h 39m (one-way)
Insights
Insights
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We hope you love your trip to Key West!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Boston to Key West (BOS-EYW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Key West

Sat, Jan 23 - Sat, Jan 30
American Airlines Logo
11:17 am - 5:54 pmBOS  Boston Logan Intl-EYW Key West
6h 37m1 stop Charlotte Douglas
American Airlines Logo
2:33 pm - 6:07 pmEYW  Key West-BOS Boston Logan Intl
3h 34mnonstop
$397American Airlines
Tue, Dec 15 - Fri, Dec 18
American Airlines Logo
6:00 am - 1:59 pmBOS  Boston Logan Intl-EYW Key West
7h 59m1 stop New York LaGuardia
American Airlines Logo
1:58 pm - 5:40 pmEYW  Key West-BOS Boston Logan Intl
3h 42mnonstop
$397American Airlines
Tue, Nov 17 - Fri, Nov 20
United Airlines Logo
5:30 am - 3:29 pmBOS  Boston Logan Intl-EYW Key West
9h 59m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl
United Airlines Logo
4:10 pm - 12:46 amEYW  Key West-BOS Boston Logan Intl
8h 36m1 stop Chicago O'Hare Intl
$398United Airlines
Sat, Nov 28 - Tue, Dec 15
Multiple Airlines Logo
11:06 am - 2:43 pmBOS  Boston Logan Intl-EYW Key West
27h 37m1 stop Orlando
Multiple Airlines Logo
1:16 pm - 8:09 amEYW  Key West-BOS Boston Logan Intl
42h 53m2 stops Tampa Raleigh-Durham
$403Multiple Airlines
Sun, Feb 14 - Thu, Feb 18
Allegiant Air Logo
10:59 am - 10:38 amBOS  Boston Logan Intl-EYW Key West
23h 39m1 stop Knoxville McGhee Tyson
Allegiant Air Logo
9:18 am - 9:07 amEYW  Key West-BOS Boston Logan Intl
23h 49m1 stop Asheville Regional
$405Allegiant Air
Sun, Apr 25 - Fri, Apr 30
United Airlines Logo
6:00 am - 3:06 pmBOS  Boston Logan Intl-EYW Key West
9h 06m1 stop Chicago O'Hare Intl
United Airlines Logo
4:05 pm - 12:49 amEYW  Key West-BOS Boston Logan Intl
8h 44m1 stop Chicago O'Hare Intl
$407United Airlines
Mon, Nov 16 - Tue, Nov 17
Delta Logo
12:20 pm - 8:00 pmBOS  Boston Logan Intl-EYW Key West
7h 40m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:30 am - 2:56 pmEYW  Key West-BOS Boston Logan Intl
7h 26m1 stop Atlanta Hartsfield-Jackson
$407Delta
Sat, Nov 14 - Tue, Nov 17
Delta Logo
1:45 pm - 8:00 pmBOS  Boston Logan Intl-EYW Key West
6h 15m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:30 am - 2:56 pmEYW  Key West-BOS Boston Logan Intl
7h 26m1 stop Atlanta Hartsfield-Jackson
$407Delta
Tue, Jan 19 - Fri, Jan 22
JetBlue Logo
8:00 am - 12:02 pmBOS  Boston Logan Intl-EYW Key West
4h 02mnonstop
JetBlue Logo
12:54 pm - 4:25 pmEYW  Key West-BOS Boston Logan Intl
3h 31mnonstop
$414JetBlue
Wed, Dec 2 - Sat, Dec 5
JetBlue Logo
8:25 am - 12:23 pmBOS  Boston Logan Intl-EYW Key West
3h 58mnonstop
JetBlue Logo
1:14 pm - 4:47 pmEYW  Key West-BOS Boston Logan Intl
3h 33mnonstop
$414JetBlue
Booking Insights

Price, demand and travel trends for Boston to Key West flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Boston to Key West?

Round-trip flights from Boston to Key West typically range from $349 to $606. The lowest price found in the past 5 days was $397, on American Airlines.

What's the cheapest day of the week to fly from Boston to Key West?

Based on deals KAYAK users found in the last 12 months, Sunday is the cheapest day of the week to fly from Boston to Key West. It’s 12% cheaper than the average day, while Thursday is the most expensive, with prices 14% higher.

What’s the cheapest month to fly from Boston to Key West?

•September is the cheapest month to fly from Boston to Key West at $380 round-trip.
•April ($610) and March ($508) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 60% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Boston to Key West the cheapest?

Flights from Boston to Key West are cheapest 6 weeks before departure. Booking in this window typically costs about 29% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Boston to Key West

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines and JetBlue

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Paul Rubio

Paul Rubio

Expert on EYW

Travel journalist and photographer Paul Rubio is a Miami native (and current resident), who has lived in nine countries and traveled to 137. He is an expert in luxury travel, eco-travel, loyalty programs, hotels, airports and airlines. He is a contributing editor at AFAR, Condé Nast Traveler, LUXURY Magazine, and Palm Beach Illustrated.

Blane Bachelor

Blane Bachelor

Expert on BOS

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Key details for Boston to Key West flights

Low season

June

Cheapest flight

$116
Beat the crowds with an average 55% drop in travelers.
The most popular month to fly with an average 83% increase in travelers.
One-way flight from Boston to Key West

When to book flights from Boston to Key West

Are your dates flexible? Find out the best times to travel from Boston to Key West based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Boston to Key West flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Boston to Key West?

    These are the earliest and latest flight times available from Boston to Key West:

    • Earliest: departs at 7:30 am and lands at 11:32 am
    • Latest: departs at 11:10 am and lands at 3:12 pm.

    The flight takes about 4h 02m.

  • What cabin classes can I book on flights from Boston to Key West?

    Three cabin classes are available on flights from Boston to Key West:

    • Economy Class
    • Premium Economy Class
    • First Class

  • How long is a flight from Boston to Key West?

    A nonstop flight from Boston to Key West takes 4h 02m, covering 1,374 miles.

  • Do I need a passport to fly from Boston to Key West?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Boston to Key West flight?

    Round-trip flights from Boston to Key West range from $349 to $606, with an average of $447 over the past 12 months. Anything below $349 counts as a good deal.

  • How expensive are last-minute Boston to Key West flights?

    Last-minute fares on this route (booked within two weeks of departure) run 11% above the $447 route average. Book 6 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Boston to Key West?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $255 round-trip via Knoxville McGhee Tyson (TYS), compared to $511 for nonstop.

  • What is the standard checked-bag allowance on flights from Boston to Key West?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $49–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Boston to Key West?

    The Airbus A220-300 family is used most often on this route, operated mainly by JetBlue. Other aircraft seen on the route include Embraer 175 variants.

  • How are flight departures from Boston to Key West spread across the day?

    Morning is the busiest departure period on Boston to Key West flights, with 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.

  • Have flight prices from Boston to Key West changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $397 to $2,156. That means the highest observed fare was about 5x higher than the lowest one.

  • Which airlines offer Wi-Fi on Boston to Key West flights?

    Two airlines offer in-flight Wi-Fi on Boston to Key West flights:

    • JetBlue
    • American Airlines

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

  • How are flight prices from Boston to Key West looking right now?

    One-way fares from Boston to Key West are currently lower than usual. Average one-way flight prices are about $168, which is 24% below the typical average for this route.

  • What car rental options are available at Key West Airport (EYW)?

    Key West Airport (EYW) hosts 5 major car rental companies, with daily rates averaging $67 for economy cars. Top options include:

    • Dollar
    • Hertz
    • Budget
    • Enterprise Rent-A-Car
    • Alamo

  • Which airports can I use when flying from Boston to Key West?

    Flights from Boston to Key West usually depart from Boston Logan Intl (BOS) and arrive at Key West (EYW).

  • Which airports do connecting flights from Boston to Key West pass through?

    One-stop flights from Boston to Key West most commonly connect through:

    • Charlotte Douglas (CLT) - 22% of one-stop connections
    • Miami (MIA) - 18% of one-stop connections
    • Washington, D.C. Reagan-National (DCA) - 16% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 14% of one-stop connections

  • Can I save money by using flexible dates for flights from Boston to Key West?

    Yes. Flexible dates can save you up to 23% on flights from Boston to Key West. Sunday is the cheapest departure day at $397 round-trip on average, while Thursday is the most expensive at $514, a difference of $117.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • What airlines fly from Boston to Key West?

    2 airlines operate flights between Boston and Key West. The airlines offering nonstop flights on this route include:

    • JetBlue
    • American Airlines

  • How much time can I save by choosing a different layover airport from Boston to Key West?

    Flying via Charlotte Douglas (CLT) gives the shortest average 1-stop total travel time at 5h 39m, compared with 5h 41m via Miami (MIA) and 5h 44m via Washington, D.C. Reagan-National (DCA).

  • What popular places can I visit in Key West?

    Some of the most popular sights in Key West are Duval Street, Key West Historic District and Mallory Square. These are among the most viewed places in Key West on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Boston to Key West flights?

    Among airlines operating Boston to Key West flights:

    • JetBlue: offers free seat selection
    • American Airlines: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Boston to Key West flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • JetBlue: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

  • How early should I be to BOS when I’m scheduled to travel?

    On the date you’re set to travel, you should reach BOS at least 1h 30min before your flight is scheduled to take off. Getting to this airport an hour early will enable you clear the airport’s lengthy security lines in time for your flight.

  • Where should I park my car at BOS?

    If you drive to BOS, there are several on-site and off-site parking garages you can leave your car at. You should park your car at one of the airport’s off-site parking garages, as these garages charge cheaper rates than the on-site ones.

  • What is the best way to travel from EYW to Key West?

    To travel from EYW to Key West, you can catch a bus or a taxi. If you’d like to travel quickly, you should board one of the taxis that ply this route, whereas if you’d like to travel affordably, you should board a bus. It’s worth noting that although it is a bit more expensive than traveling by bus, traveling by taxi is more appropriate because if you use one, you’ll be dropped out right at the doorstep of your destination of choice.

  • Does EYW have an on-site hotel?

    Key West International Airport has no on-site hotel. However, if you’d like to stay near it, there are various hotels you should consider. They include Hampton Inn Key West, Margaritaville Beach House Key West, and DoubleTree by Hilton Hotel Grand Key Resort.

Your guide to booking Boston to Key West flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Sunday departure and avoid flying on Thursday. On this route, Sunday flights average $397, about $117 less than Thursday fares (23% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 6 weeks before you fly. On this route, that window historically saves about 29% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Boston to Key West trip for September. Fares historically average $380 round-trip in that month - typically $230 less than the most expensive month, which is April (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Knoxville McGhee Tyson Airport (TYS) can be cheaper than flying direct. The cheapest layover option averages $255 round-trip on this route - about $256 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Key West Airport.

    • Parrot Key Hotel & Villas
    • Margaritaville Beach House Key West
    • Havana Cabana at Key West
  • TSA Care offers special assistance services at Boston Logan International Airport (BOS). If you’d like to receive any of the special assistance services it offers, you should contact its BOS office and inform the representative you’ll talk to of the type of assistance you’ll need at least 72h before your flight.
  • If you’re an active military member or a dependent of one, you can access the USO Lounge at BOS for free. Situated in Terminal C, a short distance from the American Airlines Credit Union, this lounge features comfortable seats, reading material, clean lavatories, snacks, and fast internet.
  • Classique Salon offers top-notch hair and nail services at BOS. Located in Terminal C, this establishment, open from 7:30 am to 6 pm. on Mondays to Fridays and 8 am to 5 pm on Saturdays, has several well-trained and experienced hair and nail stylists. Thus, you can count on receiving nothing short of elite services at this salon.
  • In Key West, you’ll alight from your flight at Key West International Airport (EYW). If you need to withdraw some cash before leaving, you can do so with ease, as EYW has several operational ATMs. They are located in the airport’s Ticketing Area, departure lounge, and baggage claim area.
  • If you’re traveling with an infant, you can breastfeed him/her without the glaring eyes of the public, as EYW features a Mamava Suite in its Departure Lounge. To access this Mamava suite, all you have to do is inform one of the airport staff, and they will assist you accordingly.

Prefer to fly direct from Boston to Key West?

 
Find which airlines fly direct from Boston Logan Intl Airport to Key West Airport, which days they fly and book direct flights.

Direct departures

Boston Logan Intl to Key West

Monday

JetBlue,American Airlines

JetBlue,American Airlines

Tuesday

JetBlue,American Airlines

JetBlue,American Airlines

Wednesday

JetBlue,American Airlines

JetBlue,American Airlines

Thursday

JetBlue,American Airlines

JetBlue,American Airlines

Friday

JetBlue,American Airlines

JetBlue,American Airlines

Saturday

American Airlines,JetBlue

American Airlines,JetBlue

Sunday

JetBlue,American Airlines

JetBlue,American Airlines

See more direct flights

Direct returns

Key West to Boston Logan Intl

Monday

JetBlue,American Airlines

JetBlue,American Airlines

Tuesday

JetBlue,American Airlines

JetBlue,American Airlines

Wednesday

JetBlue,American Airlines

JetBlue,American Airlines

Thursday

JetBlue,American Airlines

JetBlue,American Airlines

Friday

JetBlue,American Airlines

JetBlue,American Airlines

Saturday

American Airlines,JetBlue

American Airlines,JetBlue

Sunday

JetBlue,American Airlines

JetBlue,American Airlines

See more direct flights

More options for your flight from Boston to Key West

Complete your trip to Key West with a hotel stay or car rental