Cheap flights from BOS to EYW (Logan Intl. to Key West Intl.)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights from BOS to EYW starting at $107 One Way, $215 Round Trip

Prices starting at $215 for return flights and $107 for one-way flights to Key West Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Nov 17 - Wed, Nov 26
BOS
Boston
EYW
Key West
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Nov 17 from Boston to Key West, returning Wed, Nov 26, priced at $215 found 1 day ago
Thu, Oct 30 - Thu, Nov 6
BOS
Boston
EYW
Key West
$220 Roundtrip, found 1 hour ago
$220
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Thu, Oct 30 from Boston to Key West, returning Thu, Nov 6, priced at $220 found 1 hour ago
Mon, Nov 3 - Thu, Nov 6
BOS
Boston
EYW
Key West
$221 Roundtrip, found 22 hours ago
$221
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Mon, Nov 3 from Boston to Key West, returning Thu, Nov 6, priced at $221 found 22 hours ago
Thu, Feb 5 - Mon, Feb 9
BOS
Boston
EYW
Key West
$223 Roundtrip, found 17 hours ago
$223
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Thu, Feb 5 from Boston to Key West, returning Mon, Feb 9, priced at $223 found 17 hours ago
Fri, Jan 30 - Sun, Feb 1
BOS
Boston
EYW
Key West
$225 Roundtrip, found 6 days ago
$225
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Fri, Jan 30 from Boston to Key West, returning Sun, Feb 1, priced at $225 found 6 days ago

Hotel Ideas near Key West Intl.

Airport Hotels near Key West Intl.

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard, Key West, FL
$311 nightly
The price is $350 total per night from Oct 29 to Oct 30
$350 total
Oct 29 - Oct 30
Total with taxes and fees
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,012 reviews)
"The staff was great. We checked in around 8pm and discovered there was a problem with our air conditioner. They came to the room that night to attempt to fix it and offered us another room for the night when they couldn’t. Then the next morning they got a technician to come and work on it. We went ..."

Reviewed on Oct 13, 2025

Hyatt Vacation Club at Windward Pointe, Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
$159 nightly
The price is $179 total per night from Oct 22 to Oct 23
$179 total
Oct 22 - Oct 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,248 reviews)
"He airplanes were a nice touch"

Reviewed on Oct 10, 2025

Hampton Inn Key West FL
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd, Key West, FL
$165 nightly
The price is $186 total per night from Oct 27 to Oct 28
$186 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,014 reviews)
"Wish the pool was larger"

Reviewed on Oct 12, 2025

DoubleTree Resort by Hilton Grand Key - Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Key West

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
$189 nightly
The price is $212 total per night from Oct 28 to Oct 29
$212 total
Oct 28 - Oct 29
Total with taxes and fees
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,730 reviews)
"Room and a"

Reviewed on Oct 11, 2025

Oceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
$232 nightly
The price is $261 total per night from Oct 27 to Oct 28
$261 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,778 reviews)
"The property was beautiful and very well maintained. The balcony room was nice with plenty of room. Although everything was walkable, we were several blocks from all of the main places on Duval street. We definitely got our steps in. Lunch at the cafe overlooking the water was great. The food was ..."

Reviewed on Oct 10, 2025

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
$235 nightly
The price is $264 total per night from Oct 29 to Oct 30
$264 total
Oct 29 - Oct 30
Total with taxes and fees
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,778 reviews)
"Wonderful place"

Reviewed on Oct 16, 2025

Margaritaville Beach House Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Key West Hotels With Airport Transportation

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd, Key West, FL
$165 nightly
The price is $186 total per night from Oct 27 to Oct 28
$186 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,014 reviews)
"Wish the pool was larger"

Reviewed on Oct 12, 2025

DoubleTree Resort by Hilton Grand Key - Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
$159 nightly
The price is $179 total per night from Oct 22 to Oct 23
$179 total
Oct 22 - Oct 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,248 reviews)
"He airplanes were a nice touch"

Reviewed on Oct 10, 2025

Hampton Inn Key West FL
Eden House

Eden House

3.5 out of 5
1015 Fleming St, Key West, FL
$237 nightly
The price is $266 total per night from Oct 19 to Oct 20
$266 total
Oct 19 - Oct 20
Total with taxes and fees
Stay at this 3.5-star hotel in Key West. Enjoy free WiFi, in-room massages, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our ...
9/10 Wonderful! (1,008 reviews)
"Loved it. Free parking and welcome drink a bonus"

Reviewed on Oct 14, 2025

Eden House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Key West Hotels

Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
$189 nightly
The price is $213 total per night from Oct 26 to Oct 27
$213 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,193 reviews)
"Great place. Rooms are small but we were only in it to sleep. Would definitely stay again!"

Reviewed on Oct 9, 2025

Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street, Key West, FL
$131 nightly
The price is $147 total per night from Oct 19 to Oct 20
$147 total
Oct 19 - Oct 20
Total with taxes and fees
Stay at this hostel in Key West. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.8/10 Good! (1,004 reviews)
"The room was very small but very clean and well maintained."

Reviewed on Oct 10, 2025

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St, Key West, FL
$121 nightly
The price is $133 total per night from Oct 26 to Oct 27
$133 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this 3-star B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. ...
9.4/10 Exceptional! (1,013 reviews)
Lovely place and amazing people
"The most amazing people here made our stay wonderful! The pool and breakfast are great also!"

Reviewed on Oct 10, 2025

Duval House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Key West

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
$232 nightly
The price is $261 total per night from Oct 27 to Oct 28
$261 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,778 reviews)
"The property was beautiful and very well maintained. The balcony room was nice with plenty of room. Although everything was walkable, we were several blocks from all of the main places on Duval street. We definitely got our steps in. Lunch at the cafe overlooking the water was great. The food was ..."

Reviewed on Oct 10, 2025

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...
8.2/10 Very Good! (1,000 reviews)

Families like: Outdoor pool, babysitting, close to beach, bicycle rentals

Travelers say...
"Stayed here many times. Easy in and out, plenty of parking. Great friendly staff"

Reviewed on Sep 1, 2025

Get rates
Margaritaville Beach House Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
$143 nightly
The price is $160 total per night from Oct 26 to Oct 27
$160 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.8/10 Good! (1,611 reviews)

Families like: Outdoor pools, miniature golf, game room, bicycle rentals

Travelers say...
"We loved this resort and will be back!"

Reviewed on Oct 10, 2025

Blue Flamingo Resort Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

BOS to EYW Route Info

Origin Airport
Boston
Destination Airport
Key West
Number Of Airlines Serving
1
Distance
1374 mi
Shortest Flight Departure Time
8:10AM EDT
Shortest Flight Departure Date
Oct 23
BOS Address & GPS
Address:
One Harborside Drive
Boston MA, 02128-2909
United States
IATA Code:
BOS
Longitude:
-71.020176
Latitude:
42.36646
Time Zone:
America/New_York
EYW Address & GPS
Address:
3491 South Roosevelt Boulevard
Key West FL, 33040-5260
United States
IATA Code:
EYW
Longitude:
-81.75501
Latitude:
24.553574
Time Zone:
America/New_York

Frequently asked questions

Are there non-stop flights from BOS to EYW?
Multiple airline companies operate direct flights from Logan Intl. Airport (BOS) to Key West Intl. Airport, which is awesome news if the very thought of stopping over somewhere sends you into a tailspin. Check out what amazing deals you can get with JetBlue Airways and American Airlines.
What is the shortest flight from Logan Intl. Airport to EYW?
Grab an in-flight wine or two and settle into your seat with a riveting book or movie. With the trip from BOS to Key West Intl. Airport (EYW) taking 5 hours and 28 minutes, there's plenty of time to relax and enjoy the experience.
How many hours flight from BOS to Key West Intl. Airport?
The journey from BOS to EYW will take an average of 5 hours and 33 minutes. A few movies, some light reading and a long nap will make the time zip by.
What airlines have the most flights from Logan Intl. Airport (BOS) to Key West Intl. Airport?
While you'll find a few airlines flying from Logan Intl. Airport (BOS) to EYW, there are a couple that stand out. American Airlines (AA) is one of the best and has 54 flights each month. Also consider the deals available with JetBlue Airways (B6). Offering 26 monthly flights between Boston and Key West, they make the journey just as enjoyable as the destination.

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

More to Explore