Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Cheap flights from Boston (BOS) to Key West (EYW)

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Lowest round trip fares by airline from Boston and Key West

Cheapest prices ($78 One Way, $153 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Jun 22
BOS
Boston
EYW
Key West
$78
American Airlines
Sun, Jul 11
BOS
Boston
EYW
Key West
$79
JetBlue Airways
Thu, Jul 1
BOS
Boston
EYW
Key West
$88
United
Tue, Oct 12
BOS
Boston
EYW
Key West
$109
American Airlines
Wed, Sep 22
PVD
Providence
EYW
Key West
$113
Delta
Wed, Jul 28 - Wed, Jul 28
BOS
Boston
EYW
Key West
$153
American Airlines
Tue, Jul 27 - Tue, Jul 27
BOS
Boston
EYW
Key West
$155
American Airlines
Sun, Jul 11 - Thu, Jul 15
BOS
Boston
EYW
Key West
$157
JetBlue Airways
Sun, Jul 25 - Wed, Jul 28
BOS
Boston
EYW
Key West
$157
JetBlue Airways
Fri, Jul 9 - Tue, Jul 13
BOS
Boston
EYW
Key West
$166
United

Great Deals On Cheap Hotels in Key West

Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
The price is $279 per night from Jun 21 to Jun 21
Located in Key West Historic District, this hotel is steps from Simonton Beach, Duval Street, and South Beach. Higgs Beach and Southernmost Point are also within ...
4.3/5Excellent! (4 reviews)
"So close to beach and restaurants in walking distance"

Reviewed on Mar 14, 2021

Southwinds Motel
Seashell Motel & Key West Hostel

Seashell Motel & Key West Hostel

1.5 out of 5
718 South Street, Key West, FL
The price is $107 per night from Jul 1 to Jul 1
Located in Old Town Key West, this hostel is within a 5-minute walk of Duval Street and South Beach. Higgs Beach and Key West Butterfly and Nature Conservatory ...
3.5/5Good! (4 reviews)
"First off for the money we paid the property was in poor condition you can see through the door there were cracks all around the bottom of it then when we flush the toilet twice sewage came back up into the shower stall the beds were up against the wall so you had to climb out at night to go to the ..."

Reviewed on Mar 19, 2020

Seashell Motel & Key West Hostel
Duval House

Duval House

3 out of 5
815 Duval St, Key West, FL
The price is $255 per night from Jun 20 to Jun 20
Located in Key West Historic District, this bed & breakfast is steps from Duval Street and Ernest Hemingway Home and Museum. South Beach and Key West Butterfly ...
5/5Exceptional! (2 reviews)
"Great location and charm. Attentive staff. Good breakfast"

Reviewed on Sep 16, 2019

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.

Fly From Boston to Key West

Origin Boston
Destination Key West
Number of Daily Flights 2
Earliest Flight Departure Date Jun 25
Latest Flight Departure Date Jun 25
Popular Airlines JetBlue Airways

Boston to Key West

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.