Boston to Key West Flights (BOS-EYW) from $104

Wander Wisely with exceptional service, 24/7 support

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Selected fares from Boston to Key West

The cheapest prices found with in the last 7 days for return flights were $210 and $104 for one-way flights to Key West for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Wed, Sep 11 - Wed, Sep 18
PVD
T.F. Green
EYW
Key West Intl.
$210 Roundtrip, found 2 days ago
$210
Roundtrip
found 2 days ago
Select United flight, departing Wed, Sep 11 from T.F. Green to Key West Intl., returning Wed, Sep 18, priced at $210 found 2 days ago
American Airlines
Wed, Aug 21 - Sat, Aug 24
BOS
Logan Intl.
EYW
Key West Intl.
$243 Roundtrip, found 5 days ago
$243
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Aug 21 from Logan Intl. to Key West Intl., returning Sat, Aug 24, priced at $243 found 5 days ago
JetBlue Airways
Mon, Oct 28 - Fri, Nov 1
BOS
Logan Intl.
EYW
Key West Intl.
$328 Roundtrip, found 12 hours ago
$328
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Mon, Oct 28 from Logan Intl. to Key West Intl., returning Fri, Nov 1, priced at $328 found 12 hours ago

Save more with Key West Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
H2O Suites - Adults Only

H2O Suites - Adults Only

3.5 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 23
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

5 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 23
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Beachside Resort & Residences

Beachside Resort & Residences

4 out of 5
per person
Jun 19 - Jun 23
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
per person
Jun 19 - Jun 23
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

3 out of 5
per person
Jun 19 - Jun 23
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 23
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Don't see what you're looking for?
See all available trips from Boston to Key West
View all trips