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

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Cheap Flights from BOS to EYW starting at $184 One Way, $337 Round Trip

Prices starting at $337 for return flights and $184 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.

Sun, Jan 24 - Sat, Jan 30
BOS
Boston
EYW
Key West
$337 Roundtrip, found 1 day ago
$337
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Jan 24 from Boston to Key West, returning Sat, Jan 30, priced at $337 found 1 day ago
Wed, Jan 27 - Wed, Feb 3
BOS
Boston
EYW
Key West
$342 Roundtrip, found 18 hours ago
$342
Roundtrip
found 18 hours ago
Select United flight, departing Wed, Jan 27 from Boston to Key West, returning Wed, Feb 3, priced at $342 found 18 hours ago
Wed, Jan 13 - Wed, Jan 20
BOS
Boston
EYW
Key West
$347 Roundtrip, found 4 hours ago
$347
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Jan 13 from Boston to Key West, returning Wed, Jan 20, priced at $347 found 4 hours ago
Sat, Dec 5 - Sat, Dec 12
BOS
Boston
EYW
Key West
$347 Roundtrip, found 2 days ago
$347
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Dec 5 from Boston to Key West, returning Sat, Dec 12, priced at $347 found 2 days ago
Wed, Jan 27 - Wed, Feb 3
BOS
Boston
EYW
Key West
$352 Roundtrip, found 18 hours ago
$352
Roundtrip
found 18 hours ago
Select United flight, departing Wed, Jan 27 from Boston to Key West, returning Wed, Feb 3, priced at $352 found 18 hours 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
$207 nightly
The price is $233 total per night from Sep 2 to Sep 3
$233 total
Sep 2 - Sep 3
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (1,248 reviews)
"Absolutely perfect stay. Great staff, extremely clean and efficient, great location. Only complaint, wish there was an onsite gym but not a deal breaker. Will be back"

Reviewed on Aug 24, 2026

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
$118 nightly
The price is $133 total per night from Aug 30 to Aug 31
$133 total
Aug 30 - Aug 31
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! (1,485 reviews)
"Everything was so very clean. The staff was friendly and helpful. One of the very best breakfast bars that we have experienced. The shuttle provided was a life saver. Prompt and very friendly!"

Reviewed on Aug 24, 2026

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
$144 nightly
The price is $162 total per night from Sep 1 to Sep 2
$162 total
Sep 1 - Sep 2
Total with taxes and fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,088 reviews)
"Joe at the front desk was very helpful. We did have a few issues with housekeeping and being able to get into our room. On four separate occasions, we had to come and have someone readjust the lock on our door because our keys did not work. We did enjoy the complementary coffee each morning."

Reviewed on Aug 24, 2026

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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$203 nightly
The price is $228 total per night from Sep 1 to Sep 2
$228 total
Sep 1 - Sep 2
Total with taxes and fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,567 reviews)
"The resort was wonderful. The staff was so incredibly nice and helpful and was a big part of the reason I loved choosing this resort to stay at. It is a decent walk to the other side of Duval street but they have bike and golf cart rentals available at the resort. The pools were nice and relaxing ..."

Reviewed on Aug 24, 2026

Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
$136 nightly
The price is $153 total per night from Aug 25 to Aug 26
$153 total
Aug 25 - Aug 26
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (2,361 reviews)
"Was clean breakfast was perfect nice little beach was also clean good place"

Reviewed on Aug 24, 2026

Ibis Bay Beach Resort
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
$200 nightly
The price is $225 total per night from Sep 8 to Sep 9
$225 total
Sep 8 - Sep 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,866 reviews)
"Beautiful place I will go back"

Reviewed on Aug 24, 2026

Havana Cabana at 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
$144 nightly
The price is $162 total per night from Sep 1 to Sep 2
$162 total
Sep 1 - Sep 2
Total with taxes and fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,088 reviews)
"Joe at the front desk was very helpful. We did have a few issues with housekeeping and being able to get into our room. On four separate occasions, we had to come and have someone readjust the lock on our door because our keys did not work. We did enjoy the complementary coffee each morning."

Reviewed on Aug 24, 2026

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
$118 nightly
The price is $133 total per night from Aug 30 to Aug 31
$133 total
Aug 30 - Aug 31
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! (1,485 reviews)
"Everything was so very clean. The staff was friendly and helpful. One of the very best breakfast bars that we have experienced. The shuttle provided was a life saver. Prompt and very friendly!"

Reviewed on Aug 24, 2026

Hampton Inn Key West FL
Eden House

Eden House

4 out of 5
1015 Fleming St Key West FL
$125 nightly
The price is $141 total per night from Aug 31 to Sep 1
$141 total
Aug 31 - Sep 1
Total with taxes and fees
Stay at this 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 reviews. ...
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
$152 nightly
The price is $171 total per night from Sep 7 to Sep 8
$171 total
Sep 7 - Sep 8
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$104 nightly
The price is $116 total per night from Aug 26 to Aug 27
$116 total
Aug 26 - Aug 27
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 ...
8/10 Very Good! (1,000 reviews)
"The room itself was very nice, clean, and comfortable, and the location was great because it was very close to everything. My main disappointment was that the listing mentioned a shared area, but when we arrived, it was under construction. There appeared to be a new pool that was already filled with ..."

Reviewed on Aug 13, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$124 nightly
The price is $136 total per night from Aug 31 to Sep 1
$136 total
Aug 31 - Sep 1
Total with taxes and fees
Stay at this B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.6/10 Exceptional! (1,095 reviews)
"Our stay was perfect. Convenient to Duval Street. The staff was very helpful."

Reviewed on Aug 24, 2026

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
$203 nightly
The price is $228 total per night from Sep 1 to Sep 2
$228 total
Sep 1 - Sep 2
Total with taxes and fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,567 reviews)
"The resort was wonderful. The staff was so incredibly nice and helpful and was a big part of the reason I loved choosing this resort to stay at. It is a decent walk to the other side of Duval street but they have bike and golf cart rentals available at the resort. The pools were nice and relaxing ..."

Reviewed on Aug 24, 2026

Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$166 nightly
The price is $187 total per night from Aug 25 to Aug 26
$187 total
Aug 25 - Aug 26
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (2,652 reviews)

Families like: Outdoor pools, playground, miniature golf, game room

Travelers say...
"Absolutely nothing to complain about. Very friendly and helpful staff, rooms were very clean showers were hot, and the ac was on. Highly recommend for anyone looking for a place to stay while in town."

Reviewed on Aug 24, 2026

Blue Flamingo Resort Key West
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$167 nightly
The price is $188 total per night from Sep 7 to Sep 8
$188 total
Sep 7 - Sep 8
Total with taxes and fees
Book a stay at this 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 ...
9/10 Wonderful! (1,850 reviews)
"Beautiful resort and location. Having construction and updating while we were there as it recently became a Hilton resort. Love the location and the 2 hours of kayak/ paddle boarding and/or bicycling that was provided at no cost. Air conditioning in unit had issues but they tried to correct while ..."

Reviewed on Aug 24, 2026

Hilton Key West Resort & Marina
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
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
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.

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