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

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Cheap Flights from BOS to EYW starting at $179 One Way, $233 Round Trip

Prices starting at $233 for return flights and $179 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.

Sat, Dec 12 - Wed, Dec 16
BOS
Boston
EYW
Key West
$233 Roundtrip, found 1 day ago
$233
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Dec 12 from Boston to Key West, returning Wed, Dec 16, priced at $233 found 1 day ago
Fri, Dec 11 - Tue, Dec 15
BOS
Boston
EYW
Key West
$267 Roundtrip, found 8 hours ago
$267
Roundtrip
found 8 hours ago
Select Delta flight, departing Fri, Dec 11 from Boston to Key West, returning Tue, Dec 15, priced at $267 found 8 hours ago
Sat, Dec 12 - Wed, Dec 16
BOS
Boston
EYW
Key West
$289 Roundtrip, found 1 day ago
$289
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Dec 12 from Boston to Key West, returning Wed, Dec 16, priced at $289 found 1 day ago
Wed, Jan 27 - Wed, Feb 3
BOS
Boston
EYW
Key West
$306 Roundtrip, found 8 hours ago
$306
Roundtrip
found 8 hours ago
Select Delta flight, departing Wed, Jan 27 from Boston to Key West, returning Wed, Feb 3, priced at $306 found 8 hours ago
Thu, Jan 21 - Mon, Jan 25
BOS
Boston
EYW
Key West
$311 Roundtrip, found 1 day ago
$311
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Jan 21 from Boston to Key West, returning Mon, Jan 25, priced at $311 found 1 day 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
$209 nightly
The price is $235 total per night from Nov 28 to Nov 29
$235 total
Nov 28 - Nov 29
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! (1,329 reviews)
"Omg, we felt so bougie. Such a nice room, (we had the deluxe suite complete with 2 bedroom 2 baths, a kitchen an epic balcony overlooking the water...a freaking telescope!!!!) and the pool area, so many yard games and activities. The hot tub and heated pool were large and the perfect temperature. ..."

Reviewed on Oct 28, 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
$188 nightly
The price is $212 total per night from Nov 30 to Dec 1
$212 total
Nov 30 - Dec 1
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 ...
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
$163 nightly
The price is $184 total per night from Nov 1 to Nov 2
$184 total
Nov 1 - Nov 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 ...
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

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
$264 nightly
The price is $298 total per night from Nov 17 to Nov 18
$298 total
Nov 17 - Nov 18
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,800 reviews)
"Perfect beach view from the room."

Reviewed on Oct 29, 2026

Margaritaville Beach House Key West
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 Nov 19 to Nov 20
$225 total
Nov 19 - Nov 20
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 ...
Havana Cabana at Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$175 nightly
The price is $197 total per night from Nov 1 to Nov 2
$197 total
Nov 1 - Nov 2
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! (2,757 reviews)
"I went to the desk to check in. They said your room is ready. They said you can wait to check in or pay $35 to check in now. It was 3:00 so they wanted me to pay $35 to check in an hour early. It’s bad enough the fees were $80 but now they charge you to check in your room"

Reviewed on Oct 29, 2026

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.

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
$163 nightly
The price is $184 total per night from Nov 1 to Nov 2
$184 total
Nov 1 - Nov 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 ...
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
$188 nightly
The price is $212 total per night from Nov 30 to Dec 1
$212 total
Nov 30 - Dec 1
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 ...
Hampton Inn Key West FL
Eden House

Eden House

4 out of 5
1015 Fleming St Key West FL
$183 nightly
The price is $206 total per night from Oct 31 to Nov 1
$206 total
Oct 31 - Nov 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. ...
9/10 Wonderful! (1,000 reviews)
"El hotel me gustó mucho además que está muy bueno, solo pienso que deben valorar ofertar desayuno"

Reviewed on Oct 26, 2026

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
$213 nightly
The price is $240 total per night from Nov 29 to Nov 30
$240 total
Nov 29 - Nov 30
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. ...
8.6/10 Excellent! (1,401 reviews)
"I was able to use onsite parking, which in Key West is very important. The room was clean, the staff friendly and breakfast was continental, but plentiful."

Reviewed on Oct 28, 2026

Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$143 nightly
The price is $161 total per night from Nov 1 to Nov 2
$161 total
Nov 1 - Nov 2
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! (1,001 reviews)
"I was excited to use the pool for our vacation, but it still wasn't inspected by the city so we couldn't use it for our 8 days there and it was upsetting. No compensation on the resort fee either."

Reviewed on Oct 26, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$181 nightly
The price is $200 total per night from Nov 1 to Nov 2
$200 total
Nov 1 - Nov 2
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! (1,130 reviews)
"The property was on Duvall🐴 Street but had a beautiful garden in the back for privacy. Breakfast was good. Very clean even though it’s an older building."

Reviewed on Oct 28, 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
$263 nightly
The price is $296 total per night from Nov 15 to Nov 16
$296 total
Nov 15 - Nov 16
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 ...
8.6/10 Excellent! (3,660 reviews)
"The entire stay was perfect! See you next year!!"

Reviewed on Oct 29, 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
$175 nightly
The price is $197 total per night from Nov 1 to Nov 2
$197 total
Nov 1 - Nov 2
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! (2,757 reviews)

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

Travelers say...
"I went to the desk to check in. They said your room is ready. They said you can wait to check in or pay $35 to check in now. It was 3:00 so they wanted me to pay $35 to check in an hour early. It’s bad enough the fees were $80 but now they charge you to check in your room"

Reviewed on Oct 29, 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
$178 nightly
The price is $201 total per night from Nov 15 to Nov 16
$201 total
Nov 15 - Nov 16
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! (1,795 reviews)
"A nice clean and comfortable room. It has a balcony with chairs for watching sunsets. It was a little wierd driving through a lower income area to get to it but worth it. Prices in the restaurant are pretty steep but the food was excellent!! The pistachio encrusted Grouper was devine."

Reviewed on Oct 29, 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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