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 5 days ago
$233
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Dec 12 from Boston to Key West, returning Wed, Dec 16, priced at $233 found 5 days ago
Fri, Dec 11 - Tue, Dec 15
BOS
Boston
EYW
Key West
$267 Roundtrip, found 4 days ago
$267
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Dec 11 from Boston to Key West, returning Tue, Dec 15, priced at $267 found 4 days ago
Sat, Dec 12 - Wed, Dec 16
BOS
Boston
EYW
Key West
$289 Roundtrip, found 5 days ago
$289
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Dec 12 from Boston to Key West, returning Wed, Dec 16, priced at $289 found 5 days ago
Thu, Jan 21 - Mon, Jan 25
BOS
Boston
EYW
Key West
$311 Roundtrip, found 5 days ago
$311
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Jan 21 from Boston to Key West, returning Mon, Jan 25, priced at $311 found 5 days ago
Sat, Dec 12 - Wed, Dec 16
BOS
Boston
EYW
Key West
$317 Roundtrip, found 5 days ago
$317
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Dec 12 from Boston to Key West, returning Wed, Dec 16, priced at $317 found 5 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
$186 nightly
The price is $209 total per night from Nov 17 to Nov 18
$209 total
Nov 17 - Nov 18
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! (1,334 reviews)
"We had a great time at this property - booked it through Expedia so we didn't know it was a Vacation Club. View was gorgeous. Room was spacious and clean. Front desk staff was kind and offered lots of coupons for us to use on the vacation. Room was fantastic for what we needed - somewhere private, ..."

Reviewed on Nov 2, 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 ...
9/10 Wonderful! (1,580 reviews)
"Very Spacious and clean room. Staff were friendly and accommodating. Excellent breakfast with many options. Paid parking however it was easy. Walking distance from airport and across from Ocean."

Reviewed on Nov 2, 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
$165 nightly
The price is $186 total per night from Nov 15 to Nov 16
$186 total
Nov 15 - Nov 16
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! (1,131 reviews)
"El hotel esta muy bien lo mejor se todo es que llegamos a la 1 y tenían ya una habitación disponible para nosotros muy atentos, el unico inconveniente y no es una gran cosa es que el ventilador de techo de la habitación que nos tocó no funcionaba pero no fue un problema porque el aire acocionado ..."

Reviewed on Nov 2, 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

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
$285 nightly
The price is $321 total per night from Nov 16 to Nov 17
$321 total
Nov 16 - Nov 17
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! (1,813 reviews)
"Amazing. Loved it and I will be back"

Reviewed on Nov 2, 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
$192 nightly
The price is $216 total per night from Dec 2 to Dec 3
$216 total
Dec 2 - Dec 3
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
$179 nightly
The price is $201 total per night from Dec 2 to Dec 3
$201 total
Dec 2 - Dec 3
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! (2,773 reviews)
"This building is older. Know that going in. It is also across the street from the water. When they say water view that's a little deceptive. Yes you have a water view from the walkway outside of your room but because the walkway is outside of your room you can't really just keep the curtains open. ..."

Reviewed on Nov 2, 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
$165 nightly
The price is $186 total per night from Nov 15 to Nov 16
$186 total
Nov 15 - Nov 16
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! (1,131 reviews)
"El hotel esta muy bien lo mejor se todo es que llegamos a la 1 y tenían ya una habitación disponible para nosotros muy atentos, el unico inconveniente y no es una gran cosa es que el ventilador de techo de la habitación que nos tocó no funcionaba pero no fue un problema porque el aire acocionado ..."

Reviewed on Nov 2, 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
$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 ...
9/10 Wonderful! (1,580 reviews)
"Very Spacious and clean room. Staff were friendly and accommodating. Excellent breakfast with many options. Paid parking however it was easy. Walking distance from airport and across from Ocean."

Reviewed on Nov 2, 2026

Hampton Inn Key West FL
Eden House

Eden House

4 out of 5
1015 Fleming St Key West FL
$176 nightly
The price is $198 total per night from Nov 4 to Nov 5
$198 total
Nov 4 - Nov 5
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
$184 nightly
The price is $207 total per night from Dec 1 to Dec 2
$207 total
Dec 1 - Dec 2
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
$204 nightly
The price is $230 total per night from Dec 1 to Dec 2
$230 total
Dec 1 - Dec 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! (1,002 reviews)
"The room was very nice"

Reviewed on Nov 2, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$211 nightly
The price is $234 total per night from Nov 11 to Nov 12
$234 total
Nov 11 - Nov 12
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 ...
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
$264 nightly
The price is $297 total per night from Nov 19 to Nov 20
$297 total
Nov 19 - Nov 20
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! (3,636 reviews)
"The beaches were not usable due to sargasm washing up on shore. The tractor to clear it could only do so much, but the on-site massages were amazing, the room was clean, and the food and drinks at the restaurant were vacation-perfect. The pools were crowded (probably because the beaches were closed) ..."

Reviewed on Nov 3, 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
$179 nightly
The price is $201 total per night from Dec 2 to Dec 3
$201 total
Dec 2 - Dec 3
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! (2,773 reviews)

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

Travelers say...
"This building is older. Know that going in. It is also across the street from the water. When they say water view that's a little deceptive. Yes you have a water view from the walkway outside of your room but because the walkway is outside of your room you can't really just keep the curtains open. ..."

Reviewed on Nov 2, 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! (1,803 reviews)
"unlike shawer floor"

Reviewed on Nov 3, 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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