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

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Cheap Flights from BOS to EYW starting at $149 One Way, $257 Round Trip

Prices starting at $257 for return flights and $149 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.

Wed, Jan 13 - Wed, Jan 20
BOS
Boston
EYW
Key West
$257 Roundtrip, found 1 hour ago
$257
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Jan 13 from Boston to Key West, returning Wed, Jan 20, priced at $257 found 1 hour ago
Wed, Jan 13 - Wed, Jan 20
BOS
Boston
EYW
Key West
$257 Roundtrip, found 1 hour ago
$257
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Jan 13 from Boston to Key West, returning Wed, Jan 20, priced at $257 found 1 hour ago
Mon, Jul 6 - Mon, Jul 13
BOS
Boston
EYW
Key West
$263 Roundtrip, found 1 hour ago
$263
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, Jul 6 from Boston to Key West, returning Mon, Jul 13, priced at $263 found 1 hour ago
Wed, Jan 13 - Wed, Jan 20
BOS
Boston
EYW
Key West
$277 Roundtrip, found 1 hour ago
$277
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Jan 13 from Boston to Key West, returning Wed, Jan 20, priced at $277 found 1 hour ago
Mon, Jul 6 - Mon, Jul 13
BOS
Boston
EYW
Key West
$283 Roundtrip, found 1 hour ago
$283
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, Jul 6 from Boston to Key West, returning Mon, Jul 13, priced at $283 found 1 hour 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
$345 nightly
The price is $388 total per night from Jun 14 to Jun 15
$388 total
Jun 14 - Jun 15
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! (1,099 reviews)
"The room and balcony were fantastic. The pool, grounds, and view of the ocean were lovely. The staff was super welcoming and friendly when we arrived. We enjoyed the close restaurant and walking path right across the street."

Reviewed on May 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
$169 nightly
The price is $190 total per night from May 31 to Jun 1
$190 total
May 31 - Jun 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! (1,370 reviews)
"Ice machine was broken, had to call front desk. Not very organized at the front desk. Had to wait for the room way after check-in time, and I was supposed to get a receipt but it wasn't printing."

Reviewed on May 29, 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
$185 nightly
The price is $208 total per night from Jun 21 to Jun 22
$208 total
Jun 21 - Jun 22
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! (1,027 reviews)
"S"

Reviewed on May 29, 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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$184 nightly
The price is $207 total per night from May 31 to Jun 1
$207 total
May 31 - Jun 1
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 ...
8.4/10 Very Good! (2,307 reviews)
"Very clean and well taken care of. Very family friendly. We will be back."

Reviewed on May 29, 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$254 nightly
The price is $286 total per night from Jun 30 to Jul 1
$286 total
Jun 30 - Jul 1
Total with taxes and fees
Book a stay at this beach 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! (3,334 reviews)
"Great location, tough to get a lounger by the pool, but love the atmosphere!"

Reviewed on May 29, 2026

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
$255 nightly
The price is $287 total per night from May 31 to Jun 1
$287 total
May 31 - Jun 1
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,803 reviews)
"We loved our stay! Would definitely be back again!"

Reviewed on May 29, 2026

Margaritaville Beach House 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
$185 nightly
The price is $208 total per night from Jun 21 to Jun 22
$208 total
Jun 21 - Jun 22
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! (1,027 reviews)
"S"

Reviewed on May 29, 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
$169 nightly
The price is $190 total per night from May 31 to Jun 1
$190 total
May 31 - Jun 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! (1,370 reviews)
"Ice machine was broken, had to call front desk. Not very organized at the front desk. Had to wait for the room way after check-in time, and I was supposed to get a receipt but it wasn't printing."

Reviewed on May 29, 2026

Hampton Inn Key West FL
Eden House

Eden House

4 out of 5
1015 Fleming St Key West FL
$199 nightly
The price is $224 total per night from May 31 to Jun 1
$224 total
May 31 - Jun 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)
"Super cute stay and great location!"

Reviewed on May 24, 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
$175 nightly
The price is $196 total per night from Jun 1 to Jun 2
$196 total
Jun 1 - Jun 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. ...
8.6/10 Excellent! (1,338 reviews)
"Didn't realize you had to pay to park a vehicle..very disappointed.."

Reviewed on May 28, 2026

Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$131 nightly
The price is $147 total per night from Jun 1 to Jun 2
$147 total
Jun 1 - Jun 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)
"Great location! Walking distance to many attractions."

Reviewed on May 26, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$140 nightly
The price is $154 total per night from May 31 to Jun 1
$154 total
May 31 - Jun 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 ...
9.4/10 Exceptional! (1,033 reviews)
"Very happy with our stay. Would come back."

Reviewed on May 29, 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
$254 nightly
The price is $286 total per night from Jun 30 to Jul 1
$286 total
Jun 30 - Jul 1
Total with taxes and fees
Book a stay at this beach 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! (3,334 reviews)
"Great location, tough to get a lounger by the pool, but love the atmosphere!"

Reviewed on May 29, 2026

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
Book a stay at this beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...
8.4/10 Very Good! (999 reviews)

Families like: Outdoor pool, babysitting, close to beach, bicycle rentals

Travelers say...
"This is a beautiful resort full of amenities! Margaritas when you arrive, smoothies at the pool each day around noon, free airport and old town shuttles so we didn’t need to Uber anywhere, also coffee/water/cookies in the lobby daily. The beach is an easy walk across the street. The hotel is super ..."

Reviewed on Apr 19, 2026

Get rates
Margaritaville Beach House Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$184 nightly
The price is $207 total per night from May 31 to Jun 1
$207 total
May 31 - Jun 1
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 ...
8.4/10 Very Good! (2,307 reviews)

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

Travelers say...
"Very clean and well taken care of. Very family friendly. We will be back."

Reviewed on May 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.

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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