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

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Cheap Flights from BOS to EYW starting at $97 One Way, $327 Round Trip

Prices starting at $327 for return flights and $97 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
$327 Roundtrip, found 7 hours ago
$327
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Jan 13 from Boston to Key West, returning Wed, Jan 20, priced at $327 found 7 hours ago
Wed, Jan 27 - Wed, Feb 3
BOS
Boston
EYW
Key West
$327 Roundtrip, found 1 day ago
$327
Roundtrip
found 1 day ago
Select United flight, departing Wed, Jan 27 from Boston to Key West, returning Wed, Feb 3, priced at $327 found 1 day ago
Wed, Jan 27 - Wed, Feb 3
BOS
Boston
EYW
Key West
$332 Roundtrip, found 1 day ago
$332
Roundtrip
found 1 day ago
Select United flight, departing Wed, Jan 27 from Boston to Key West, returning Wed, Feb 3, priced at $332 found 1 day ago
Tue, Jul 14 - Tue, Jul 21
BOS
Boston
EYW
Key West
$334 Roundtrip, found 13 hours ago
$334
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Jul 14 from Boston to Key West, returning Tue, Jul 21, priced at $334 found 13 hours ago
Wed, Jan 27 - Wed, Feb 3
BOS
Boston
EYW
Key West
$335 Roundtrip, found 1 day ago
$335
Roundtrip
found 1 day ago
Select United flight, departing Wed, Jan 27 from Boston to Key West, returning Wed, Feb 3, priced at $335 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
$400 nightly
The price is $450 total per night from Jun 22 to Jun 23
$450 total
Jun 22 - Jun 23
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! (1,139 reviews)
"Loved the layout of the suites - perfect for traveling with family and/or kids. Property was very clean with pool, sand volleyball, multiple yard games, outdoor bar, hammocks, etc. Parking was easy and convenient."

Reviewed on Jun 15, 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
$199 nightly
The price is $223 total per night from Jul 12 to Jul 13
$223 total
Jul 12 - Jul 13
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! (1,398 reviews)
"We made a last-minute booking at the Hampton Inn Key West after our flight was canceled, and overall we had a pleasant stay. The hotel was clean and comfortable, and we really appreciated the shuttle service to Duval Street, which made getting around easy. We stayed for two nights, and our only disappointment ..."

Reviewed on Jun 15, 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
$177 nightly
The price is $199 total per night from Jun 23 to Jun 24
$199 total
Jun 23 - Jun 24
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! (1,045 reviews)
"Love the place. The staff is amazing, especially the one who checked us in and Jennifer/ manager on duty. Wish the breakfast is included."

Reviewed on Jun 14, 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
$175 nightly
The price is $197 total per night from Jun 17 to Jun 18
$197 total
Jun 17 - Jun 18
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 ...
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
$266 nightly
The price is $299 total per night from Jun 29 to Jun 30
$299 total
Jun 29 - Jun 30
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! (3,400 reviews)
"From top to bottom this place was great! The location was nice, very chill vibe in the area, sort of away from the craziness of staying further down Duval St. The staff was great, super nice and accommodating, helpful, and went out of their way you were having a great time and that you felt the accommodations ..."

Reviewed on Jun 16, 2026

Southernmost Beach Resort and Guesthouses
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
$135 nightly
The price is $151 total per night from Jun 22 to Jun 23
$151 total
Jun 22 - Jun 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
8/10 Very Good! (1,241 reviews)
"Great place to stay! I will say if you are a Key West newbie like we were, do not rent a golf cart through the hotel. You can get a better quality golf cart for the same price elsewhere."

Reviewed on Jun 14, 2026

Hilton Garden Inn Key West / The Keys Collection
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
$177 nightly
The price is $199 total per night from Jun 23 to Jun 24
$199 total
Jun 23 - Jun 24
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! (1,045 reviews)
"Love the place. The staff is amazing, especially the one who checked us in and Jennifer/ manager on duty. Wish the breakfast is included."

Reviewed on Jun 14, 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
$199 nightly
The price is $223 total per night from Jul 12 to Jul 13
$223 total
Jul 12 - Jul 13
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! (1,398 reviews)
"We made a last-minute booking at the Hampton Inn Key West after our flight was canceled, and overall we had a pleasant stay. The hotel was clean and comfortable, and we really appreciated the shuttle service to Duval Street, which made getting around easy. We stayed for two nights, and our only disappointment ..."

Reviewed on Jun 15, 2026

Hampton Inn Key West FL
Eden House

Eden House

4 out of 5
1015 Fleming St Key West FL
$158 nightly
The price is $178 total per night from Jun 22 to Jun 23
$178 total
Jun 22 - Jun 23
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! (1,009 reviews)
"First time to Key West and just loved Eden House. Wonderful location, lovely accommodations, private inviting pool with bar service. Staff was friendly and professional. Even our fellow guests were considerate and friendly. Easy walk to Duval Street or sea side restaurants, as well as some nice neighborhood ..."

Reviewed on Jun 16, 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
$158 nightly
The price is $178 total per night from Jun 23 to Jun 24
$178 total
Jun 23 - Jun 24
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! (1,357 reviews)
"The room was clean and nice. I liked having a refrigerator, coffee maker and microwave. It was a little warm in the room but it was extremely hot outside. We didn’t take advantage of the breakfast."

Reviewed on Jun 15, 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 18 to Jun 19
$147 total
Jun 18 - Jun 19
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! (1,010 reviews)
"Loved the close proximity to walk to the popular Duvall street for shopping and dining. The bathroom was huge!! Upgraded bathroom fixtures and tile. Great water pressure. Adjustable temperature A/C unit which was cold that I chose to turn up. Comfortable plush mattress, though the bed squeaked a ..."

Reviewed on Jun 8, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$125 nightly
The price is $138 total per night from Jun 17 to Jun 18
$138 total
Jun 17 - Jun 18
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
$266 nightly
The price is $299 total per night from Jun 29 to Jun 30
$299 total
Jun 29 - Jun 30
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! (3,400 reviews)
"From top to bottom this place was great! The location was nice, very chill vibe in the area, sort of away from the craziness of staying further down Duval St. The staff was great, super nice and accommodating, helpful, and went out of their way you were having a great time and that you felt the accommodations ..."

Reviewed on Jun 16, 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 Southernmost Point and Duval Street ...
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
$175 nightly
The price is $197 total per night from Jun 17 to Jun 18
$197 total
Jun 17 - Jun 18
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 ...
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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