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

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Cheap Flights from BOS to EYW starting at $161 One Way, $317 Round Trip

Prices starting at $317 for return flights and $161 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.

Tue, Feb 16 - Tue, Feb 23
BOS
Boston
EYW
Key West
$317 Roundtrip, found 1 day ago
$317
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Feb 16 from Boston to Key West, returning Tue, Feb 23, priced at $317 found 1 day ago
Wed, Jan 13 - Wed, Jan 20
BOS
Boston
EYW
Key West
$327 Roundtrip, found 5 hours ago
$327
Roundtrip
found 5 hours ago
Select United flight, departing Wed, Jan 13 from Boston to Key West, returning Wed, Jan 20, priced at $327 found 5 hours ago
Wed, Jan 13 - Wed, Jan 20
BOS
Boston
EYW
Key West
$327 Roundtrip, found 5 hours ago
$327
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed, Jan 13 from Boston to Key West, returning Wed, Jan 20, priced at $327 found 5 hours ago
Mon, Feb 22 - Fri, Mar 5
BOS
Boston
EYW
Key West
$327 Roundtrip, found 6 days ago
$327
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Feb 22 from Boston to Key West, returning Fri, Mar 5, priced at $327 found 6 days ago
Tue, Jun 30 - Wed, Jul 8
BOS
Boston
EYW
Key West
$329 Roundtrip, found 1 day ago
$329
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jun 30 from Boston to Key West, returning Wed, Jul 8, priced at $329 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
$362 nightly
The price is $407 total per night from Jun 27 to Jun 28
$407 total
Jun 27 - Jun 28
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! (1,125 reviews)
"Excellent stay! Walkable to the Smathers beach... rooms were very clean. Pool has great ocean view. Amenities were good!"

Reviewed on Jun 9, 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
$187 nightly
The price is $211 total per night from Jul 8 to Jul 9
$211 total
Jul 8 - Jul 9
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! (1,388 reviews)
"Room was clean and spacious. Pool was excellent. Breakfast had a lot of variety. Loved the view."

Reviewed on Jun 8, 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
$169 nightly
The price is $190 total per night from Jun 16 to Jun 17
$190 total
Jun 16 - Jun 17
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! (1,042 reviews)
"Room was clean, staff were friendly and helpful. Hotel was a little further from attractions than I expected but was still a great place to stay."

Reviewed on Jun 9, 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 10 to Jun 11
$197 total
Jun 10 - Jun 11
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! (2,353 reviews)
"#"

Reviewed on Jun 9, 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
$261 nightly
The price is $294 total per night from Jun 29 to Jun 30
$294 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! (3,377 reviews)
"Gorgeous hotel with beautiful pool areas and beach restaurant. Rooms are clean and comfortable."

Reviewed on Jun 9, 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
$132 nightly
The price is $149 total per night from Jun 21 to Jun 22
$149 total
Jun 21 - Jun 22
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! (1,236 reviews)
"The room had great bed and good bathroom, towels were also great.! Definitely going to stay at this hotel again...👍"

Reviewed on Jun 8, 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
$169 nightly
The price is $190 total per night from Jun 16 to Jun 17
$190 total
Jun 16 - Jun 17
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! (1,042 reviews)
"Room was clean, staff were friendly and helpful. Hotel was a little further from attractions than I expected but was still a great place to stay."

Reviewed on Jun 9, 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
$187 nightly
The price is $211 total per night from Jul 8 to Jul 9
$211 total
Jul 8 - Jul 9
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! (1,388 reviews)
"Room was clean and spacious. Pool was excellent. Breakfast had a lot of variety. Loved the view."

Reviewed on Jun 8, 2026

Hampton Inn Key West FL
Eden House

Eden House

4 out of 5
1015 Fleming St Key West FL
$159 nightly
The price is $179 total per night from Jun 10 to Jun 11
$179 total
Jun 10 - Jun 11
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! (1,004 reviews)
"Excellent location. Very friendly and efficient sty. Room was just really small"

Reviewed on Jun 8, 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
$164 nightly
The price is $185 total per night from Jun 10 to Jun 11
$185 total
Jun 10 - Jun 11
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! (1,351 reviews)
"Clean and cozy pool area."

Reviewed on Jun 9, 2026

Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$120 nightly
The price is $135 total per night from Jun 10 to Jun 11
$135 total
Jun 10 - Jun 11
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
$146 nightly
The price is $161 total per night from Jun 10 to Jun 11
$161 total
Jun 10 - Jun 11
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! (1,037 reviews)
"I would highly recommend this hotel from the friendly staff, to the pool, lovely gardens and delicious fresh breakfast. The location is easily walkable to all of Key West attractions but very quiet and relaxing."

Reviewed on May 31, 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
$261 nightly
The price is $294 total per night from Jun 29 to Jun 30
$294 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! (3,377 reviews)
"Gorgeous hotel with beautiful pool areas and beach restaurant. Rooms are clean and comfortable."

Reviewed on Jun 9, 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
$175 nightly
The price is $197 total per night from Jun 10 to Jun 11
$197 total
Jun 10 - Jun 11
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! (2,353 reviews)

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

Travelers say...
"#"

Reviewed on Jun 9, 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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