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

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights from BOS to EYW starting at $108 One Way, $206 Round Trip

Prices starting at $206 for return flights and $108 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.

Sun, Apr 5 - Thu, Apr 9
BOS
Boston
EYW
Key West
$206 Roundtrip, found 6 days ago
$206
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Sun, Apr 5 from Boston to Key West, returning Thu, Apr 9, priced at $206 found 6 days ago
Mon, Apr 13 - Thu, Apr 16
BOS
Boston
EYW
Key West
$216 Roundtrip, found 3 days ago
$216
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, Apr 13 from Boston to Key West, returning Thu, Apr 16, priced at $216 found 3 days ago
Fri, May 8 - Thu, May 14
BOS
Boston
EYW
Key West
$219 Roundtrip, found 6 days ago
$219
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Fri, May 8 from Boston to Key West, returning Thu, May 14, priced at $219 found 6 days ago
Tue, Mar 31 - Fri, Apr 3
BOS
Boston
EYW
Key West
$220 Roundtrip, found 6 days ago
$220
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Mar 31 from Boston to Key West, returning Fri, Apr 3, priced at $220 found 6 days ago
Mon, Apr 27 - Thu, Apr 30
BOS
Boston
EYW
Key West
$223 Roundtrip, just found
$223
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Apr 27 from Boston to Key West, returning Thu, Apr 30, priced at $223 just found

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
$541 nightly
The price is $608 total per night from Mar 11 to Mar 12
$608 total
Mar 11 - Mar 12
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! (1,012 reviews)
Friendly staff

Reviewed on Feb 22, 2026

Hyatt Vacation Club at Windward Pointe, Key West
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
$381 nightly
The price is $429 total per night from Mar 24 to Mar 25
$429 total
Mar 24 - Mar 25
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 ...
8.2/10 Very Good! (1,017 reviews)
Clean, updated and tropical. Perfect!

Reviewed on Feb 22, 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
$449 nightly
The price is $505 total per night from Mar 8 to Mar 9
$505 total
Mar 8 - Mar 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! (1,321 reviews)
The room was in good condition. Very clean, but for the entirety of our stay we had no internet in the room. No WiFi and on top of that the room never had reception. If we were in the room we had no access to the internet. There is also constantly planes flying overhead very loudly at all hours of ...

Reviewed on Feb 17, 2026

Hampton Inn Key West FL
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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$504 nightly
The price is $567 total per night from Mar 25 to Mar 26
$567 total
Mar 25 - Mar 26
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! (3,100 reviews)
Location

Reviewed on Feb 22, 2026

Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
$395 nightly
The price is $445 total per night from Feb 23 to Feb 24
$445 total
Feb 23 - Feb 24
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (2,105 reviews)
very nice resort had a wonderful time. Room was clean great location.

Reviewed on Feb 22, 2026

Ibis Bay Beach Resort
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$406 nightly
The price is $457 total per night from Mar 24 to Mar 25
$457 total
Mar 24 - Mar 25
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! (1,814 reviews)
A little far away from downtown, so plan on using uber or the shuttle a lot. Otherwise, a nice relaxing property. Yellowfin bar was great.

Reviewed on Feb 21, 2026

Oceans Edge Key West Resort, Hotel & 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.

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
$381 nightly
The price is $429 total per night from Mar 24 to Mar 25
$429 total
Mar 24 - Mar 25
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 ...
8.2/10 Very Good! (1,017 reviews)
Clean, updated and tropical. Perfect!

Reviewed on Feb 22, 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
$449 nightly
The price is $505 total per night from Mar 8 to Mar 9
$505 total
Mar 8 - Mar 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! (1,321 reviews)
The room was in good condition. Very clean, but for the entirety of our stay we had no internet in the room. No WiFi and on top of that the room never had reception. If we were in the room we had no access to the internet. There is also constantly planes flying overhead very loudly at all hours of ...

Reviewed on Feb 17, 2026

Hampton Inn Key West FL
Eden House

Eden House

3.5 out of 5
1015 Fleming St Key West FL
$506 nightly
The price is $569 total per night from Mar 24 to Mar 25
$569 total
Mar 24 - Mar 25
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! (1,003 reviews)
The staff and guests were amazing. We will definitely be booking another stay there!

Reviewed on Feb 19, 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
$383 nightly
The price is $431 total per night from Feb 25 to Feb 26
$431 total
Feb 25 - Feb 26
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. ...
8.8/10 Excellent! (1,288 reviews)
Very clean, friendly staff. Super cute. Would stay again.

Reviewed on Feb 22, 2026

Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$318 nightly
The price is $358 total per night from Mar 1 to Mar 2
$358 total
Mar 1 - Mar 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! (1,009 reviews)
Enjoyed our stay. Place is under renovation so not at it's best, but nothing we couldn't ignore. Super nice staff. Would definitely return.

Reviewed on Feb 21, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$401 nightly
The price is $448 total per night from Mar 5 to Mar 6
$448 total
Mar 5 - Mar 6
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! (1,012 reviews)
Clean and spacious room, amazing outdoor atmosphere, friendly and courteous staff. Will be back! Love Kiss-Kiss the cat who lives on the property.

Reviewed on Feb 22, 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
$504 nightly
The price is $567 total per night from Mar 25 to Mar 26
$567 total
Mar 25 - Mar 26
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! (3,100 reviews)
Location

Reviewed on Feb 22, 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...
Room was clean and comfortable but after first day towels were shorted. Had to ask for more twice Desk staff were very nice and helpful. Concierge was helpful with rentals Restaurant was not as good as past stays when Sheraton. Food even pancakes were tough and overcooked. Shuttle drivers were very ...

Reviewed on Dec 4, 2025

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
$373 nightly
The price is $420 total per night from Mar 1 to Mar 2
$420 total
Mar 1 - Mar 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 ...
8.2/10 Very Good! (1,957 reviews)

Families like: Outdoor pools, miniature golf, game room, bicycle rentals

Travelers say...
There was so much to do, the room was clean, view was beautiful. Im excited to go back!

Reviewed on Feb 22, 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.

More to Explore