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

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Cheap Flights from BOS to EYW starting at $103 One Way, $222 Round Trip

Prices starting at $222 for return flights and $103 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, May 24 - Thu, May 28
BOS
Boston
EYW
Key West
$222 Roundtrip, found 6 days ago
$222
Roundtrip
found 6 days ago
Select Delta flight, departing Sun, May 24 from Boston to Key West, returning Thu, May 28, priced at $222 found 6 days ago
Sat, May 30 - Tue, Jun 2
BOS
Boston
EYW
Key West
$268 Roundtrip, found 5 days ago
$268
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, May 30 from Boston to Key West, returning Tue, Jun 2, priced at $268 found 5 days ago
Sat, Jun 6 - Wed, Jun 10
BOS
Boston
EYW
Key West
$274 Roundtrip, found 2 days ago
$274
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Jun 6 from Boston to Key West, returning Wed, Jun 10, priced at $274 found 2 days ago
Sun, May 31 - Thu, Jun 4
BOS
Boston
EYW
Key West
$276 Roundtrip, found 2 days ago
$276
Roundtrip
found 2 days ago
Select United flight, departing Sun, May 31 from Boston to Key West, returning Thu, Jun 4, priced at $276 found 2 days ago
Tue, May 12 - Tue, May 19
BOS
Boston
EYW
Key West
$279 Roundtrip, found 3 days ago
$279
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, May 12 from Boston to Key West, returning Tue, May 19, priced at $279 found 3 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
$420 nightly
The price is $473 total per night from May 31 to Jun 1
$473 total
May 31 - Jun 1
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! (1,061 reviews)
Very helpful staff. Grounds were amazing

Reviewed on Apr 29, 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
$212 nightly
The price is $238 total per night from May 31 to Jun 1
$238 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! (1,346 reviews)
Largely had to Uber because the shuttle filled up so quickly. Not close to ANYTHING. 25 minute (at least) walk to the closest beach. Breakfast not great. Pool was not bad but at times there were no available loungers. Bikes available to rent are trash

Reviewed on Apr 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
$201 nightly
The price is $227 total per night from May 31 to Jun 1
$227 total
May 31 - Jun 1
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! (1,012 reviews)
Staff was helpful and friendly. Rooms were clean. Food in this area is expensive.

Reviewed on Apr 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
$203 nightly
The price is $228 total per night from May 31 to Jun 1
$228 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! (2,152 reviews)
We like the pools and the bars there were on location, appreciated having the DJ and live music.

Reviewed on Apr 28, 2026

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
$253 nightly
The price is $285 total per night from May 11 to May 12
$285 total
May 11 - May 12
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (2,184 reviews)
The staff was nice, property was clean but it could be a 10 with a little updating. Just walk the resort next door to compare. Raked sand, beach chairs with no rips or sags, furniture not from the 80’s. Master bed was comfortable however sofa bed had cheapest full mattress ever, single mattress cover ...

Reviewed on Apr 29, 2026

Beachside Resort & Residences
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
$268 nightly
The price is $302 total per night from May 26 to May 27
$302 total
May 26 - May 27
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! (1,810 reviews)
Most of the staff were friendly and helpful. Facilities very clean. Great shuttle to town and airport!

Reviewed on Apr 28, 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
$201 nightly
The price is $227 total per night from May 31 to Jun 1
$227 total
May 31 - Jun 1
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! (1,012 reviews)
Staff was helpful and friendly. Rooms were clean. Food in this area is expensive.

Reviewed on Apr 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
$212 nightly
The price is $238 total per night from May 31 to Jun 1
$238 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! (1,346 reviews)
Largely had to Uber because the shuttle filled up so quickly. Not close to ANYTHING. 25 minute (at least) walk to the closest beach. Breakfast not great. Pool was not bad but at times there were no available loungers. Bikes available to rent are trash

Reviewed on Apr 29, 2026

Hampton Inn Key West FL
Eden House

Eden House

4 out of 5
1015 Fleming St Key West FL
$227 nightly
The price is $255 total per night from May 18 to May 19
$255 total
May 18 - May 19
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)
Clean room, staff were great. Only thing not to count on was the outside bar, short hours and some days not open at all, bring your own cocktails!

Reviewed on Apr 29, 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
$233 nightly
The price is $262 total per night from May 10 to May 11
$262 total
May 10 - May 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! (1,324 reviews)
Wonderful and helpful staff.

Reviewed on Apr 28, 2026

Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$197 nightly
The price is $222 total per night from May 10 to May 11
$222 total
May 10 - May 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! (1,006 reviews)
Room was clean and the bathroom was big. The door to the room has large gaps all around it allowing light, and heat. Main concern was the b

Reviewed on Apr 29, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$220 nightly
The price is $244 total per night from May 3 to May 4
$244 total
May 3 - May 4
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! (1,027 reviews)
Excellent place to stay right in Duval street! Everything is walkable. The breakfast was great! Nice, clean rooms and friendly staff. We will definitely stay again on our next visit to Key West!

Reviewed on Apr 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
$316 nightly
The price is $356 total per night from May 28 to May 29
$356 total
May 28 - May 29
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! (3,258 reviews)
Site cleaning staff do not understand English. The rooms and the facility was clean.

Reviewed on Apr 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
$203 nightly
The price is $228 total per night from May 31 to Jun 1
$228 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! (2,152 reviews)

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

Travelers say...
We like the pools and the bars there were on location, appreciated having the DJ and live music.

Reviewed on Apr 28, 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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