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

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Cheap Flights from BOS to EYW starting at $123 One Way, $223 Round Trip

Prices starting at $223 for return flights and $123 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.

Mon, May 4 - Mon, May 11
BOS
Boston
EYW
Key West
$223 Roundtrip, found 6 days ago
$223
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Mon, May 4 from Boston to Key West, returning Mon, May 11, priced at $223 found 6 days ago
Wed, Mar 25 - Wed, Apr 1
BOS
Boston
EYW
Key West
$233 Roundtrip, found 4 days ago
$233
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Mar 25 from Boston to Key West, returning Wed, Apr 1, priced at $233 found 4 days ago
Tue, Apr 7 - Tue, Apr 14
BOS
Boston
EYW
Key West
$234 Roundtrip, found 4 days ago
$234
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Apr 7 from Boston to Key West, returning Tue, Apr 14, priced at $234 found 4 days ago
Tue, Sep 15 - Sat, Sep 19
BOS
Boston
EYW
Key West
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select United flight, departing Tue, Sep 15 from Boston to Key West, returning Sat, Sep 19, priced at $237 found 1 day ago
Tue, Mar 17 - Fri, Mar 27
BOS
Boston
EYW
Key West
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Mar 17 from Boston to Key West, returning Fri, Mar 27, priced at $237 found 6 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
$511 nightly
The price is $575 total per night from Apr 2 to Apr 3
$575 total
Apr 2 - Apr 3
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! (1,003 reviews)
The room was very clean beautiful our only problem was someone upstairs moving furniture across the floor until midnight??? The front desk staff was wonderful. Norma and Z were the best!

Reviewed on Mar 1, 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
$404 nightly
The price is $455 total per night from Mar 30 to Mar 31
$455 total
Mar 30 - Mar 31
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! (1,324 reviews)
Kinda rude, no food, bare minimum. Room was large and comfortable

Reviewed on Mar 1, 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
$417 nightly
The price is $470 total per night from Mar 8 to Mar 9
$470 total
Mar 8 - Mar 9
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! (1,004 reviews)
As usual bed pillows way to soft; typical Hilton but not acceptable. ALL staff very good, welcoming, helpful, professional and caring. Food variety? MUCH to be desired. Too limited. Bed? Good. Cleanliness? Good. Bar? Good. Pool? Very good.

Reviewed on Mar 1, 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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$530 nightly
The price is $596 total per night from Mar 12 to Mar 13
$596 total
Mar 12 - Mar 13
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)
nice pools

Reviewed on Mar 1, 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
$333 nightly
The price is $375 total per night from Mar 3 to Mar 4
$375 total
Mar 3 - Mar 4
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! (2,118 reviews)
Was able to get into the room early.

Reviewed on Mar 2, 2026

Ibis Bay Beach Resort
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$364 nightly
The price is $410 total per night from Mar 10 to Mar 11
$410 total
Mar 10 - Mar 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 ...
8.2/10 Very Good! (1,965 reviews)
Rooms are clean, staff is top notch.

Reviewed on Mar 2, 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.

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
$417 nightly
The price is $470 total per night from Mar 8 to Mar 9
$470 total
Mar 8 - Mar 9
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! (1,004 reviews)
As usual bed pillows way to soft; typical Hilton but not acceptable. ALL staff very good, welcoming, helpful, professional and caring. Food variety? MUCH to be desired. Too limited. Bed? Good. Cleanliness? Good. Bar? Good. Pool? Very good.

Reviewed on Mar 1, 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
$404 nightly
The price is $455 total per night from Mar 30 to Mar 31
$455 total
Mar 30 - Mar 31
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! (1,324 reviews)
Kinda rude, no food, bare minimum. Room was large and comfortable

Reviewed on Mar 1, 2026

Hampton Inn Key West FL
Eden House

Eden House

3.5 out of 5
1015 Fleming St Key West FL
$430 nightly
The price is $483 total per night from Mar 4 to Mar 5
$483 total
Mar 4 - Mar 5
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! (1,005 reviews)
Clean, quiet nice inside and out. Pool area is excellent.

Reviewed on Feb 27, 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
$346 nightly
The price is $390 total per night from Mar 29 to Mar 30
$390 total
Mar 29 - Mar 30
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. ...
Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$296 nightly
The price is $333 total per night from Mar 3 to Mar 4
$333 total
Mar 3 - Mar 4
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! (1,004 reviews)
Under construction. Pool under construction no ice machine. No outside area to hangout.

Reviewed on Mar 1, 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 8 to Mar 9
$448 total
Mar 8 - Mar 9
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! (1,004 reviews)
The room was perfect! The staff was amazing and very helpful! The pool area, gardens and the complementary breakfast was fantastic! Had a great time. I highly recommend the Duvall House.

Reviewed on Mar 1, 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
$530 nightly
The price is $596 total per night from Mar 12 to Mar 13
$596 total
Mar 12 - Mar 13
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)
nice pools

Reviewed on Mar 1, 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! (1,000 reviews)

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

Travelers say...
Great visit

Reviewed on Feb 27, 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
$364 nightly
The price is $410 total per night from Mar 10 to Mar 11
$410 total
Mar 10 - Mar 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 ...
8.2/10 Very Good! (1,965 reviews)

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

Travelers say...
Rooms are clean, staff is top notch.

Reviewed on Mar 2, 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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