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, $239 Round Trip

Prices starting at $239 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.

Tue, Mar 31 - Fri, Apr 3
BOS
Boston
EYW
Key West
$239 Roundtrip, found 6 days ago
$239
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Mar 31 from Boston to Key West, returning Fri, Apr 3, priced at $239 found 6 days ago
Thu, Apr 9 - Tue, Apr 14
BOS
Boston
EYW
Key West
$242 Roundtrip, found 5 days ago
$242
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, Apr 9 from Boston to Key West, returning Tue, Apr 14, priced at $242 found 5 days ago
Sun, Apr 5 - Thu, Apr 9
BOS
Boston
EYW
Key West
$246 Roundtrip, found 2 days ago
$246
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sun, Apr 5 from Boston to Key West, returning Thu, Apr 9, priced at $246 found 2 days ago
Wed, Apr 1 - Wed, Apr 8
BOS
Boston
EYW
Key West
$259 Roundtrip, found 3 days ago
$259
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Apr 1 from Boston to Key West, returning Wed, Apr 8, priced at $259 found 3 days ago
Sun, Mar 29 - Thu, Apr 2
BOS
Boston
EYW
Key West
$262 Roundtrip, found 5 days ago
$262
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sun, Mar 29 from Boston to Key West, returning Thu, Apr 2, priced at $262 found 5 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
$438 nightly
The price is $492 total per night from Apr 16 to Apr 17
$492 total
Apr 16 - Apr 17
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! (1,005 reviews)
Very clean nice staff

Reviewed on Mar 16, 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
$377 nightly
The price is $424 total per night from Apr 12 to Apr 13
$424 total
Apr 12 - Apr 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! (1,326 reviews)
Very good breakfast, clean hotel.

Reviewed on Mar 12, 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
$325 nightly
The price is $366 total per night from Mar 29 to Mar 30
$366 total
Mar 29 - Mar 30
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! (1,002 reviews)
Did the trick

Reviewed on Mar 16, 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

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
$399 nightly
The price is $449 total per night from Apr 13 to Apr 14
$449 total
Apr 13 - Apr 14
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! (1,790 reviews)
The resort is nice. Pool is a bit small for the amount of guests at the resort. Food is a bit high, but pretty good. Overall, had a good time with my family.

Reviewed on Mar 16, 2026

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
$341 nightly
The price is $383 total per night from Apr 15 to Apr 16
$383 total
Apr 15 - Apr 16
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! (1,975 reviews)
great room and service and experience

Reviewed on Mar 16, 2026

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
$386 nightly
The price is $434 total per night from Mar 23 to Mar 24
$434 total
Mar 23 - Mar 24
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! (2,077 reviews)
Not enough chairs at the pool, poor customer service at the desk, elevators are breaking (and one was broken), you share a small hallway with a stranger (weird) - very loud depending on your neighbor, and no umbrellas by the beach along with lack of cleaning the seaweed there.

Reviewed on Mar 16, 2026

Beachside Resort & Residences
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
$325 nightly
The price is $366 total per night from Mar 29 to Mar 30
$366 total
Mar 29 - Mar 30
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! (1,002 reviews)
Did the trick

Reviewed on Mar 16, 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
$377 nightly
The price is $424 total per night from Apr 12 to Apr 13
$424 total
Apr 12 - Apr 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! (1,326 reviews)
Very good breakfast, clean hotel.

Reviewed on Mar 12, 2026

Hampton Inn Key West FL
Eden House

Eden House

4 out of 5
1015 Fleming St Key West FL
$484 nightly
The price is $544 total per night from Apr 12 to Apr 13
$544 total
Apr 12 - Apr 13
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! (1,002 reviews)
Charming hotel with a great pool and a very friendly and accommodating staff. Our bedroom was well appointed and very quiet, except for a noisy air-conditioning window unit.i would recoomend it very highly.

Reviewed on Mar 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
$321 nightly
The price is $362 total per night from Apr 5 to Apr 6
$362 total
Apr 5 - Apr 6
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! (1,291 reviews)
Great location. Parking is extra but gives a peace of mind. It is a motel and whatever that implies. It was fine and clean. Breakfast was sufficient. Nice to have coffee, juice, cereal, yogurt. We stayed during what I imagine is peak season because the price was ridiculously high, which is affecting ...

Reviewed on Mar 16, 2026

Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$285 nightly
The price is $321 total per night from Mar 18 to Mar 19
$321 total
Mar 18 - Mar 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! (1,001 reviews)
Good location

Reviewed on Mar 14, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$331 nightly
The price is $369 total per night from Mar 24 to Mar 25
$369 total
Mar 24 - Mar 25
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! (1,006 reviews)
The Duval House is in the perfect location for everything around it. Duval House did not disappoint

Reviewed on Mar 16, 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

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...
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
$341 nightly
The price is $383 total per night from Apr 15 to Apr 16
$383 total
Apr 15 - Apr 16
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! (1,975 reviews)

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

Travelers say...
great room and service and experience

Reviewed on Mar 16, 2026

Blue Flamingo Resort Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$362 nightly
The price is $407 total per night from Apr 12 to Apr 13
$407 total
Apr 12 - Apr 13
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! (1,827 reviews)
Good place to stay .

Reviewed on Mar 16, 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.

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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