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

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Cheap Flights from BOS to EYW starting at $99 One Way, $200 Round Trip

Prices starting at $200 for return flights and $99 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.

Sat, May 9 - Wed, May 13
BOS
Boston
EYW
Key West
$200 Roundtrip, found 4 days ago
$200
Roundtrip
found 4 days ago
Select United flight, departing Sat, May 9 from Boston to Key West, returning Wed, May 13, priced at $200 found 4 days ago
Sat, May 9 - Wed, May 13
BOS
Boston
EYW
Key West
$205 Roundtrip, found 4 days ago
$205
Roundtrip
found 4 days ago
Select United flight, departing Sat, May 9 from Boston to Key West, returning Wed, May 13, priced at $205 found 4 days ago
Mon, May 4 - Fri, May 8
BOS
Boston
EYW
Key West
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, May 4 from Boston to Key West, returning Fri, May 8, priced at $217 found 3 days ago
Tue, Apr 28 - Fri, May 1
BOS
Boston
EYW
Key West
$231 Roundtrip, found 4 days ago
$231
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Apr 28 from Boston to Key West, returning Fri, May 1, priced at $231 found 4 days ago
Sat, May 9 - Wed, May 13
BOS
Boston
EYW
Key West
$233 Roundtrip, found 4 days ago
$233
Roundtrip
found 4 days ago
Select United flight, departing Sat, May 9 from Boston to Key West, returning Wed, May 13, priced at $233 found 4 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
$434 nightly
The price is $489 total per night from May 5 to May 6
$489 total
May 5 - May 6
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! (1,033 reviews)
This hotel is by far the nicest place I ever stayed. Amazing staff, rooms are amazing and the property is immaculate. Highly, highly recommend!!!!!!!

Reviewed on Apr 15, 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
$287 nightly
The price is $323 total per night from May 3 to May 4
$323 total
May 3 - May 4
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! (1,328 reviews)
Very satisfied

Reviewed on Apr 14, 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
$245 nightly
The price is $276 total per night from May 11 to May 12
$276 total
May 11 - May 12
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 ...
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
$229 nightly
The price is $258 total per night from Apr 20 to Apr 21
$258 total
Apr 20 - Apr 21
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! (2,090 reviews)
We loved this hotel! The staff was very friendly and accommodating. Jose, the Lobby Ambassador, went above and beyond to make sure we well taken care of. We would definitely go back.

Reviewed on Apr 16, 2026

Blue Flamingo Resort Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
$292 nightly
The price is $329 total per night from May 10 to May 11
$329 total
May 10 - May 11
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! (1,804 reviews)
We were not guaranteed ocean view rooms even though we booked that, but still ended up with a beautiful ocean view in the top floor. We had great access to Smathers Beach! Overall, I don’t think it was worth over $8k including plane tickets to go here for a week.

Reviewed on Apr 14, 2026

Margaritaville Beach House Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$365 nightly
The price is $411 total per night from May 10 to May 11
$411 total
May 10 - May 11
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! (3,224 reviews)
Amazing! Everything as amazing!

Reviewed on Apr 15, 2026

Southernmost Beach Resort and Guesthouses
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
$245 nightly
The price is $276 total per night from May 11 to May 12
$276 total
May 11 - May 12
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 ...
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
$287 nightly
The price is $323 total per night from May 3 to May 4
$323 total
May 3 - May 4
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! (1,328 reviews)
Very satisfied

Reviewed on Apr 14, 2026

Hampton Inn Key West FL
Eden House

Eden House

4 out of 5
1015 Fleming St Key West FL
$275 nightly
The price is $310 total per night from May 10 to May 11
$310 total
May 10 - May 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! (1,002 reviews)
Loved the Eden House! Staff was very accommodating & available when needed. Shout out to Gemma, who is an amazing gem at this beautiful property!

Reviewed on Apr 16, 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
$243 nightly
The price is $273 total per night from Apr 27 to Apr 28
$273 total
Apr 27 - Apr 28
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! (1,306 reviews)
Nice place to stay, within 30 minute walk to all fun places in old Key West. Very weak water supply during our stay.

Reviewed on Apr 14, 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 Apr 19 to Apr 20
$222 total
Apr 19 - Apr 20
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! (1,008 reviews)
Rooms were clean and updated. Staff were very friendly and accommodating providing recommendations on what to see. Parking was safe and secure. Location convenient and walkable. Would definitely stay again.

Reviewed on Apr 15, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$241 nightly
The price is $268 total per night from Apr 20 to Apr 21
$268 total
Apr 20 - Apr 21
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! (1,019 reviews)
Property was OK sufficient I guess

Reviewed on Apr 14, 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
$365 nightly
The price is $411 total per night from May 10 to May 11
$411 total
May 10 - May 11
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! (3,224 reviews)
Amazing! Everything as amazing!

Reviewed on Apr 15, 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...
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
$229 nightly
The price is $258 total per night from Apr 20 to Apr 21
$258 total
Apr 20 - Apr 21
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! (2,090 reviews)

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

Travelers say...
We loved this hotel! The staff was very friendly and accommodating. Jose, the Lobby Ambassador, went above and beyond to make sure we well taken care of. We would definitely go back.

Reviewed on Apr 16, 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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