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

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Cheap Flights from BOS to EYW starting at $179 One Way, $317 Round Trip

Prices starting at $317 for return flights and $179 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, Feb 16 - Tue, Feb 23
BOS
Boston
EYW
Key West
$317 Roundtrip, found 5 days ago
$317
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Feb 16 from Boston to Key West, returning Tue, Feb 23, priced at $317 found 5 days ago
Thu, Dec 31 - Tue, Jan 5
BOS
Boston
EYW
Key West
$317 Roundtrip, found 1 day ago
$317
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 31 from Boston to Key West, returning Tue, Jan 5, priced at $317 found 1 day ago
Wed, Dec 30 - Tue, Jan 5
BOS
Boston
EYW
Key West
$327 Roundtrip, found 13 hours ago
$327
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Wed, Dec 30 from Boston to Key West, returning Tue, Jan 5, priced at $327 found 13 hours ago
Wed, Jan 27 - Wed, Feb 3
BOS
Boston
EYW
Key West
$337 Roundtrip, found 7 hours ago
$337
Roundtrip
found 7 hours ago
Select United flight, departing Wed, Jan 27 from Boston to Key West, returning Wed, Feb 3, priced at $337 found 7 hours ago
Tue, Oct 27 - Mon, Nov 2
BOS
Boston
EYW
Key West
$337 Roundtrip, found 5 hours ago
$337
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Oct 27 from Boston to Key West, returning Mon, Nov 2, priced at $337 found 5 hours 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
$295 nightly
The price is $332 total per night from Aug 13 to Aug 14
$332 total
Aug 13 - Aug 14
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! (1,199 reviews)
"Fantastic property!!! Very well maintained!!!"

Reviewed on Jul 17, 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
$169 nightly
The price is $190 total per night from Aug 9 to Aug 10
$190 total
Aug 9 - Aug 10
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! (1,443 reviews)
"Clean room! Beautiful view!"

Reviewed on Jul 18, 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
$165 nightly
The price is $186 total per night from Aug 9 to Aug 10
$186 total
Aug 9 - Aug 10
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 ...
8.4/10 Very Good! (1,049 reviews)
"H"

Reviewed on Jul 18, 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

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
$202 nightly
The price is $227 total per night from Aug 18 to Aug 19
$227 total
Aug 18 - Aug 19
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! (2,350 reviews)
"The room was clean and maintained, however the maid service was not included. There was a charge if maid service was requested. The hotel staff rarely engaged with us. We were not given any instructions for the WiFi and the TVs in the rooms were not connected to the WiFi therefore not usable. The ..."

Reviewed on Jul 17, 2026

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$210 nightly
The price is $237 total per night from Aug 18 to Aug 19
$237 total
Aug 18 - Aug 19
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! (3,437 reviews)
"Nice location - Fun activities - bad seaweed on beach - door was almost impossible to open - hopefully you won’t get room 3119. Staff was super helpful."

Reviewed on Jul 18, 2026

Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$171 nightly
The price is $192 total per night from Aug 17 to Aug 18
$192 total
Aug 17 - Aug 18
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 ...
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
$165 nightly
The price is $186 total per night from Aug 9 to Aug 10
$186 total
Aug 9 - Aug 10
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 ...
8.4/10 Very Good! (1,049 reviews)
"H"

Reviewed on Jul 18, 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
$169 nightly
The price is $190 total per night from Aug 9 to Aug 10
$190 total
Aug 9 - Aug 10
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! (1,443 reviews)
"Clean room! Beautiful view!"

Reviewed on Jul 18, 2026

Hampton Inn Key West FL
Eden House

Eden House

4 out of 5
1015 Fleming St Key West FL
$173 nightly
The price is $195 total per night from Aug 17 to Aug 18
$195 total
Aug 17 - Aug 18
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! (1,000 reviews)
"Eden house was a great pick for a Key West weekend. Parking is always tricky on Key West but we're lucky to have found a street parking location close by. Beautiful and clean room with king size bed and a porch swing patio. Our favorite part is the pool and hot tub which has the best hours "shhhhhh ..."

Reviewed on Jul 13, 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
$155 nightly
The price is $175 total per night from Aug 16 to Aug 17
$175 total
Aug 16 - Aug 17
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! (1,355 reviews)
"Not the greatest. Too many addons. You have to pay for parking. Too many taxes."

Reviewed on Jul 18, 2026

Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$120 nightly
The price is $135 total per night from Jul 22 to Jul 23
$135 total
Jul 22 - Jul 23
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! (1,000 reviews)
"Affordable"

Reviewed on Jul 10, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$123 nightly
The price is $136 total per night from Jul 28 to Jul 29
$136 total
Jul 28 - Jul 29
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! (1,049 reviews)
"The outdoor patio, swimming pool and gazebo was set up great and a nice relaxing spot after a busy day."

Reviewed on Jul 18, 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
$210 nightly
The price is $237 total per night from Aug 18 to Aug 19
$237 total
Aug 18 - Aug 19
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! (3,437 reviews)
"Nice location - Fun activities - bad seaweed on beach - door was almost impossible to open - hopefully you won’t get room 3119. Staff was super helpful."

Reviewed on Jul 18, 2026

Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$171 nightly
The price is $192 total per night from Aug 17 to Aug 18
$192 total
Aug 17 - Aug 18
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 ...
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
$189 nightly
The price is $213 total per night from Aug 2 to Aug 3
$213 total
Aug 2 - Aug 3
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! (1,850 reviews)
"I even bought a perfume after I returned from this trip because it reminds me of my stay at the resort. Love the view from our balcony, white boats, blue sky, coconut trees. What a Key West Dream. My parents loved it."

Reviewed on Jul 17, 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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