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

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Cheap Flights from BOS to EYW starting at $208 One Way, $357 Round Trip

Prices starting at $357 for return flights and $208 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.

Thu, Dec 10 - Thu, Dec 17
BOS
Boston
EYW
Key West
$357 Roundtrip, found 3 days ago
$357
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Dec 10 from Boston to Key West, returning Thu, Dec 17, priced at $357 found 3 days ago
Sun, Dec 20 - Thu, Dec 24
BOS
Boston
EYW
Key West
$367 Roundtrip, found 5 days ago
$367
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Dec 20 from Boston to Key West, returning Thu, Dec 24, priced at $367 found 5 days ago
Sun, Dec 20 - Thu, Dec 24
BOS
Boston
EYW
Key West
$377 Roundtrip, found 5 days ago
$377
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Dec 20 from Boston to Key West, returning Thu, Dec 24, priced at $377 found 5 days ago
Sat, Oct 17 - Tue, Oct 20
BOS
Boston
EYW
Key West
$382 Roundtrip, found 5 days ago
$382
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Oct 17 from Boston to Key West, returning Tue, Oct 20, priced at $382 found 5 days ago
Sun, May 9 - Fri, May 14
BOS
Boston
EYW
Key West
$387 Roundtrip, found 4 days ago
$387
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, May 9 from Boston to Key West, returning Fri, May 14, priced at $387 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
$194 nightly
The price is $219 total per night from Oct 4 to Oct 5
$219 total
Oct 4 - Oct 5
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! (1,277 reviews)
"We loved our room! It was clean and comfortable. The swimming pool was excellent. The hotel staff were super helpful and friendly. We would come back here and bring our kids next time!"

Reviewed on Sep 14, 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
$134 nightly
The price is $151 total per night from Sep 22 to Sep 23
$151 total
Sep 22 - Sep 23
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! (1,511 reviews)
"Muy buenos"

Reviewed on Sep 15, 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
$133 nightly
The price is $150 total per night from Sep 27 to Sep 28
$150 total
Sep 27 - Sep 28
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! (1,096 reviews)
"Clean hotel, clean room, staff was very friendly. We would definitely stay here again!"

Reviewed on Sep 14, 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
$239 nightly
The price is $269 total per night from Sep 28 to Sep 29
$269 total
Sep 28 - Sep 29
Total with taxes and fees
Book a stay at this spa 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 ...
8.6/10 Excellent! (3,601 reviews)
"It was beautiful. I didn’t like the $60 amenity fee or $50 parking but it was very nice"

Reviewed on Sep 15, 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
$160 nightly
The price is $180 total per night from Sep 16 to Sep 17
$180 total
Sep 16 - Sep 17
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 ...
8.6/10 Excellent! (2,676 reviews)
"Well-tidy hotel. Clean, with a wonderful smell. But the employees are unprepared for services. You need to have more preparation. They are confusing."

Reviewed on Sep 14, 2026

Blue Flamingo Resort Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
$234 nightly
The price is $263 total per night from Sep 28 to Sep 29
$263 total
Sep 28 - Sep 29
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,790 reviews)
"The only beach on island is across the road and I love that about this location. Very small beach and not much to it, coming from Tampa we have better beaches. The location of hotel is 20-30 minutes away from the bars and restaurants. Good thing is they have a free shuttle running daily with helps ..."

Reviewed on Sep 13, 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
$133 nightly
The price is $150 total per night from Sep 27 to Sep 28
$150 total
Sep 27 - Sep 28
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! (1,096 reviews)
"Clean hotel, clean room, staff was very friendly. We would definitely stay here again!"

Reviewed on Sep 14, 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
$134 nightly
The price is $151 total per night from Sep 22 to Sep 23
$151 total
Sep 22 - Sep 23
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! (1,511 reviews)
"Muy buenos"

Reviewed on Sep 15, 2026

Hampton Inn Key West FL
Eden House

Eden House

4 out of 5
1015 Fleming St Key West FL
$128 nightly
The price is $144 total per night from Oct 11 to Oct 12
$144 total
Oct 11 - Oct 12
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. ...
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 $174 total per night from Sep 16 to Sep 17
$174 total
Sep 16 - Sep 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. ...
Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$91 nightly
The price is $102 total per night from Sep 24 to Sep 25
$102 total
Sep 24 - Sep 25
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)
"Comfortable and clean."

Reviewed on Sep 10, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$108 nightly
The price is $118 total per night from Sep 20 to Sep 21
$118 total
Sep 20 - Sep 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 ...
9.6/10 Exceptional! (1,096 reviews)
"Beautiful and with fantastic service"

Reviewed on Sep 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
$239 nightly
The price is $269 total per night from Sep 28 to Sep 29
$269 total
Sep 28 - Sep 29
Total with taxes and fees
Book a stay at this spa 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 ...
8.6/10 Excellent! (3,601 reviews)
"It was beautiful. I didn’t like the $60 amenity fee or $50 parking but it was very nice"

Reviewed on Sep 15, 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
$160 nightly
The price is $180 total per night from Sep 16 to Sep 17
$180 total
Sep 16 - Sep 17
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 ...
8.6/10 Excellent! (2,676 reviews)

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

Travelers say...
"Well-tidy hotel. Clean, with a wonderful smell. But the employees are unprepared for services. You need to have more preparation. They are confusing."

Reviewed on Sep 14, 2026

Blue Flamingo Resort Key West
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$159 nightly
The price is $179 total per night from Sep 22 to Sep 23
$179 total
Sep 22 - Sep 23
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! (1,826 reviews)
"Great experience"

Reviewed on Sep 14, 2026

Hilton Key West Resort & 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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