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

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Cheap Flights from BOS to EYW starting at $91 One Way, $180 Round Trip

Prices starting at $180 for return flights and $91 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.

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
$532 nightly
The price is $599 total per night from Feb 5 to Feb 6
$599 total
Feb 5 - Feb 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! (1,001 reviews)
Great view, clean property. Beds were very comfortable. Having a telescope to view the stars is a nice touch

Reviewed on Jan 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
$431 nightly
The price is $485 total per night from Jan 26 to Jan 27
$485 total
Jan 26 - Jan 27
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! (1,301 reviews)
The staff is excellent especially Sam who always helps me when I stay there.

Reviewed on Jan 16, 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
$379 nightly
The price is $426 total per night from Jan 25 to Jan 26
$426 total
Jan 25 - Jan 26
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 ...
8/10 Very Good! (1,001 reviews)
Very clean. The pool area is fantastic. Good food and bar. Just a heads up though, the planes are extremely loud!

Reviewed on Jan 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
$530 nightly
The price is $596 total per night from Jan 26 to Jan 27
$596 total
Jan 26 - Jan 27
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 ...
8.6/10 Excellent! (3,000 reviews)
Small room at first, but they gave us a different one that was nice

Reviewed on Jan 17, 2026

Southernmost Beach Resort and Guesthouses
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$329 nightly
The price is $370 total per night from Jan 21 to Jan 22
$370 total
Jan 21 - Jan 22
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 ...
8.8/10 Excellent! (1,776 reviews)
The entire resort was absolutely beautiful. It was also very welcoming. Not just in appearance but the staff were all so friendly and wonderful to work with!

Reviewed on Jan 16, 2026

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

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$391 nightly
The price is $440 total per night from Jan 21 to Jan 22
$440 total
Jan 21 - Jan 22
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 ...
8/10 Very Good! (1,859 reviews)
Everything was excellent

Reviewed on Jan 15, 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
$379 nightly
The price is $426 total per night from Jan 25 to Jan 26
$426 total
Jan 25 - Jan 26
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 ...
8/10 Very Good! (1,001 reviews)
Very clean. The pool area is fantastic. Good food and bar. Just a heads up though, the planes are extremely loud!

Reviewed on Jan 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
$431 nightly
The price is $485 total per night from Jan 26 to Jan 27
$485 total
Jan 26 - Jan 27
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! (1,301 reviews)
The staff is excellent especially Sam who always helps me when I stay there.

Reviewed on Jan 16, 2026

Hampton Inn Key West FL
Eden House

Eden House

3.5 out of 5
1015 Fleming St Key West FL
$395 nightly
The price is $445 total per night from Jan 25 to Jan 26
$445 total
Jan 25 - Jan 26
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! (1,001 reviews)
I will definitely be back.

Reviewed on Jan 15, 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
$301 nightly
The price is $338 total per night from Jan 21 to Jan 22
$338 total
Jan 21 - Jan 22
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! (1,269 reviews)
Everyone was nice and courteous. Quiet place. Really enjoyed our weekend

Reviewed on Jan 20, 2026

Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$274 nightly
The price is $308 total per night from Jan 21 to Jan 22
$308 total
Jan 21 - Jan 22
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 ...
7.8/10 Good! (1,001 reviews)
Check in was great and friendly. Walking distance to the beach. Air conditioning froze out my husband. Hotel was under construction but still very clean and kept. Would definitely stay again.

Reviewed on Jan 17, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$361 nightly
The price is $403 total per night from Jan 27 to Jan 28
$403 total
Jan 27 - Jan 28
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! (1,001 reviews)
Yes

Reviewed on Jan 17, 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 Jan 26 to Jan 27
$596 total
Jan 26 - Jan 27
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 ...
8.6/10 Excellent! (3,000 reviews)
Small room at first, but they gave us a different one that was nice

Reviewed on Jan 17, 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 ...
8.2/10 Very Good! (999 reviews)

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

Travelers say...
Room was clean and comfortable but after first day towels were shorted. Had to ask for more twice Desk staff were very nice and helpful. Concierge was helpful with rentals Restaurant was not as good as past stays when Sheraton. Food even pancakes were tough and overcooked. Shuttle drivers were very ...

Reviewed on Dec 4, 2025

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
$391 nightly
The price is $440 total per night from Jan 21 to Jan 22
$440 total
Jan 21 - Jan 22
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 ...
8/10 Very Good! (1,859 reviews)

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

Travelers say...
Everything was excellent

Reviewed on Jan 15, 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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