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

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Cheap Flights from BOS to EYW starting at $184 One Way, $367 Round Trip

Prices starting at $367 for return flights and $184 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.

Mon, Dec 21 - Thu, Dec 24
BOS
Boston
EYW
Key West
$367 Roundtrip, found 6 days ago
$367
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Dec 21 from Boston to Key West, returning Thu, Dec 24, priced at $367 found 6 days ago
Sun, Oct 18 - Thu, Oct 22
BOS
Boston
EYW
Key West
$372 Roundtrip, found 2 hours ago
$372
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sun, Oct 18 from Boston to Key West, returning Thu, Oct 22, priced at $372 found 2 hours ago
Sun, Oct 18 - Thu, Oct 22
BOS
Boston
EYW
Key West
$382 Roundtrip, found 2 hours ago
$382
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sun, Oct 18 from Boston to Key West, returning Thu, Oct 22, priced at $382 found 2 hours ago
Wed, Jan 27 - Wed, Feb 3
BOS
Boston
EYW
Key West
$387 Roundtrip, found 10 hours ago
$387
Roundtrip
found 10 hours ago
Select United flight, departing Wed, Jan 27 from Boston to Key West, returning Wed, Feb 3, priced at $387 found 10 hours ago
Wed, Jan 13 - Wed, Jan 20
BOS
Boston
EYW
Key West
$387 Roundtrip, found 12 hours ago
$387
Roundtrip
found 12 hours ago
Select Delta flight, departing Wed, Jan 13 from Boston to Key West, returning Wed, Jan 20, priced at $387 found 12 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
$227 nightly
The price is $256 total per night from Oct 26 to Oct 27
$256 total
Oct 26 - Oct 27
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 ...
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 Oct 4 to Oct 5
$190 total
Oct 4 - Oct 5
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! (1,541 reviews)
"Wonderful"

Reviewed on Oct 3, 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
$153 nightly
The price is $172 total per night from Oct 11 to Oct 12
$172 total
Oct 11 - Oct 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 ...
8.4/10 Very Good! (1,112 reviews)
"very nice..."

Reviewed on Oct 3, 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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$168 nightly
The price is $189 total per night from Oct 4 to Oct 5
$189 total
Oct 4 - Oct 5
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! (2,712 reviews)
"Registration staff very personable. Constant text to check if all is good or need anything."

Reviewed on Oct 3, 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
$265 nightly
The price is $298 total per night from Oct 4 to Oct 5
$298 total
Oct 4 - Oct 5
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 ...
Margaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
$184 nightly
The price is $207 total per night from Nov 1 to Nov 2
$207 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Havana Cabana at 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
$153 nightly
The price is $172 total per night from Oct 11 to Oct 12
$172 total
Oct 11 - Oct 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 ...
8.4/10 Very Good! (1,112 reviews)
"very nice..."

Reviewed on Oct 3, 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 Oct 4 to Oct 5
$190 total
Oct 4 - Oct 5
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! (1,541 reviews)
"Wonderful"

Reviewed on Oct 3, 2026

Hampton Inn Key West FL
Eden House

Eden House

4 out of 5
1015 Fleming St Key West FL
$192 nightly
The price is $216 total per night from Oct 6 to Oct 7
$216 total
Oct 6 - Oct 7
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! (1,003 reviews)
"Everything was nice, rooms are just a little small."

Reviewed on Oct 3, 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
$169 nightly
The price is $190 total per night from Oct 5 to Oct 6
$190 total
Oct 5 - Oct 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. ...
8.6/10 Excellent! (1,383 reviews)
"Clean room, nice pool, nice staff. Good little Cuban restaurant and grocery store across the street. Loved it."

Reviewed on Oct 1, 2026

Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$101 nightly
The price is $114 total per night from Oct 4 to Oct 5
$114 total
Oct 4 - Oct 5
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)
"Pool was not accessible, disappointing 😑 😒"

Reviewed on Sep 30, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$111 nightly
The price is $122 total per night from Oct 5 to Oct 6
$122 total
Oct 5 - Oct 6
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 ...
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
$225 nightly
The price is $253 total per night from Oct 11 to Oct 12
$253 total
Oct 11 - Oct 12
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 ...
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
$168 nightly
The price is $189 total per night from Oct 4 to Oct 5
$189 total
Oct 4 - Oct 5
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! (2,712 reviews)

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

Travelers say...
"Registration staff very personable. Constant text to check if all is good or need anything."

Reviewed on Oct 3, 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
$178 nightly
The price is $201 total per night from Oct 12 to Oct 13
$201 total
Oct 12 - Oct 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! (1,802 reviews)
"This was our second time to stay here and this place never disappoints. Staff is wonderful too"

Reviewed on Oct 3, 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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