$103 Cheap flight deals from Boston (BOS) to Lower Florida Keys (EYW)

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This Weekend's Flight Deals from Boston to Lower Florida Keys

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 3 - Fri, Oct 10
BOS
Logan Intl.
EYW
Key West Intl.
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Oct 3 from Logan Intl. to Key West Intl., returning Fri, Oct 10, priced at $249 found 1 day ago

Airfares from $103 One Way, $205 Round Trip from Boston to Lower Florida Keys

Prices starting at $205 for return flights and $103 for one-way flights to Lower Florida Keys 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 3 - Tue, Feb 10
BOS
Boston
EYW
Key West
$205 Roundtrip, found 20 hours ago
$205
Roundtrip
found 20 hours ago
Select Spirit Airlines flight, departing Tue, Feb 3 from Boston to Key West, returning Tue, Feb 10, priced at $205 found 20 hours ago
Fri, Oct 24 - Fri, Oct 31
BOS
Boston
EYW
Key West
$207 Roundtrip, found 9 hours ago
$207
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Fri, Oct 24 from Boston to Key West, returning Fri, Oct 31, priced at $207 found 9 hours ago
Sat, Jan 31 - Tue, Feb 3
BOS
Boston
EYW
Key West
$210 Roundtrip, found 11 hours ago
$210
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Sat, Jan 31 from Boston to Key West, returning Tue, Feb 3, priced at $210 found 11 hours ago
Mon, Jan 12 - Thu, Jan 22
BOS
Boston
EYW
Key West
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Jan 12 from Boston to Key West, returning Thu, Jan 22, priced at $215 found 1 day ago
Fri, Oct 31 - Mon, Nov 3
BOS
Boston
EYW
Key West
$226 Roundtrip, found 1 day ago
$226
Roundtrip
found 1 day ago
Select United flight, departing Fri, Oct 31 from Boston to Key West, returning Mon, Nov 3, priced at $226 found 1 day ago

Lower Florida Keys economy flight packages

Price found within the past 48 hours. Click for updated prices.
Lighthouse Hotel - Key West Historic Inns
3.5-star property

Lighthouse Hotel - Key West Historic Inns

9/10 Wonderful! (791 reviews)

Nov 14 - Nov 17

3 night stay

Boston (BOS) to Key West (EYW)

Spirit Airlines • Non-stop • Coach

Key West (EYW) to Boston (BOS)

Delta • Non-stop • Coach
Save 100% on your flight
Price was $1,412, price is now $784 per person
$784
per person
found 1 day ago
This place is a much better place to stay than places closer to the cruise ship pier or off or whitehead or duval

Reviewed on Sep 22, 2024

Winslow's Bungalows - Key West Historic Inns
4.0-star property

Winslow's Bungalows - Key West Historic Inns

9.2/10 Wonderful! (1,005 reviews)

Nov 14 - Nov 17

3 night stay

Boston (BOS) to Key West (EYW)

Spirit Airlines • Non-stop • Coach

Key West (EYW) to Boston (BOS)

Delta • Non-stop • Coach
Save 100% on your flight
Price was $1,453, price is now $802 per person
$802
per person
found 1 day ago
Friendly staff. Tasty breakfast. Comfortable pools. Nice rooms.

Reviewed on Jul 15, 2025

Ella's Cottages - Key West Historic Inns
3.5-star property

Ella's Cottages - Key West Historic Inns

9.4/10 Exceptional! (375 reviews)

Nov 14 - Nov 17

3 night stay

Boston (BOS) to Key West (EYW)

Spirit Airlines • Non-stop • Coach

Key West (EYW) to Boston (BOS)

Delta • Non-stop • Coach
Save 100% on your flight
Price was $1,454, price is now $995 per person
$995
per person
found 1 day ago
We chose this historic inn based on central location to everything we wanted in less than 15 min. Front desk staff (Dwight and others) are fantastic and always willing to listen and provide assistance. Fort Zachary Taylor Beach Park is walkable - 25 min (beach water shoes recommended due to rocks). We didn't need to rent any transportation as it was easier for us to walk it out, so I can't comment on parking since I didn't use it (it is limited at most places). We felt very safe walking around, even at night. We used a taxi to and from Key West airport (both drivers familiar with this inn). Room is clean. Both night stands have power and USB charging outlets. Excellent daily room service and Sunshine Breakfast basket hand delivered to your room. Duval Loop bus stop 14 (free) in front of inn (bus route loop is an hour long and two buses running to ensure next bus in 30 min), so this is another convenient option if walking isn't your thing.

Reviewed on Dec 17, 2024

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Lower Florida Keys packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns
4.0-star property

Winslow's Bungalows - Key West Historic Inns

9.2/10 Wonderful! (1,005 reviews)

Nov 7 - Nov 11

4 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,397, price is now $1,633 per person
$1,633
per person
found 15 hours ago
Friendly staff. Tasty breakfast. Comfortable pools. Nice rooms.

Reviewed on Jul 15, 2025

Ella's Cottages - Key West Historic Inns
3.5-star property

Ella's Cottages - Key West Historic Inns

9.4/10 Exceptional! (375 reviews)

Nov 7 - Nov 11

4 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $2,470, price is now $1,837 per person
$1,837
per person
found 15 hours ago
We chose this historic inn based on central location to everything we wanted in less than 15 min. Front desk staff (Dwight and others) are fantastic and always willing to listen and provide assistance. Fort Zachary Taylor Beach Park is walkable - 25 min (beach water shoes recommended due to rocks). We didn't need to rent any transportation as it was easier for us to walk it out, so I can't comment on parking since I didn't use it (it is limited at most places). We felt very safe walking around, even at night. We used a taxi to and from Key West airport (both drivers familiar with this inn). Room is clean. Both night stands have power and USB charging outlets. Excellent daily room service and Sunshine Breakfast basket hand delivered to your room. Duval Loop bus stop 14 (free) in front of inn (bus route loop is an hour long and two buses running to ensure next bus in 30 min), so this is another convenient option if walking isn't your thing.

Reviewed on Dec 17, 2024

The Key West Hotel
2.5-star property

The Key West Hotel

9.2/10 Wonderful! (496 reviews)

Nov 7 - Nov 11

4 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $2,602, price is now $2,045 per person
$2,045
per person
found 15 hours ago
Gorgeous property right on Duval Street but hidden from the noise and bustle. Convenient to everything you want to do and see. Wonderfully helpful and friendly staff.

Reviewed on Jan 5, 2025

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More About Flying To Lower Florida Keys from Boston

Route Information for Flights from Boston to Lower Florida Keys

Origin Airport IATA Code
BOS
Destination Airport IATA Code
EYW
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Boston to Lower Florida Keys

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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.