$112 Cheap flight deals from Boston (BOS) to Stock Island (EYW)
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This Weekend's Flight Deals from Boston to Stock Island
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.
BOS
Logan Intl.
EYW
Key West Intl.
$725 Roundtrip, found 3 days ago
$725
Roundtrip
found 3 days ago
Airfares from $112 One Way, $241 Round Trip from Boston to Stock Island
Prices starting at $241 for return flights and $112 for one-way flights to Stock Island were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
PVD
Providence
EYW
Key West
$241 Roundtrip, found 4 days ago
$241
Roundtrip
found 4 days ago
PVD
Providence
EYW
Key West
$251 Roundtrip, found 4 days ago
$251
Roundtrip
found 4 days ago
PVD
Providence
EYW
Key West
$253 Roundtrip, found 6 days ago
$253
Roundtrip
found 6 days ago
PVD
Providence
EYW
Key West
$254 Roundtrip, found 1 day ago
$254
Roundtrip
found 1 day ago
PVD
Providence
EYW
Key West
$258 Roundtrip, found 3 days ago
$258
Roundtrip
found 3 days ago
Stock Island economy flight packages
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Orchid Key Inn - Adults Only
9.8/10 Exceptional! (1,005 reviews)
Dec 4 - Dec 7
3 night stay
Boston (BOS) to Key West (EYW)
JetBlue Airways • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Coach
Save 100% on your flight
Price was $1,541, price is now $1,133 per person
$1,133
per person
found 1 day ago
3.0-star property
The Key West Hotel
9.2/10 Wonderful! (563 reviews)
Dec 4 - Dec 7
3 night stay
Boston (BOS) to Key West (EYW)
JetBlue Airways • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Coach
Save 100% on your flight
Price was $2,832, price is now $1,874 per person
$1,874
per person
found 1 day ago
Property was everything as described, clean, in the heart of the excitement that is Key West
Pool was refreshing and close to tiki bar and local entertainment.
The room was spacious, clean and comfy beds. There were issues and there was really no staff to address. Most impactive was the fire alarm. First started going off rang for a min or two, then reset. Happened a dozen times, each causing us to avoid sleep, leave room to make sure nothing was wrong. It wasn't. Then around 10 PM it went off and would not stop. Tried to call office, but nobody there after 6pm. Freaking insane, no emergency contact, maintenance number, nothing. We sent email in hopes it w
May have been monitored... nope. Been 2 days and heard nothing back at all. Found the bartender at on site tici bar and though he abd is barback wete busy they found a ladder, called someone who told them to remove the devise. Eureka after almost 3 hours problem solved. Safety device removed and left peace and quite, perhaps fo fire warning, buy fine
Also internet and this TV / entertainment no work. No maintenance, no visible router to reboot, be gave up and ended the insanity
Maintenance guy was at the door early morning to properly troubleshoot or replace fire annunciator
We only were booked for a night so when we checked out in morning front desk girl simply apologized and was actually sort of blowing us off as she was leaving the desk empty the service a near $600 o/n should offer
Reviewed on Oct 6, 2026
4.0-star property
The Marker Key West Harbor Resort
9.2/10 Wonderful! (1,024 reviews)
Dec 4 - Dec 7
3 night stay
Boston (BOS) to Key West (EYW)
JetBlue Airways • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Coach
Price was $1,607, price is now $1,246 per person
$1,246
per person
found 1 day ago
We love staying at The Marker in Key West! The location is perfect, the grounds are beautiful and clean, and the stuff is amazing! This was our 2nd time saying at The Marker and we’ve already got our 3rd trip planned, for our honeymoon!
Reviewed on Oct 20, 2026
Stock Island packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
3.0-star property
The Key West Hotel
9.2/10 Wonderful! (563 reviews)
Dec 11 - Dec 15
4 night stay
Boston (BOS) to Key West (EYW)
JetBlue Airways • Roundtrip • PremiumEconomy
Price was $2,889, price is now $1,969 per person
$1,969
per person
found 9 hours ago
Property was everything as described, clean, in the heart of the excitement that is Key West
Pool was refreshing and close to tiki bar and local entertainment.
The room was spacious, clean and comfy beds. There were issues and there was really no staff to address. Most impactive was the fire alarm. First started going off rang for a min or two, then reset. Happened a dozen times, each causing us to avoid sleep, leave room to make sure nothing was wrong. It wasn't. Then around 10 PM it went off and would not stop. Tried to call office, but nobody there after 6pm. Freaking insane, no emergency contact, maintenance number, nothing. We sent email in hopes it w
May have been monitored... nope. Been 2 days and heard nothing back at all. Found the bartender at on site tici bar and though he abd is barback wete busy they found a ladder, called someone who told them to remove the devise. Eureka after almost 3 hours problem solved. Safety device removed and left peace and quite, perhaps fo fire warning, buy fine
Also internet and this TV / entertainment no work. No maintenance, no visible router to reboot, be gave up and ended the insanity
Maintenance guy was at the door early morning to properly troubleshoot or replace fire annunciator
We only were booked for a night so when we checked out in morning front desk girl simply apologized and was actually sort of blowing us off as she was leaving the desk empty the service a near $600 o/n should offer
Reviewed on Oct 6, 2026
4.0-star property
Southernmost House - Adult Exclusive
9.4/10 Exceptional! (1,001 reviews)
Dec 11 - Dec 15
4 night stay
Boston (BOS) to Key West (EYW)
JetBlue Airways • Roundtrip • PremiumEconomy
Price was $2,800, price is now $2,167 per person
$2,167
per person
found 9 hours ago
Liked the bungalow, smaller but functional. The only problem I had was the air conditioning couldn’t cool the room efficiently and had to keep emptying the dehumidifier. Love the location, pool and hotel.
Reviewed on Oct 17, 2026
More About Flying To Stock Island from Boston
Route Information for Flights from Boston to Stock Island
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | EYW |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Stock Island
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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.