$66 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.
PVD
T.F. Green
EYW
Key West Intl.
$270 Roundtrip, found 10 hours ago
$270
Roundtrip
found 10 hours ago
BOS
Logan Intl.
EYW
Key West Intl.
$287 Roundtrip, found 16 hours ago
$287
Roundtrip
found 16 hours ago
MHT
Manchester-Boston Regional
EYW
Key West Intl.
$469 Roundtrip, found 16 hours ago
$469
Roundtrip
found 16 hours ago
PSM
Portsmouth Intl.
EYW
Key West Intl.
$509 Roundtrip, found 1 day ago
$509
Roundtrip
found 1 day ago
Airfares from $66 One Way, $131 Round Trip from Boston to Stock Island
Prices starting at $131 for return flights and $66 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.
BOS
Boston
EYW
Key West
$131 Roundtrip, found 5 hours ago
$131
Roundtrip
found 5 hours ago
PVD
Providence
EYW
Key West
$178 Roundtrip, found 8 hours ago
$178
Roundtrip
found 8 hours ago
BOS
Boston
EYW
Key West
$197 Roundtrip, found 5 days ago
$197
Roundtrip
found 5 days ago
PVD
Providence
EYW
Key West
$237 Roundtrip, found 3 days ago
$237
Roundtrip
found 3 days ago
PVD
Providence
EYW
Key West
$275 Roundtrip, found 1 day ago
$275
Roundtrip
found 1 day ago
Stock Island economy flight packages
Price found within the past 48 hours. Click for updated prices.
2.5-star property
The Key West Hotel
9.2/10 Wonderful! (505 reviews)
Mar 18 - Mar 21
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 $2,450, price is now $1,837 per person
$1,837
per person
found 1 day 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
4.0-star property
Casa Marina Key West, Curio Collection by Hilton
8.4/10 Very Good! (433 reviews)
Mar 14 - Mar 21
7 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $3,948, price is now $2,949 per person
$2,949
per person
found 1 day ago
Awesome stay. Not sure what people don’t like about the Casa.
Reviewed on Dec 16, 2025
3.5-star property
Hyatt Vacation Club at Windward Pointe, Key West
9.6/10 Exceptional! (1,002 reviews)
Mar 21 - Mar 28
7 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,703, price is now $2,078 per person
$2,078
per person
found 1 day ago
Pool and service was great!!! Staff always pleasant and helpful!
Reviewed on Dec 6, 2025
Stock Island first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Havana Cabana at Key West
8.8/10 Excellent! (1,749 reviews)
Mar 20 - Mar 27
7 night stay
Boston (BOS) to Key West (EYW)
JetBlue Airways • FirstClass
Key West (EYW) to Boston (BOS)
American Airlines • FirstClass
Price was $3,178, price is now $2,383 per person
$2,383
per person
found 1 day ago
The bartenders were wonderful.
Reviewed on Jul 2, 2025
2.5-star property
The Key West Hotel
9.2/10 Wonderful! (505 reviews)
Mar 20 - Mar 27
7 night stay
Boston (BOS) to Key West (EYW)
JetBlue Airways • FirstClass
Key West (EYW) to Boston (BOS)
American Airlines • FirstClass
Save 100% on your flight
Price was $4,887, price is now $3,551 per person
$3,551
per person
found 1 day 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
4.0-star property
The Reach Key West, Curio Collection by Hilton
8.4/10 Very Good! (1,001 reviews)
Mar 20 - Mar 27
7 night stay
Boston (BOS) to Key West (EYW)
JetBlue Airways • FirstClass
Key West (EYW) to Boston (BOS)
American Airlines • FirstClass
Price was $4,164, price is now $3,148 per person
$3,148
per person
found 1 day ago
Beautiful beach, great restaurant
Reviewed on Jan 22, 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
If you are looking to get guaranteed low prices for Boston to Stock Island flights then Orbitz is the place to go. We use cutting edge mobile tools to find the best deals on air tickets and to keep you updated on delays and changes.
Get Package Savings by Booking Flights and Hotels at the Same Time
Using the Orbitz Matrix display, you can see how much you will save on flights from Boston to Stock Island if the discount fare is combined with a hotel. You can also look at hotel reviews, photos and maps of the area, so it will be convenient to make your budget travel plans.
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Stock Island Airports
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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.