$30 Cheap flight deals from Boston (BOS) to Cudjoe Key (MIA)
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This Weekend's Flight Deals from Boston to Cudjoe Key
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.
MIA
Miami Intl.
$337 Roundtrip, just found
$337
Roundtrip
just found
BOS
Logan Intl.
EYW
Key West Intl.
$357 Roundtrip, found 2 days ago
$357
Roundtrip
found 2 days ago
ORH
Worcester Regional
EYW
Key West Intl.
$411 Roundtrip, found 3 days ago
$411
Roundtrip
found 3 days ago
PVD
T.F. Green
EYW
Key West Intl.
$432 Roundtrip, found 1 hour ago
$432
Roundtrip
found 1 hour ago
Airfares from $30 One Way, $59 Round Trip from Boston to Cudjoe Key
Prices starting at $59 for return flights and $30 for one-way flights to Cudjoe Key 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
MIA
Miami
$59 Roundtrip, just found
$59
Roundtrip
just found
BOS
Boston
EYW
Key West
$142 Roundtrip, found 2 days ago
$142
Roundtrip
found 2 days ago
PVD
Providence
EYW
Key West
$159 Roundtrip, found 3 days ago
$159
Roundtrip
found 3 days ago
MHT
Manchester
MIA
Miami
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
PVD
Providence
MIA
Miami
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Cudjoe Key economy flight packages
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Cavalier Hotel South Beach
8.4/10 Very Good! (1,001 reviews)
Feb 5 - Feb 8
3 night stay
Boston (BOS) to Miami (MIA)
Spirit Airlines • Coach
Miami (MIA) to Boston (BOS)
Delta • Coach
Price was $942, price is now $448 per person
$448
per person
found 1 day ago
The property was decent, and maintenance and cleanliness were fine, but it's not been updated much, and they were short staffed. The room night price seemed high relative to value. Would recommend, as the staff they have is enthusiastic, and the location is in the midst of everything South Beach.
Reviewed on Apr 28, 2025
2.5-star property
Creekside Inn
8/10 Very Good! (1,004 reviews)
Feb 14 - Feb 20
6 night stay
Boston (BOS) to Miami (MIA)
Delta • Non-stop • Coach
Miami (MIA) to Boston (BOS)
Spirit Airlines • Non-stop • Coach
Price was $1,943, price is now $927 per person
$927
per person
found 1 day ago
I only stayed one night but overall, Creekside was better than I was expecting. For an old keys motel type inn, it was very clean and well kept.
Reviewed on Aug 2, 2025
Cudjoe Key packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
UMA House by Yurbban South Beach
9.2/10 Wonderful! (815 reviews)
Feb 1 - Feb 7
6 night stay
Boston (BOS) to Miami (MIA)
Delta • PremiumEconomy
Miami (MIA) to Boston (BOS)
Spirit Airlines • PremiumEconomy
Save 100% on your flight
Price was $1,362, price is now $844 per person
$844
per person
found 1 day ago
The property and staff was very nice but my room location was terrible. It was right behind the front desk. All day, especially in the morning , I heard phones, people checking out/ in and delivery folks. Extremely loud.
Reviewed on Feb 4, 2024
3.5-star property
President Hotel Villa
8.2/10 Very Good! (997 reviews)
Feb 19 - Feb 24
5 night stay
Boston (BOS) to Miami (MIA)
Delta • PremiumEconomy
Miami (MIA) to Boston (BOS)
Spirit Airlines • PremiumEconomy
Save 100% on your flight
Price was $1,718, price is now $928 per person
$928
per person
found 1 day ago
Although we didn't take advantage of it enough the hotel served breakfast every morning. Front desk staff awesome and very accommodating. A few times we had minor issues in our room and front desk staff would have maintenance up to our room in a matter of minutes. Minor drawback. A lot of hotel staff seemed not to know how to speak english well but front desk would let maintenance know the exact problem we were having and when they would arrive to our room we didnt need to talk that much because front desk already gave them the run down. I think hotel is in the best section of south beach. Beach 1 block away and walgreens across the street.
Reviewed on Apr 11, 2025
Cudjoe Key first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Mayfair House Hotel & Garden
9/10 Wonderful! (1,199 reviews)
Feb 5 - Feb 8
3 night stay
Boston (BOS) to Miami (MIA)
Delta • Roundtrip • FirstClass
Price was $1,599, price is now $1,243 per person
$1,243
per person
found 17 hours ago
I had a great stay at the Mayfair - my favorite hotel in the Grove because it captures the spirit of the Grove!
Reviewed on Oct 19, 2025
2.5-star property
The Key West Hotel
9.2/10 Wonderful! (505 reviews)
Feb 20 - Feb 23
3 night stay
Boston (BOS) to Key West (EYW)
Delta • Non-stop • FirstClass
Key West (EYW) to Boston (BOS)
American Airlines • Non-stop • FirstClass
Save 100% on your flight
Price was $2,835, price is now $1,920 per person
$1,920
per person
found 24 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
4.0-star property
Oceans Edge Key West Resort, Hotel & Marina
9/10 Wonderful! (1,736 reviews)
Feb 20 - Feb 22
2 night stay
Boston (BOS) to Key West (EYW)
Delta • Non-stop • FirstClass
Key West (EYW) to Boston (BOS)
American Airlines • Non-stop • FirstClass
Price was $2,059, price is now $1,610 per person
$1,610
per person
found 24 hours ago
We LOVED the setting and the surrounding area! Absolutely beautiful!
Be aware the hotel IS in the airport landing zone. If you like to watch/hear commercial planes you'll be very happy.
Ask for a room on the top floor only - so you can (1) look over the marina AND (2) so you won't hear people moving chairs on their balcony above you.
The max/min air conditioning is centrally controlled. If you want it colder than 67, you will not be able to. Not sure what the max heat was.
Be extra vigilant about putting a thick towel on the floor to soak up any water that gets past the shower door. It WILL happen! Please do not slip on the wet tile floor!
Be aware that if you want/need a later checkout, they will charge you an additional $50/hour past their usual checkout time of 11am.
Be prepared for onsite meal expenses. They are very good, but they ARE on the pricy side.
Our particular room smelled strongly of smoke on arrival. I'm nearly POSITIVE we asked for a nonsmoking room as we both have underlying medical problems that preclude exposre to smoke. Perhaps call ahead to ENSURE you get a nonsmoking on arrival. The entire hotel was booked so we did not have any other choice.
Reviewed on Dec 28, 2025
More About Flying To Cudjoe Key from Boston
Route Information for Flights from Boston to Cudjoe Key
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | MIA |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Cudjoe Key
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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.