$49 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.
ORH
Worcester Regional
MIA
Miami Intl.
$277 Roundtrip, found 1 day ago
$277
Roundtrip
found 1 day ago
BOS
Logan Intl.
MIA
Miami Intl.
$302 Roundtrip, found 1 hour ago
$302
Roundtrip
found 1 hour ago
BOS
Logan Intl.
EYW
Key West Intl.
$332 Roundtrip, found 1 hour ago
$332
Roundtrip
found 1 hour ago
MHT
Manchester-Boston Regional
MIA
Miami Intl.
$414 Roundtrip, found 4 days ago
$414
Roundtrip
found 4 days ago
Airfares from $49 One Way, $98 Round Trip from Boston to Cudjoe Key
Prices starting at $98 for return flights and $49 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
$98 Roundtrip, just found
$98
Roundtrip
just found
PVD
Providence
MIA
Miami
$159 Roundtrip, found 12 hours ago
$159
Roundtrip
found 12 hours ago
PVD
Providence
EYW
Key West
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
BOS
Boston
EYW
Key West
$191 Roundtrip, found 12 hours ago
$191
Roundtrip
found 12 hours ago
MHT
Manchester
MIA
Miami
$196 Roundtrip, found 3 days ago
$196
Roundtrip
found 3 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
16.8/10 Exceptional! (1,001 reviews)
Dec 27 - Dec 31
4 night stay
Boston (BOS) to Miami (MIA)
Southwest Airlines • Non-stop • Coach
Miami (MIA) to Boston (BOS)
Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,720, price is now $1,351 per person
$1,351
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
4.0-star property
The Shelborne By Proper, a Member of Design Hotels
19.2/10 Exceptional! (53 reviews)
Dec 27 - Dec 31
4 night stay
Boston (BOS) to Miami (MIA)
Southwest Airlines • Non-stop • Coach
Miami (MIA) to Boston (BOS)
Frontier Airlines • Non-stop • Coach
Price was $4,563, price is now $1,954 per person
$1,954
per person
found 1 day ago
4.0-star property
Park Central South Beach
17.2/10 Exceptional! (385 reviews)
Dec 27 - Dec 31
4 night stay
Boston (BOS) to Miami (MIA)
Southwest Airlines • Non-stop • Coach
Miami (MIA) to Boston (BOS)
Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,615, price is now $1,432 per person
$1,432
per person
found 1 day ago
Nice room, friendly hotel staff, good breakfast
Reviewed on Nov 8, 2025
Cudjoe Key first class flight packages
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Plunge Beach Resort
17.6/10 Exceptional! (1,208 reviews)
Dec 29 - Jan 3
5 night stay
Boston (BOS) to Miami (MIA)
American Airlines • Non-stop roundtrip • FirstClass
Price was $2,357, price is now $1,971 per person
$1,971
per person
found 15 hours ago
First time visiting LBTS. Our room was first floor, beach front and was walkable to all of the restaurants, bars and shops. Location, cleanliness, service of front desk staff, all excellent! The only bit of disappointment was Backflips, the onsite restaurant/bar. This has the potential to be a gold mine, but staffing is key. One day we ordered the bacon cheeseburger (a menu item) and we received a plain cheeseburger with nothing on it. Sent it back and then received another that did have all of the fixings….but no bacon. Fries were old and cold. Told server. All we got was and apology and the bill for $16. They also advertised happy hour from 9-10 pm. Arrived at 9pm and the bartender displayed an attitude like “”why would you come here so late?” Like we were interrupting her ability to close so she could go home. Don’t advertise a happy hour at that time if you don’t want customers! They missed out on a lot of our business for that week.
Reviewed on Apr 16, 2025
4.0-star property
Costa Hollywood Beach Resort
18/10 Exceptional! (3,848 reviews)
Dec 29 - Jan 3
5 night stay
Boston (BOS) to Miami (MIA)
American Airlines • Non-stop roundtrip • FirstClass
Price was $3,448, price is now $2,753 per person
$2,753
per person
found 15 hours ago
Friendly and professional staff. Room was very clean.. The suite I stayed in had beautiful Ugg decor, and it had everything you'll need for a comfortable stay; micro, cook top & oven, kerig & regular coffee maker, even washer and drier, etc. There's plenty of places to eat, drink & party at walking distance on the boardwalk.. Valet parking is a must, hard to find regular parking, valet service was elite.
Reviewed on Aug 6, 2025
4.5-star property
Fort Lauderdale Beach Resort by Vacatia
8.4/10 Very Good! (417 reviews)
Dec 29 - Jan 3
5 night stay
Boston (BOS) to Miami (MIA)
American Airlines • Non-stop roundtrip • FirstClass
Price was $2,527, price is now $2,072 per person
$2,072
per person
found 15 hours ago
Property needs some updating, carpet in the bedroom is so old and dirty.
Reviewed on Oct 22, 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.