$36 Cheap flight deals from Boston (BOS) to Sugarloaf Key (MIA)
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This Weekend's Flight Deals from Boston to Sugarloaf 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.
$258 Roundtrip, found 1 hour ago
$258
Roundtrip
found 1 hour ago
PVD
T.F. Green
EYW
Key West Intl.
$357 Roundtrip, found 19 hours ago
$357
Roundtrip
found 19 hours ago
ORH
Worcester Regional
MIA
Miami Intl.
$381 Roundtrip, found 5 days ago
$381
Roundtrip
found 5 days ago
MHT
Manchester-Boston Regional
MIA
Miami Intl.
$382 Roundtrip, found 5 days ago
$382
Roundtrip
found 5 days ago
Airfares from $36 One Way, $167 Round Trip from Boston to Sugarloaf Key
Prices starting at $167 for return flights and $36 for one-way flights to Sugarloaf 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.
PVD
Providence
MIA
Miami
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
BOS
Boston
EYW
Key West
$192 Roundtrip, found 5 days ago
$192
Roundtrip
found 5 days ago
PVD
Providence
EYW
Key West
$206 Roundtrip, found 3 days ago
$206
Roundtrip
found 3 days ago
ORH
Worcester
MIA
Miami
$219 Roundtrip, found 1 day ago
$219
Roundtrip
found 1 day ago
MHT
Manchester
MIA
Miami
$267 Roundtrip, found 1 day ago
$267
Roundtrip
found 1 day ago
Sugarloaf Key economy flight packages
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Hyatt Place Miami Airport-East
8.2/10 Very Good! (2,247 reviews)
Mar 23 - Mar 28
5 night stay
Boston (BOS) to Miami (MIA)
Spirit Airlines • Roundtrip • Coach
Price was $1,223, price is now $601 per person
$601
per person
found 1 day ago
Room was cleaned and staff were very pleasant.
Reviewed on Feb 3, 2026
2.5-star property
Creekside Inn
8/10 Very Good! (1,004 reviews)
Mar 21 - Mar 27
6 night stay
Boston (BOS) to Miami (MIA)
Spirit Airlines • Roundtrip • Coach
Price was $1,717, price is now $797 per person
$797
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
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View all tripsSugarloaf Key packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Oceans Edge Key West Resort, Hotel & Marina
9/10 Wonderful! (1,736 reviews)
Mar 20 - Mar 25
5 night stay
Boston (BOS) to Key West (EYW)
Delta • PremiumEconomy
Key West (EYW) to Boston (BOS)
Spirit Airlines • PremiumEconomy
Save 100% on your flight
Price was $1,776, price is now $1,134 per person
$1,134
per person
found 8 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
3.5-star property
Cavalier Hotel South Beach
8.4/10 Very Good! (1,001 reviews)
Mar 29 - Apr 5
7 night stay
Boston (BOS) to Miami (MIA)
Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,515, price is now $1,480 per person
$1,480
per person
found 5 hours ago
Staff was great, elevator is tired, but I loved the proximity to everything
Reviewed on Jan 3, 2026
5.0-star property
Isla Bella Beach Resort & Spa
9.2/10 Wonderful! (1,055 reviews)
Mar 20 - Mar 25
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 $2,496, price is now $1,506 per person
$1,506
per person
found 8 hours ago
Mattress encased in plastic. First place I’ve seen that. Really helped my dust mite allergy. Fantastic place in all aspects. We will be back as now one of our favorite places to stay.
Reviewed on Dec 18, 2025
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View all tripsSugarloaf Key first class flight packages
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Flow Fort Lauderdale Hotel
9/10 Wonderful! (560 reviews)
Apr 9 - Apr 12
3 night stay
Boston (BOS) to Miami (MIA)
American Airlines • Non-stop roundtrip • FirstClass
Price was $1,503, price is now $1,228 per person
$1,228
per person
found 1 day ago
We lived everything about this property from the amenities to the food and entertainment options within walking distance.
Reviewed on Jan 13, 2025
5.0-star property
Carillon Miami Wellness Resort
8.8/10 Excellent! (765 reviews)
Mar 31 - Apr 3
3 night stay
Boston (BOS) to Miami (MIA)
Delta • FirstClass
Miami (MIA) to Boston (BOS)
United • FirstClass
Price was $2,928, price is now $2,390 per person
$2,390
per person
found 1 day ago
Pretty good spot to stay in
Reviewed on Oct 1, 2021
3.5-star property
Riverside Hotel
9/10 Wonderful! (2,615 reviews)
Apr 9 - Apr 12
3 night stay
Boston (BOS) to Miami (MIA)
American Airlines • Non-stop roundtrip • FirstClass
Price was $1,731, price is now $1,423 per person
$1,423
per person
found 1 day ago
Everything was exceptial. Room 1108 was perfect. The staff was brillant.
Reviewed on Feb 14, 2026
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View all tripsMore About Flying To Sugarloaf Key from Boston
Route Information for Flights from Boston to Sugarloaf Key
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | MIA |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Sugarloaf 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.