$49 Cheap flight deals from Boston (BOS) to Big Pine Key (MIA)
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This Weekend's Flight Deals from Boston to Big Pine 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.
EYW
Key West Intl.
$446 Roundtrip, found 7 hours ago
$446
Roundtrip
found 7 hours ago
PVD
T.F. Green
MIA
Miami Intl.
$460 Roundtrip, found 1 day ago
$460
Roundtrip
found 1 day ago
BOS
Logan Intl.
MIA
Miami Intl.
$511 Roundtrip, just found
$511
Roundtrip
just found
PVD
T.F. Green
EYW
Key West Intl.
$543 Roundtrip, found 2 days ago
$543
Roundtrip
found 2 days ago
Airfares from $49 One Way, $128 Round Trip from Boston to Big Pine Key
Prices starting at $128 for return flights and $49 for one-way flights to Big Pine 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
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
PVD
Providence
EYW
Key West
$192 Roundtrip, found 4 hours ago
$192
Roundtrip
found 4 hours ago
MHT
Manchester
MIA
Miami
$200 Roundtrip, found 20 hours ago
$200
Roundtrip
found 20 hours ago
ORH
Worcester
MIA
Miami
$236 Roundtrip, found 2 hours ago
$236
Roundtrip
found 2 hours ago
PVD
Providence
MIA
Miami
$262 Roundtrip, found 8 hours ago
$262
Roundtrip
found 8 hours ago
Big Pine Key economy flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Pelican Hotel
9.2/10 Wonderful! (443 reviews)
May 24 - May 29
5 night stay
Boston (BOS) to Miami (MIA)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $997, price is now $503 per person
$503
per person
found 1 day ago
My recent stay at the Pelican Hotel was nothing short of delightful. The location is truly exceptional — perfectly situated to enjoy the very best of the area. From the moment I arrived, the warm and friendly atmosphere made me feel completely at ease.
The service was impeccable. Both room service and management were consistently professional and courteous, with special appreciation to Oscar, whose attentiveness and genuine hospitality made a lasting impression.
The dining experience was outstanding. Every meal was a pleasure, but the fried octopus deserves special mention — perfectly prepared and absolutely unforgettable.
The rooms themselves were a highlight: comfortable, thoughtfully appointed, and each with its own unique design that adds charm and character to the stay. The complimentary cocktails were another memorable touch — expertly made and thoroughly enjoyable.
Overall, my time at the Pelican Hotel was a wonderful experience from start to finish. I look forward to returning and will gladly book again without hesitation.
Reviewed on Aug 11, 2025
2.5-star property
Creekside Inn
7.8/10 Good! (1,002 reviews)
May 26 - May 29
3 night stay
Boston (BOS) to Miami (MIA)
Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,046, price is now $540 per person
$540
per person
found 13 hours ago
Leaving a review to let Travellers know that this place deserves a better rating and reviews than what some Travellers have left. We had a great stay! The property is older and could use some upgrades but it was exactly suited for our stay. Property is right on a canal where you can see Tarpon, Manatees and other fish, if you have a boat you can dock right there. Our stay was quiet and peaceful and housekeeping took care of any needs we had. Its within walking distance of a few restaurants, dive shop, bait shop, snorkel tour. I would recommend Lido73, Mar Bar and Old Tavernier restaurants all within walking distance. Just know it not the 4 seasons just and older property that will suit your needs. I would definitely come stay again.
Reviewed on Mar 22, 2026
Big Pine Key packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Kompose Boutique Hotel Miami Airport
9/10 Wonderful! (3,122 reviews)
May 17 - May 20
3 night stay
Boston (BOS) to Miami (MIA)
United • Non-stop roundtrip • PremiumEconomy
Price was $1,241, price is now $1,026 per person
$1,026
per person
found 17 hours ago
Excellent stay. Seamless check-in and room was perfect for my needs.
Reviewed on Feb 23, 2026
5.0-star property
1 Hotel South Beach
9.4/10 Exceptional! (1,471 reviews)
May 10 - May 13
3 night stay
Boston (BOS) to Miami (MIA)
United • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $3,996, price is now $2,870 per person
$2,870
per person
found 19 hours ago
The best hotel I have ever stayed in!
Reviewed on Jan 17, 2026
4.5-star property
Eden Roc Miami Beach
8.6/10 Excellent! (3,220 reviews)
May 17 - May 20
3 night stay
Boston (BOS) to Miami (MIA)
United • Non-stop roundtrip • PremiumEconomy
Price was $1,606, price is now $1,313 per person
$1,313
per person
found 17 hours ago
Great visit! Nice beach and amenities… Staff sent me a complimentary fruit plate for my special day. Everything was wonderful including the spa staff.
Reviewed on Mar 6, 2026
Big Pine Key first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Winslow's Bungalows - Key West Historic Inns
9.2/10 Wonderful! (1,230 reviews)
May 15 - May 20
5 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • FirstClass
Price was $2,399, price is now $1,749 per person
$1,749
per person
found 1 day ago
The room was clean and location was great
Reviewed on Feb 22, 2026
2.5-star property
The Key West Hotel
9.2/10 Wonderful! (542 reviews)
May 15 - May 20
5 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $4,901, price is now $2,979 per person
$2,979
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
5.0-star property
1 Hotel South Beach
9.4/10 Exceptional! (1,471 reviews)
May 27 - May 31
4 night stay
Boston (BOS) to Miami (MIA)
Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $3,407, price is now $2,394 per person
$2,394
per person
found 1 day ago
The best hotel I have ever stayed in!
Reviewed on Jan 17, 2026
More About Flying To Big Pine Key from Boston
Route Information for Flights from Boston to Big Pine Key
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | MIA |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Big Pine 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.