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2016 Galeon 550 Fly Boat in Baltimore, MD 21224 US
550 Fly
2 Engines (2x Volvo)
55 feet
Diesel
Fiberglass/Reinforced
Short Squeeze is a beautifully maintained 2016 Galeon 550 Fly with low hours on her Volvo D11 inboard engines and an impressive record of documented maintenance and upgrades. Bow and stern thrusters make her exceptionally maneuverable, while her thoughtful layout provides generous living and entertaining spaces both inside and out.
A hydraulic swim platform leads to the spacious aft deck, protected by the flybridge overhang and seamlessly connected to the salon through a fully opening aft bulkhead. With the galley located up and aft, entertaining is easy whether gathered around the salon table or enjoying the outdoors around the large cockpit table. Wide side decks lead forward to the bow sunpads with adjustable backrests, while a dedicated stairway provides access to the expansive flybridge.
The flybridge is designed for entertaining, with a grill cabinet, ice maker, refrigerator, dining table, abundant seating and a generous lounge area.
Inside, the salon features comfortable conversational seating to port and starboard, along with a pop-up electric TV lift. The lower helm is fully equipped with dual multifunction displays and provides excellent visibility and control.
Below deck, the three-stateroom layout includes a forward VIP with private access to the guest head. The starboard guest stateroom has twin berths that can be converted into a double. The full-beam midship master features a walk-around centerline berth, lounge and makeup area, built-in shelving and drawer storage, and a private ensuite head with a tiled shower and rain showerhead.
Documented Maintenance & Upgrades
Short Squeeze has benefited from consistent, documented maintenance and significant systems work over the past several years. Service records and supporting invoices are organized and available for review.
The Volvo D11 engines have received documented annual oil service from 2021 through 2026. In October 2022, a major cooling-system service was completed, including removal and servicing of the engine heat exchangers, aftercoolers/intercoolers, oil coolers and transmission coolers. The service also included coolant, impellers, zincs, belts, Racor filters, engine oil and fuel filters.
Additional engine and drivetrain maintenance includes thermostat replacement, valve-lash adjustment, raw-water impeller replacement, transmission oil and filter service, and ongoing generator maintenance.
The air-conditioning and chilled-water systems have also received extensive attention, including installation of a new master stateroom air handler, chilled-water pump replacement, control-board work, valve and sensor replacement, hose work, refrigerant service and leak repairs.
Recent yard work includes bottom paint, Propspeed, zinc replacement, stern-thruster work and installation of a new flybridge refrigerator.
Cosmetically, Short Squeeze has been substantially refreshed as well. All interior and exterior cushions were replaced in 2026, and a new white Bimini top was installed in 2023.
Electrical, battery, plumbing, sanitation and electronics upgrades include AGM house batteries, AIS, underwater lights and service to the Tecma sanitation system.
The result is a 2016 Galeon 55 Fly with a highly desirable three-stateroom layout, extensive recent systems work, exceptionally strong maintenance documentation and a fresh overall presentation. Short Squeeze is ready to be enjoyed and deserves a close look by anyone considering a well-equipped Galeon 55 Fly.
Short Squeeze is conveniently located in Baltimore's Inner Harbor just minutes off of I-95 and only 20-25 minutes from Baltimore Washington International (BWI) Airport. Call today to set up an appointment to see this beautiful yacht firsthand!
A hydraulic swim platform leads to the spacious aft deck, protected by the flybridge overhang and seamlessly connected to the salon through a fully opening aft bulkhead. With the galley located up and aft, entertaining is easy whether gathered around the salon table or enjoying the outdoors around the large cockpit table. Wide side decks lead forward to the bow sunpads with adjustable backrests, while a dedicated stairway provides access to the expansive flybridge.
The flybridge is designed for entertaining, with a grill cabinet, ice maker, refrigerator, dining table, abundant seating and a generous lounge area.
Inside, the salon features comfortable conversational seating to port and starboard, along with a pop-up electric TV lift. The lower helm is fully equipped with dual multifunction displays and provides excellent visibility and control.
Below deck, the three-stateroom layout includes a forward VIP with private access to the guest head. The starboard guest stateroom has twin berths that can be converted into a double. The full-beam midship master features a walk-around centerline berth, lounge and makeup area, built-in shelving and drawer storage, and a private ensuite head with a tiled shower and rain showerhead.
Documented Maintenance & Upgrades
Short Squeeze has benefited from consistent, documented maintenance and significant systems work over the past several years. Service records and supporting invoices are organized and available for review.
The Volvo D11 engines have received documented annual oil service from 2021 through 2026. In October 2022, a major cooling-system service was completed, including removal and servicing of the engine heat exchangers, aftercoolers/intercoolers, oil coolers and transmission coolers. The service also included coolant, impellers, zincs, belts, Racor filters, engine oil and fuel filters.
Additional engine and drivetrain maintenance includes thermostat replacement, valve-lash adjustment, raw-water impeller replacement, transmission oil and filter service, and ongoing generator maintenance.
The air-conditioning and chilled-water systems have also received extensive attention, including installation of a new master stateroom air handler, chilled-water pump replacement, control-board work, valve and sensor replacement, hose work, refrigerant service and leak repairs.
Recent yard work includes bottom paint, Propspeed, zinc replacement, stern-thruster work and installation of a new flybridge refrigerator.
Cosmetically, Short Squeeze has been substantially refreshed as well. All interior and exterior cushions were replaced in 2026, and a new white Bimini top was installed in 2023.
Electrical, battery, plumbing, sanitation and electronics upgrades include AGM house batteries, AIS, underwater lights and service to the Tecma sanitation system.
The result is a 2016 Galeon 55 Fly with a highly desirable three-stateroom layout, extensive recent systems work, exceptionally strong maintenance documentation and a fresh overall presentation. Short Squeeze is ready to be enjoyed and deserves a close look by anyone considering a well-equipped Galeon 55 Fly.
Short Squeeze is conveniently located in Baltimore's Inner Harbor just minutes off of I-95 and only 20-25 minutes from Baltimore Washington International (BWI) Airport. Call today to set up an appointment to see this beautiful yacht firsthand!
Nominal Length
55ft
Length Overall
58.08ft
Beam
15.58ft
Max Draft
4.5ft
Dry Weight
53462lb
Fresh Water Tanks
185gal
Fuel Tanks
581gal
Holding Tanks
53gal
Hull Material
fiberglass
Engine 1
Engine Make
Volvo
Engine Model
D11-725
Total Power
725hp
Engine Hours
1265
Engine Type
inboard
Fuel Type
diesel
Drive Type
direct
Engine 2
Engine Make
Volvo
Engine Model
D11-725
Total Power
725hp
Engine Hours
1265
Engine Type
inboard
Fuel Type
diesel
Disclaimer
The Company offers the details of this vessel in good faith but cannot guarantee or warrant the accuracy of this information nor warrant the condition of the vessel. A buyer should instruct his agents, or his surveyors, to investigate such details as the buyer desires validated. This vessel is offered subject to prior sale, price change, or withdrawal without notice.
Price History
| Date | Event | Price |
|---|---|---|
| 9/16/26 | Initial price | $795,000 |
Finance your dream boat!
Use our boat payment calculator to estimate monthly payments for 2016 Galeon 550 Fly. Enter your down payment, choose a loan term, and adjust the interest rate to see an instant payment estimate — ideal if you're calculating boat payments before you enquire. Wondering how much does a Motor Yacht cost in today's market, or how much does a Galeon cost for similar models? This boat financing calculator helps you compare scenarios in seconds, whether you're considering used boat financing or a new purchase.
$
$
%
Principal Loan Amount$ 675,750
Total Payment$1,208,215.90
Monthly payment
$5,034.23/mo
Finance your dream boat!
Use our boat payment calculator to estimate monthly payments for 2016 Galeon 550 Fly. Enter your down payment, choose a loan term, and adjust the interest rate to see an instant payment estimate — ideal if you're calculating boat payments before you enquire. Wondering how much does a Motor Yacht cost in today's market, or how much does a Galeon cost for similar models? This boat financing calculator helps you compare scenarios in seconds, whether you're considering used boat financing or a new purchase.
$
$
%
Principal Loan Amount$ 675,750
Total Payment$1,208,215.90
Monthly payment
$5,034.23/mo
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2016 Galeon 550 Fly | ||||||
|---|---|---|---|---|---|---|
| Price | $795,000 | $799,000 | $824,995 | $949,000 | $625,000 | $975,000 |
| Location | Baltimore | Baltimore | Oxon Hill | Rock Hall | Baltimore | Annapolis |
| Nominal Length | 55' | 55' | 47' | 46' | 50' | 59' |
| Draft | 5' | - | - | - | - | - |
| Engine Make | Volvo | Cummins | Volvo Penta | Volvo Penta | Volvo Penta | Cummins |
| Total Engine Power | 725 hp | 600 hp | 600 hp | 435 hp | 435 hp | 600 hp |
| Days on Market | 1 | 395 | 197 | 781 | 250 | 170 |
| Get in touch |
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Meet the Broker

Address
2736 Lighthouse Point East
Baltimore, MD 21224
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Boat Location
Contact Chesapeake Yacht Center about 2016 Galeon 550 Fly
2736 Lighthouse Point East, Baltimore, MD, 21224









































































































