Yes, It's possible.
Have moved a 36'
Catalina deep
keel, with all
rigging, against a chop and 17 MPH
wind on the nose with a 15 HP High Thrust outboard, but it was a really, very slow forward progress, just barely kept the bow pointing straight into the breeze. In normal conditions, it was OK and very easy to handle in tight
marinas but only if you can also steer with that
motor.
Also moved a 33'
Full keel, beamy and heavy
Morgan OI across the State of
Florida through the Okeechobee Waterway and out to the Gulf, made 3,5 to 4 knots at 3/4 throttle.
Again, used a High Thrust 9.9 outboard, properly installed and deep enough. A regular 15 HP with a regular
propeller may not have the forward bite.
Just make sure you don't run aground, pick calm
weather, watch opposing currents/winds, calculate
fuel needs and have the bottom very clean. It will take you several days and nights out there. Bring spares for
engine and tank
fuel hose, fuel bulb and fuel fittings, carburator spray cleaner, tools,
oil and filters, etc. and use a
water separating filter.
Good luck, be safe, enjoy the memories.
Slowpoker.