#1 problem: kKeeping potable water onboard is going to be your biggest never-ending problem because of the cost (approx $10K) for a watermaker. Know where you can get water for free other than at marinas when you get fuel.

#2 problem: Sewage disposal. You can sail more than either 3 or 12 miles offshore and pump your sewage overboard. Check the federal CFR's for the exact distance.

#3 problem: If your boat is greater than 26ft, you come under certain federal recreational boating requirements. Garbage placard, garbage instruction posted, FCC license requirement-posted, flares, etc. I can IM that info to you after I get back home or contact your local USCG Auxiliary for a courtesy boat inspection.

Besides your log book, keep a notebook of free watering locations, and other locations/facilities where you can be safely anchored (out of the way of commercial traffic) or even to moor overnight without charge. Marinas that have laundry facilities, courtesy cars, wifi access, etc. Make notes about which boat launch ramps have dumpsters to dump your garbage. (always log when, where, and how much garbage that you dump)

Mark your charts with the call signs and vfm-fm channels needed for bridges, locks, and marinas that you make use of. Use a green highlighter to color those areas that are too shallow for your boat to safely enter. If your boat draws 4 ft of water, color every charted depth that is less than 8 ft in depth.
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QMC, USCG (Ret)
The best luck is what you make yourself!