Combo Idea
If you do not plan on taking long trips, ie coastal cruising, I would suggest a good handheld vhf and a masthead antenna. Because of the line of sight, the higher masthead mount would give you the extended range you may be looking for with a 5 watt handheld. The masthead mounting could even be used as an optional antenna. Back in forth in a lake, or similarly sized sailing area, you probably don't need it, but it's nice to have there. Bite the bullet, drop the mast and be sure to check the gain (dB) rating on any antenna you use. Higher gain = longer range. Higher antenna (height) = greater transmission range. Solution = longer antenna with higher gain. Clear as mud? One last suggestion. Get a handheld GPS. Runs on batteries, does the obvious and tells you how fast and in what direction you're travelling, without drilling holes. Not to mention they are great backup equipment. With both the handheld VHF and the handheld GPS, end of the day, they go in my bag and into the house. Good luck.