I don't know if I would bother with SSB this time. I had base and mobile SSB radios when i was active. The range of my HT up here is up to 60 miles and nearly 80 with repeater linking. Without interference too. SSB would be a big step backwards. But I could see getting the cheapo special for $30. Small and unobtrusive. 3 watts is 3 watts whether you spend $30 or $300.
Since you have a ham license why not just get on HF and talk around the world ? You have 160 through 10 meters at your disposal + a variety of modes, SSB, AM, FM, Digital, etc. Plus you have VHF, UHF, and more.
I keep my 2 feet on the ground, and my head in the twilight zone.