Scooteri
HI
Go for the solo boat route, IMHO.
First you'll get to iron out being ditched on future trips

2nd if you are proficient at paddling stern in a tandem using J and C stroke the solo gig is not that much different. Only that a small amount of correction in every stroke works a bit better, as it is more efficient. Think a stitch in time saves nine.

Switchin' and rudering works too, just not as fast IMHO
So on and so forth. Enough numbers already!
Be mindful of your trim as it with make your paddling somewhat easier. Bow down trim with head wind or quartering headwind and vice versa with a tail breeze. That brings us to the next piece... in trim, not tail, trim....One big pack is problematic in a solo, harder to cram (think about the decrease in beam in a solo boat-depending on what you rent) into the hull and very difficult to trim the boat. So two is better than one, opps

. I run two solos or a mid sized pack and solo depending on duration of trip and what I dont want to leave at home in the gear closet and kitchen! And then additionally a daypack and at least one twart bag...for the necessities I need at my finger tips...tackle, camera, raingear, bugshirt, redcross bag, and the like...those are the "packs" that I use to trim, and get the tail just in the right amount of H2o. That is trim. Nothing to it.
From my meager experience it is not the trim so much, or even the paddling for that matter...that is the hinging pin in solos. For me it is the primary stability...just a fancy pants way of speaking to the balance issue inherit in the hulls of fast solos. They're just a tad more tippy when they aint moving. So the getting in and out part is just a tiny bit, a tiny bit, more uncomfortable.
If it is a sitting boat like a We-no-nah then I suggest that you move to your knees and to get that foot on the keel line before you make your boot wet, and with a hand on each rail... it is a snap...but down move like one. This is just a spot that takes some practice... so you can work out your own system of the ins and outs that is driven by the limits of your own self-that is why some have spoken to flexibility/balance. It is NOT that big of a deal really. Just practice. If your using a double bladed kayak type paddle then using a modified kayak mount or dismount, depending on your perspective, could prove to be useful. Keep the boot on the keel line and your hands on the rails, it is simple.
It still dont parallel rollers, always quarter, but I get sea sick in the car still and I only like to swim when I want too, control issues you know

But that is enough surf talk!
So, here is a bit of a story for yah to calm the nerves.

Mid-october last year. A friend and I did a five day. We got snow, and it was reasonably seasonable-frost the water bottles at night, windy and rain/snow. He is 62 and was in a brand spankin' new solo, one of those sittin types and he paddled better than me in my twenty year old Bell and I am a pup in the terms of my audience at large. I will say this though, he questioned my sanity in regard to the conditions while we surfed the rollers as the snow pelted us; I still dont think I caught everything that he said as his glasses were fogged, literally. I am lucky that he is my friend.
Mind the "bear mice" the first couple of days...there most likely just mice.
Bon Voyage

M