Do you prefer tripping solo or with others?
"Prefer"?
That simply isn't a verb that has applied to most of the flat water paddling in my life.
I've mostly tripped solo, day or overnight, for the simple reason that there
rarely is anyone available to go paddling to the places, at the times, and for the length of times that I want to go. If I had waited for someone else to be available, I probably wouldn't have done 90% of the canoeing I've done in my lifetime all over North America.
In my prime whitewater years in the 80's and 90's, yes, I almost always paddled with groups, often as the trip leader. As a sea kayaker, too, I was usually with groups.
However, as a flat water paddler, although I have belonged to and paddled with various groups around the country, all I mostly would ever have done by sticking with them is the same old, same old paddling venues, usually not far from home. My wife was never into canoeing, my kids slightly were when young but not when grown and now gone, friends move away and eventually die after a certain age, leaving one generally alone for an increasing number of life activities.
So, I always just went wherever I wanted, whenever I wanted—often on long road trips all over North America, sleeping in my van, seeking new day and overnight paddling places on the fly, all by myself.
Traveling and paddling alone hence became a "necessary" lifestyle, with "preference" having nothing to do with it.
So, yes, I generally enjoy the solitude of paddling alone because it's so normal.
That doesn't mean, however, that I don't enjoy a group trip if (rarely) available, or meeting other paddlers along the way, or joining groups I might come across, or arranging a trip on the internet. However, when other paddlers become involved in a trip, there is always the possibility of various incompatibilities, which are usually manageable.
I am very much looking forward to teaching my only grandchild how to paddle and trip, but 1,300 miles of distance, aging vehicles, aging bodies and Covid have seriously interfered with that remaining preference.