Astral Tabletop might be a bit more popular than Dungeon Painter. We know about 7 links to it since March 2021 and only 5 links to Dungeon Painter. We are tracking product recommendations and mentions on various public social media platforms and blogs. They can help you identify which product is more popular and what people think of it.
The closest I've found to a useable Trinity sheet is on astraltabletop.com where they have the quickstarts pre-configured. The sheets there are pretty primitive and irksome to use, though. Source: over 2 years ago
I have a few recommendations based on your concerns. Find a VTT that fits your playstyle. Let the players keep their own character sheets. Have everyone roll real dice. Only use a VTT for sharing maps and placing tokens. owlbear.rodeo or astraltabletop.com have clean, simple interfaces. With a little practice, you can draw maps using owlbear as if you were in person. It has no automation so you don't need... Source: over 2 years ago
I'd recommend putting it up on Astral as well. Source: almost 3 years ago
Check out Astral Tabletop https://astraltabletop.com. It's like a much more modern Roll20 in active development. Source: almost 3 years ago
Astral Tabletop https://astraltabletop.com currently has my attention. A free account is somewhat limited, and I can imagine you may need to only have uploaded whatever assets you need for the next session due to space limitations, but it's easier to use and way more pretty than anything else I've tried. Source: almost 3 years ago
I used to dungeon painter online, then I bought dungeon painter studio because I liked the software. I still use DPS for my non-totm campaigns. Both are dead and not receiving updates now, though. Source: about 1 year ago
Pyromancer Dungeon Painter The online module no longer works due to Flash dying, so you will need to download the free software. Source: over 2 years ago
Best free option I've seen is Dungeon Painter Online (though flash is gone so have to download now). Dungeonscrawl is fantastically simple for sketching a quick dungeon. I've also used Inkarnate, Pymapper and some others I forget. The wiki has some recommendations. Source: over 2 years ago
I used this one a bit before it went download only. http://pyromancers.com/dungeon-painter-online/. Source: almost 3 years ago
It's hard to beat Inkarnate for its raw capabilities in both world generation and map/dungeon design. And it has a free option. Obviously limited, but you get what you pay for in truth. Next for me would be the (potentially pricy, but very worth it) Caeora integrated into World Anvil. The complexity you can manifest is absolutely insane. While Azgaar (and "similar" (itch.io) based tools) are without a question... Source: almost 3 years ago
Roll20 - Roll20 is a suite of easy-to-use digital tools that expand pen-and-paper gameplay.
Inkarnate - A free-form map editor for role-playing games, focusing on overland and continental maps.
Fantasy Grounds - Fantasy Grounds is a virtual tabletop to help facilitate play of tabletop-style role-playing games...
Campaign Cartographer - Campaign Cartographer is the leading map making software for games (RPGs, miniatures and wargaming).
MapTool - MapTool is a 100% community driven and 100% free to use online, multiuser, networked, graphical, interactive, programmable virtual tabletop.
Wonderdraft - is an intuitive yet powerful fantasy map creation tool for 64-bit Windows 10, Linux, and MacOSX.