I think you posted this back in the day, but how many tomato varieties (especially heirlooms) did you plant this year, and how many individual plants of each? I know you have a ton more space than I do!
I planted 10 different varieties. 1 of each. Just fishing for what grows well for me here, then i may cull it a bit and do more than one plant.
1884 - Red. Doing ok, but I was expecting more out of it. Good sized fruit. Good combination of sweet and old fashion flavor.
San Marzano Redorta (Large Variety San Marzano) - Red. Going crazy and loaded to the gills. Most excellent paste tomato flavor. Better than regular San Marzano. It's also right next to the 1884, so it may be stealing some thunder. If you like growing paste tomatoes for sauces, this is the one to do multiple plantings. You will be giving them away.
Peach Tomato - Orange and slightly fuzzy like a peach. Bearing well. Was expecting a little bit larger fruit. Excellent flavor though.
Dwarf Velvet Night Cherry - Chocolate/Red/Purple color. Almost ping pong ball size cherry. Bears very well. Like the flavor.
Dwarf Purple Reign - Dark Red/Purple. Bearing quite well. Insane flavor. Flipped my lid. Tied for my fav so far.
Dwarf Tasmanian Chocolate - Just now coming on with the production. Sliced my first two ripe ones onto the tomato tart. Worth the planting for flavor.
Mila - Yellow/Orande color. Smaller fruit. Shaped like yellow straight neck squash. A unique tomato to plant just cause. And good flavor.
Thorburns Terra Cotta - Terra Cotta colored skin actually. Very unique coloring inside and out. Producing above average. Also insane flavor. Tied with Purple Reign for me.
Costoluto Genovese - Red. Seems to be bearing well, but I think my fruits are seriously under sized for some reason. More old faashioned flavor. I'll probably try again to make sure this was a fluke season for it.
A Grappoli D'Inverno - Red. Heavy bearer for me so far. slightly large grape tomato. Multiple uses. Really good flavor.
Tomato bearing for me just really kicked in the last week or so. They will be close to peaking while I'm gone next week probably. So, plant productivity opinions could change. Looks might I may get a bit longer production this season as well. My best tomato growing in several years. I ditched the cages this year and put up posts and did the twine boxing/weaving. Maybe that has helped my plants. I also put about 1/2 pond worm dirst in each hole when planting this year.
If I had your garden, It'd be almost exclusively Tomatoes, squash, green beans and okra. Then some fall stuff. Maybe a couple melons. But, I suck at watermelons. And my cantelope have about 200 blooms and no fruit. Bush Butternut doing well. Cucmber was my best effort yet. WEnt crazy, then got that bug thing. In a matter of days went from lush green loaded vines to the leaves like those above a few posts.