I leave a few inches at the top of my raised beds, so the soil does not overflow when I am working it and then there is room for the mulch.
If I read your plan right you are mixing some warm and cool season crops Peppers and broccoli.
and you have water melon and squash in the beds
You also have some plants that are annuals and others that will hang around a bit longer.
I have a long growing season so I can put peppers and broccoli together, but broccoli would be planted in late summer to be harvested in the cool season. Peppers, especially tabasco chilies live for years
vining crops will consume and run over everything in the garden so I would put them on the outside and either trellis them or let the vines run outside of the boxes.
Strawberries like to have their own space
I usually plant things that are harvested around the same time together and I don't mix annuals with longer crops. It is just easier to dig up the whole bed then to work around other plants.
There is no direction on the map. Tall plants should be on the North side and progressively shorter plants in front of it. If you grow tomatoes, beans, peas, cucumbers. Add a trellis to the north side of the bed.
Peas are cool season, beans are warm
offset planting will maximize the space.
Lettuce requires 8-10 inches between plants. It is good to have them in the front of the bed since they mature quickly and can be planted in succession. Same with radishes they are ready in about a month
Peppers take about 70 days to mature and you don't usually need a lot so it is best to get starts.
Chives, strawberries, peppers can last more than one season depending on where you live and so can some of the herbs. You may want to change the order since peas are the tallest and you have the smallest plants lettuce and strawberries between taller plants peas and herbs. Herbs do well in pots too so they are good for a vertical garden.
It is a good start on the plan. If you use Mel's square foot gardening book as a guide and make your grid 12 inches square it will be easier since square foot gardening has plant spacing based on a square foot.
Square foot gardening is intensive with minimal plant spacing and it assumes you will prune off parts of plants that stray out of their square.
Since I don't have the patience or inclination to crowd that much, I usually give my plants more room, but I will plant short crops like radishes in the same square with pepper seedlings since the radishes will be harvested before the peppers need the space.
I do the same with eggplant. Once an eggplant matures it takes up a lot of head space but under the eggplant I can plant shorter plants with shallow roots like the lettuce or spinach. or nasturtiums.
There are plans available that you can use for the first time and tweak it to your needs. Just substitute your plants as long as they are the same number per square.
I also give my plants more room because I live in a humid climate and the plants need good air circulation.
After a while with trial and error, you will figure out what plants go well together and how much space they need.
I am still learning myself, my broccoli lasted longer than I thought it would so it is throwing off my planting schedule, so I have adapted and put in plants that do fit in the space. I am still planting too many seeds of one thing and not having room for everything. I have a bunch of pak choy maturing and I don't know what I am going to do with them all and I have lettuce seedlings that need to go somewhere soon.
My tomatoes were not cooperating in the cold weather so I took them out and put in snow peas and cucumber instead. The lesson here is plan to adapt and be flexible.
Since I had problems visualizing the plants in the space in my real garden which is an oval not a square and I like to label my plants anyway, I made labels for each plant and put them in the garden so I could visualize the spacing. I use plastic knives for labels. They are cheaper and last longer than plant labels. For tall plants I used bamboo stakes. For wide plants I put down newspaper to indicate the spread they would need. Most of my big plants are in pots not in the garden, that way they get their own space and I plant things that can be closer together in the garden bed.
https://www.mysquarefootgarden.net/create-garden-plan/