I think the best approach for your herb garden is to start with basil and mint since they are both quite hardy and grow quickly even in partial sunlight. You will want to water them every other day rather than daily because overwatering can cause the roots to rot before the plants establish themselves. I have found that adding a layer of mulch around the base helps retain moisture during warmer afternoons and keeps the soil temperature more consistent. For the tomatoes you mentioned, staking them early makes a big difference in how well they produce fruit later in the season. If you can get the soil tested at the local nursery that would give you a better idea of what amendments to add. I usually mix in some compost about two weeks before planting and that seems to work well for most vegetables. Let me know if you want me to help you set up the raised beds next weekend since I have some extra cedar planks that would work perfectly for that project.