It all depends where you live. Someone down south or in a southern coastal state (I'm assuming you're in the US), could plant late. Someone north more or in the midwest on the other hand, couldn't. With most strains they will do better outdoors due to the light and unlimited root space. The benefits of indoor growing are- ability to control pests easier, ability to control temperatures, and ability to fertilize each individual plant. Since you have an opportunity to grow outside, why don't you try a couple outside and then keep some inside? That way you'll be able to monitor the differences in yield, and what it takes to do it. Start them inside and let them grow inside for about a week-week and a half and then put them outside whenever you're able to in your specific climate. There are guides online, or you can go to a local greenhouse and ask when you can put your tomato plants outdoors without harming them. If the yield is good, and you like it you then should consider doing a bigger grow outside.