Overall: If the weather stays decent, and you’re not too far of a drive from the festival, then the Ren Fest might be that home run date you’re looking for.
You and your couple friends can slowly float downstream while enjoying cold ones in a gorgeous setting.
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Going to a wine tasting can get pricey, so recreate it at your place for a fraction of the price.
Ask each person to bring a bottle of their fave wine and take turns sampling each one.
For example, do a little research: maybe you shouldn’t take your date to Fogo de Chao if he/she’s a vegetarian, or unless you both really love boozing, it probably isn’t a good idea to surprise your date with two tickets to the “name-your-theme-bar-crawl”. If you have attended this festival before, or better yet if you both have, then this may not be worth it, but if your date hasn’t, then there is a lot of potential here.