At Isabela's guests can fire up a fine cigar and cork a nice vintage in an intimate little spot after a day of sightseeing in this historic city. Isabela still runs the shop, where she treats every guest like family and if she's not there, her qualified staff will help you pick out the right cigar or bottle. In addition to wine, the bar also has a great selection of local and imported beers. The list of cigars is impressive, from Macanudo to A. Fuente, you can even get Cohibas.
The Cellar Upstars Wine Bar is located in St. Augustine's very own San Sebastian Winery. Of course, most of the wines come from the estate, and though Florida is not synonymous with Napa Valley, remember that it was this part of the coast where French Huguenots first cultivated the grape in the Americas. The Cellar is only open on weekends, but the winery conducts tours throughout the week. If you do make it while its open, the Cellar has a great patio deck where you can sip your vino and listen to live music.
Every town needs a good wine bar, and fortunately St. Augustine has several. One of those wine bars, DOS Coffee & Wine, is found at the far end of San Marcos Avenue, where the variety of wine and coffee changes often, so guests are assured of something novel. In addition to super libations from around the world, the bar hosts live music on certain nights. On the menu, the kitchen serves pressed sandwiches, cheese boards and artisan salads and if you get here early, they even serve breakfast.