Top Rated Nightlife in St. Augustine

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 Ice Plant is housed in a former ice factory that was built in 1927, where it still retains many of the original details of the original building. The cold concrete walls and exposed brick bar transport you back to the Roaring Twenties alongside craft cocktails made with care. The food menu runs the gamut depending on how hungry you are, from bar snacks and small plates to lunch and entrees. Most come for the cocktails however, where each one has interesting and innovative ingredients; some of which are only found fresh in St. Augustine like the Datil Pepper Tincture or the St. Augustine Distillery Cane Vodka.

As the name implies, this jazz bar specializes in one indulgence above all others: cigars. The cigars are as close to Cuban delights as one can find in the US (though the offerings are mostly Honduran or Dominican), so those looking for Cohibas might be disappointed. The atmosphere is relaxed and mellow, but can be lively depending on the weather, time and the act on stage. Again, as the name implies, jazz is the main musical course here, but sometimes different sounds or the occasional DJ make their appearance.

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.

At Gypsy Cab Company Bar & Grill the owners advertise "urban cuisine" to describe their modern preparations of primarily seafood, yet they still have poultry and steak selections which fit the bill as well. The kitchen also churns out amazing homemade soups like black bean or smoky sweet potato in addition to many others depending on the day. If you're staying in historic St. Augustine, the restaurant is ultra convenient because it's located just across the Bridge of Lions on Anastasia Boulevard.

Located in the historic Casablanca Inn, Tini Martini Bar is an intimate space that recalls scenes of Rick's Place in that movie named just like the hotel. The martini's are excellent and since they leave you with the shaker, it's basically a two-for-one night every night. The bar provides live jazz, blues and some of St. Augustine's finest local musicians to entertain audiences with creative renditions of classic covers. Even if you aren't a guest at the inn, you still can visit to enjoy the alfresco arrangement which lets you soak in views of the Matanzas River while you listen to sounds under the palm trees.