Enjoy a meal, a cold beer, cocktail, or wine under an umbrella with your toes in the sand or under the open-air, waterfront Tiki Hut.

This laid-back, tropical-themed, dog-friendly downtown Sarasota bar and restaurant is located in Bayfront Park and features live music daily. Plus you can arrive by car or boat!

Serves breakfast, lunch, and dinner. O’Leary’s menu features a variety of breakfast favorites, appetizers, salads, sandwiches, burgers, and more at budget-friendly prices. Read O’Leary’s featured blog post here.

Live Music at O’Leary’s Waterfront Bar and Restaurant

O’Leary’s features a variety of live music Monday through Sunday from noon to 3 p.m., Sunday through Thursday from 5 p.m. to 9 p.m., and Friday and Saturday from 6 p.m. to 10 p.m.