If you’re looking to unwind with great tunes and local talent, Winter Haven has a packed lineup of live music over the next week. From laid-back acoustic sets to lively weekend performances, there’s something happening nearly every night.
📍1099 Clubhouse Rd, Winter Haven
Cypresswood Pub is bringing a strong weekend lineup with performances from 6 to 9 p.m. each evening:
Thursday: Curt and Jade
Friday: Sensational Sounds by Yolanda
Saturday: We Three Strings
Whether you’re stopping in for dinner or just drinks with friends, the pub offers a relaxed setting to enjoy live, local entertainment.

📍1006 S Lake Howard Dr, Winter Haven
Enjoy music with a waterfront view at Tanners Lakeside:
Saturday: Van Haven, 7 to 10 p.m.
Sunday: Acoustic Dose, 2 to 6 p.m.
From upbeat Saturday night vibes to a Sunday afternoon acoustic session, Tanners has the weekend covered.
Joey Foley’s Weekend Schedule
Joey Foley is making the rounds with multiple performances across the area:
Friday, Feb. 13: Apple Lounge & Grill, 7 to 10 p.m.
Saturday, Feb. 14: Ole Red’s with Kelly, 11 a.m. to 2 p.m.
Saturday, Feb. 14 (Solo): Somewhere Sports Bar, 7 to 10 p.m.
Sunday, Feb. 15 (Trio): LA’s Midway, 7 to 10 p.m.
Fans can catch Foley in a variety of settings this weekend, from daytime duets to full trio performances.
📍 99 3rd St. NW, Winter Haven
Sage Cocktail Lounge hosts Sage Sessions every Tuesday evening, featuring live music in an intimate lounge setting. Guests are encouraged to check the venue’s flyer for weekly artist details.

Want Your Music Featured?
If you’re a musician and would like Winter Haven Daily to highlight your upcoming shows around Winter Haven, email your schedule to [email protected].
Please put LIVE MUSIC in the subject line.

