Events

Fresh Start Market: Pet’s Night Out

30 Jan 2026 Fresh Start Market: Pet’s Night Out invites pet lovers to Downtown Clearwater for music, local vendors, and food. Browse pet-friendly goods, enjoy the best dressed contest and take part in giveaways along Cleveland Street.

400 Cleveland Street, Downtown Clearwater, Clearwater 33755

Tagged as: , Children & Family

Hello Cleveland Street

31 Jan 2026 Hello Cleveland Street is a new music and entertainment event taking place throughout January, featuring live performances and an evening atmosphere on Cleveland Street from 7–10 p.m. Enjoy nearby dining and a relaxed night out in Downtown Clearwater.

428 Cleveland St., Clearwater 33755

Tagged as: , Children & Family

Downtown Development Board (DDB) Meeting

02 Feb 2026 Downtown Development Board meetings are open to the public and are held in Council Chambers on the first floor of the Main Library, located at 100 N. Osceola Ave. unless otherwise noted.

Clearwater Main Library City Council Chambers, 100 N. Osceola Ave., Clearwater 33756

10 more dates

Tagged as: , City Meetings

1st Friday Lunchtime Market

06 Feb 2026 Join us for a monthly lunchtime market bringing fresh finds, local vendors, and community energy to Cleveland Street in Downtown Clearwater. First Fridays, 10 a.m. to 2 p.m.

400–500 Blocks of Cleveland St., Clearwater 33755

Tagged as: , Farmer’s Market & Pop-Up Shops

Fresh Start Market: Salsa on Cleveland Street

06 Feb 2026 Fresh Start Market: Salsa Night heats up Downtown Clearwater with live Latin music by Ivan Montero & His Latin Orchestra, dancing, local vendors, and food. Enjoy authentic salsa rhythms, giveaways, and a high-energy evening along Cleveland Street.

400 Cleveland Street, Downtown Clearwater,  33755

Tagged as: , Children & Family

Fresh Start Market: Pre-Superbowl Night Out

07 Feb 2026 Fresh Start Market: Pre-Super Bowl Night brings football fans to Downtown Clearwater for music, games, local vendors, and food. Enjoy fan contests, a photo booth, giveaways, and DJ entertainment as the city gears up for the big game.

400 Cleveland Street, Downtown Clearwater,  33755

Tagged as: , Children & Family

The Market Marie

14 Feb 2026 Second Saturday of the month - Shop local at The Market Marie with more than 100 small business owners at Coachman Park.

Coachman Park, 300 Cleveland Street, Clearwater 33756

5 more dates

Tagged as: , Children & Family, Adult, Arts & Culture

Downtown Clearwater Public Art Walk

14 Feb 2026 The Downtown Clearwater Art Walk invites the community to explore public art and downtown spaces, showcasing creativity and offering a fresh perspective on the city’s streets and landmarks.

100 N. Osceola Ave, Clearwater 

1 more date

Tagged as: , Arts & Culture

INZO

14 Feb 2026 Feb.14-The BayCare Sound at Coachman Park presents INZO with special guests Late Night Radio, Zen Selekta and Blookah

The BayCare Sound, 301 Drew St., Clearwater 33755

Tagged as: , Adult