The Clearwater Jazz Holiday is one of the Tampa Bay area’s longest-running live music traditions. Held each fall in downtown Clearwater, this multi-day festival brings major touring artists, local performers, waterfront scenery, and a lively community atmosphere together at Coachman Park.
For guests staying in our Indian Rocks Beach vacation rentals, the festival makes an easy addition to a Gulf Coast getaway. You can spend time on the beach during your trip, then head to Clearwater for an afternoon or evening of live music.
When Is the Clearwater Jazz Holiday?
The Clearwater Jazz Holiday traditionally takes place during the third week of October. The festival spans several days, with performances and activities scheduled throughout the event. Exact dates, performance times, and lineups change from year to year. If the Jazz Holiday is part of your vacation plans, check the official festival schedule before your trip.
Where Is the Clearwater Jazz Holiday?
The festival takes place at Coachman Park in downtown Clearwater. This waterfront location gives visitors plenty of space to enjoy music while taking in views of Clearwater Harbor.

Coachman Park
Coachman Park is the heart of the Clearwater Jazz Holiday experience. The festival has deep roots here, growing from small community concerts into a major annual event that attracts thousands of music fans.
Depending on the festival setup for a given year, visitors may find main-stage concerts, smaller stages, food and beverage vendors, and areas for relaxing around the park.
The BayCare Sound
The BayCare Sound is Coachman Park’s waterfront amphitheater and has played an important role in recent editions of the festival. Festival configurations can change, so some performances or guest amenities may use The BayCare Sound while other concerts take place elsewhere in the park.
Checking the current festival map can help you understand where your ticketed area, stage, entrance, and amenities are located.
Who Has Performed at the Clearwater Jazz Holiday?
The Clearwater Jazz Holiday began in 1980 and has welcomed an impressive range of performers. Past artists include Buddy Rich, Dizzy Gillespie, Dave Brubeck, Stan Getz, Tito Puente, Tony Bennett, Bonnie Raitt, Buddy Guy, Gladys Knight, Sheryl Crow, Michael McDonald, and Earth, Wind & Fire.
Despite its name, the event is not limited to traditional jazz. Lineups have expanded to include blues, funk, rock, Americana, swing, and other genres, making the festival appealing to a broad range of music fans.
What Should You Know Before Attending?
A little planning can make your festival day much easier. Checking the latest rules, transportation information, and admission options is especially important because festival policies can change.
Tickets and Admission
The Clearwater Jazz Holiday has offered several admission experiences, including reserved seating, general admission, VIP options, and free public festival areas. Availability and ticket formats vary by year.
Some areas may allow blankets or lawn chairs, while others have assigned or reserved seating. Review the current ticket information and permitted-item policies before leaving your vacation rental.
Parking and Transportation
Downtown Clearwater has several public parking garages and lots within walking distance of Coachman Park. Alternative transportation options may include the Clearwater Ferry, Jolley Trolley, PSTA transit, bicycling, and rideshare services.
If you’re searching for things to do near Indian Rocks Beach during an October stay, the festival is close enough to enjoy without giving up an entire vacation day to travel.
Make the Clearwater Jazz Holiday Part of Your Indian Rocks Beach Vacation
Staying in Indian Rocks Beach gives you a comfortable home base for exploring the coast. Spend the morning walking the beach or relaxing by the Gulf, then make the short trip north to downtown Clearwater for live music.
Our rentals in Indian Rocks Beach also give you your own place to recharge after the festival. Instead of ending the night with a long drive home, you can return to your vacation rental and enjoy another full beach day the next morning.
Plan Your Visit
Learn about the Clearwater Jazz Holiday and book directly today!
Final Thoughts
The Clearwater Jazz Holiday combines decades of musical history with a waterfront festival setting and a diverse lineup of performers. It generally takes place in October at Coachman Park, with ticket choices, transportation options, and event experiences that can vary each year.
If live music is on your Gulf Coast vacation wish list, consider planning your stay around the festival and booking your accommodations early.
Book Your Florida Gulf Coast Vacation Rental with Travel Resort Services
Travel Resort Services makes it easy to find a comfortable place to stay near Clearwater and the surrounding beaches. Our vacation rentals put you close to the Gulf, local restaurants, attractions, and popular Tampa Bay events like the Clearwater Jazz Holiday.
Browse our selection of Florida Gulf Coast vacation rentals and find the right home base for your next trip. Plus, our team offers 24/7 phone support, giving you a personal point of contact throughout your stay.
