LIVE MUSIC AT CADDY'S WATERFRONT SUNSET SESSIONS

Enjoy live music by the water with a tropical drink in your hand and the backdrop of a beautiful sunset. Find the best beachfront entertainment at a Caddy’s location on Florida’s Gulf Coast.

Catch Sunset Live Music Sessions, weekly! Select the Live Music Calendar button to view location music schedules.

Live music is better by the water. Discover the area’s best waterfront live music venues at a Caddy’s near you. Our Sunset Sessions are the perfect accompaniment to waterside dining and drinks. If you are near Bradenton, Treasure Island, Madeira Beach, John’s Pass, Indian Shores, visit us for an evening on the water with live bands, singer-songwriters, and DJs.

AFTERNOON ACOUSTIC & SUNSET SESSIONS

Slip away to somewhere more relaxing. Visit a Caddy’s near you to enjoy the sun, sand, and a drink in your hand. Sit back and relax listening to our live sunset sessions or afternoon acoustic sets while enjoying a variety of tropical cocktails, frozen drinks, local beers, and your favorite wines. Get up and dance, or grab a bit and order from our menus of seafood shareables, handhelds, and dinners.

At Caddy’s, we like to mix it up with our live music sessions. Check our calendar below to see who is playing next. We range from local artists and acoustic singers to DJs and classic cover bands that make you want to get up and dance. No matter what type of live music you are looking for near St. Petersburg or Clearwater, you can find it at a Caddy’s near you.

SELECT THE LIVE MUSIC CALENDAR BUTTON TO VIEW SUNSET LIVE MUSIC SESSION CALENDARS AT THESE PARTICIPATING LOCATIONS:

CADDY'S INDIAN SHORES

Saturday: All Day

Click for Music Calendar

CADDY'S TREASURE ISLAND

Saturday: All Day

Click for Music Calendar

CADDY'S JOHN'S PASS

Saturday: All Day

Click for Music Calendar

CADDY'S MADEIRA BEACH

Saturday: All Day

Click for Music Calendar

ENJOY LIVE MUSIC WITH A VIP EXPERIENCE

Turn your trip to Caddy’s into a VIP experience. Rent a beach cabana for the day or evening at Caddy’s Treasure Island. Bring a few friends or book a private party to accommodate a large group or corporate event at any of our locations. Spend the day in the sun or watch a breathtaking sunset in a private area while listening to the sounds of the ocean and live music from local artists, bands, and DJs.