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Gulf beach bar hop

Toes in the sand, live music at every stop and the best sunsets on the coast.

Updated November 5, 2026

Toes in the sand, live music at every stop and the best sunsets on the coast. Swap anything out using our full St. Pete & Clearwater Beaches guide.

Saturday

  1. Midday: Start at Caddy's Treasure Island with a bucket and a beach chair.
  2. Afternoon: Live music at Jimmy B's Beach Bar.
  3. Sunset: Undertow Beach Bar on St. Pete Beach.
  4. Night: Dance at Shephard's Tiki Beach Bar & Grill and Wave Nightclub at Shephard's in Clearwater.

Sunday

  1. Morning: Recover with breakfast at The Toasted Monkey BeachBar & Sports Grill.
  2. Afternoon: Beach time and music at Coconut Charlie's Beach Bar.
  3. Evening: Wind down on the docks at Rusty Bellies Waterfront Grill in Tarpon Springs.

Before you go

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