Updated November 3, 2026
Siesta Key sand, the Ringling, St. Armands Circle and a slow afternoon on Anna Maria Island. Swap anything out using our full Sarasota & Anna Maria Island guide.
Saturday
- Morning: Get to Siesta Beach early, before the lot fills.
- Lunch: Oysters and live music at Siesta Key Oyster Bar (SKOB) in Siesta Key Village.
- Afternoon: The Ringling: art museum, circus museum and the Ca' d'Zan mansion.
- Evening: Stroll St. Armands Circle and have dinner at Columbia Restaurant (St. Armands) or Crab & Fin.
Sunday
- Morning: Try an eFoil. Our featured partner Longboat Supply Co. near St. Armands sells eFoils and electric surfboards; ask about demos.
- Lunch: Head north to Anna Maria Island for lunch at Sandbar Seafood & Spirits.
- Afternoon: Beach at Bean Point, or a boat ride with Anna Maria Island Dolphin Tours.
- Evening: Sunset at Historic Bridge Street & Bradenton Beach City Pier, then the Bridge Tender Inn & Dockside Bar.
Before you go
- Siesta Beach parking fills early on weekends. Arrive before 10 a.m. or use a rideshare.
- Some piers and attractions are still being rebuilt after the 2024 hurricanes. Confirm hours on the official site before you drive out.
- Venice, about 30 minutes south of Sarasota, is known for shark-tooth hunting at Caspersen and Venice beaches.