Updated November 5, 2026
Learn to fly over the water on an eFoil, then jet skis, kayaks and a sunset cruise. Swap anything out using our full Sarasota & Anna Maria Island guide.
Saturday
- Morning: eFoil lesson with Longboat Supply Co..
- Lunch: The Old Salty Dog (City Island).
- Afternoon: Siesta Key Watersports - Jet Ski Tours.
- Evening: Sunset cruise with LeBarge Tropical Cruises.
Sunday
- Morning: Kayak with Kayaking SRQ.
- Afternoon: Beach at Lido Beach.
- Evening: Dinner at Drift Kitchen & 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.
Other weekend plans
A weekend in St. Pete Beach and ClearwaterA weekend in TampaA weekend in Sarasota and Anna Maria IslandAn Orlando weekend from Tampa BayA romantic St. Pete weekendClearwater Beach with kidsGulf beach bar hopSt. Pete nights outTarpon Springs & DunedinBeach weekend on a budgetLGBTQ+ weekend in St. PeteTampa with kidsYbor City nightsTampa food lover's weekendRainy-day TampaSiesta Key beach weekendSlow weekend on Anna Maria IslandSarasota arts weekendWild SarasotaOrlando for grown-upsLGBTQ+ weekend in OrlandoOrlando's wild sideRockets & racing: a Space Coast dayOrlando live music weekendSwim with manatees in Crystal RiverFlorida springs road tripOne perfect day: Tampa to the beach