Weekend in Sarasota, Florida Gulf Coast

Weekend Itinerary

Weekend in Sarasota

Your curated weekend plan for September 11-13.

01 — The Plan

September 11-13, 2026

Day 1

Friday Night

Bayfront Sunset + Downtown Dinner
6:00 PM

Sunset walk along the Sarasota Bayfront near Bayfront Park and the baywalk. Golden light over Sarasota Bay with the skyline behind you, an easy warmup for the weekend.

7:30 PM

Dinner in downtown Sarasota at Duval's Fresh. Local. Seafood. on Main Street, a long-running locals favorite for Gulf seafood just off the downtown core.

9:00 PM

Jazz night at Fogartyville : the Fernando Ferrarone Quartet plays Friday at 8 PM at WSLR+Fogartyville Community Media & Arts Center (525 Kumquat Court), $25 members / $30 non-members / $15 students. A low-key, music-first way to end the night.

Day 2

Saturday Morning

Farmers Market + Downtown Stroll
8:00 AM

Downtown Sarasota Farmers Market , Saturday 7 AM-1 PM along State Street in the downtown core. Local produce, baked goods, and flowers as the city wakes up.

10:00 AM

Brunch near the market at IL Panificio Downtown (1703 Main Street), a beloved local bakery and cafe, or Cask and Ale (1548 Main Street) if you want eggs and a full kitchen.

12:00 PM

Slow walk through the downtown arcades and boutiques along Main and Pineapple Avenue, then grab a coffee for the drive.

Day 3

Saturday Afternoon

Beach Break + An Evening at the Theatre
1:30 PM

Beach time at Siesta Key , the island that made Sarasota famous for quartz-sand walks. Arrive by early afternoon to beat the heat and afternoon storm odds.

5:00 PM

Shower off and change, then an early dinner in the downtown core before the show.

7:30 PM

Legacy: Motown & More! at Florida Studio Theatre , the energetic Motown revue running on weekend show times Sept 5-Oct 4. A crowd-pleaser that keeps the night fun.

Day 4

Sunday

Village Market + Dance Gala
10:00 AM

Siesta Key Farmers Market, Sundays 9 AM-2 PM in Siesta Village: produce, baked goods, live music, and artisan vendors under the palms.

12:00 PM

Lunch at a Siesta Village spot before heading back across the bridge. The village has a dozen easy casual stops within steps of the market.

4:00 PM

The Thalhe Festival dance gala at the Sarasota Opera House , Sunday 4-6 PM, is an inclusive performance evening worth catching if you are in town.

6:30 PM

Finish the weekend with one more sunset along the Bayfront park , the Gulf-side farewell before the week starts.

03 — Stay Inspired

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