Plan Your Stay Around Sarasota’s Best Events – Year-Round Fun Awaits!
Looking to make your Gulf Coast getaway even more memorable? At RVA Resort Vacations, we believe the best vacations are built around unforgettable experiences—and Sarasota offers them all year long!
From sandy toes and sunset views to world-class festivals, art shows, food fests, and seasonal celebrations, there’s always something exciting happening just minutes from your RVA vacation rental.
We’ve created this ongoing guide to help you discover the top events in Sarasota over the next 12 months, so you can plan your visit around something special—or just see what’s going on during your stay!
Whether you’re traveling with family, friends, or just yourself, let RVA be your home base for fun in the sun. Our hand-selected vacation rentals on Longboat Key, Siesta Key, and throughout the Sarasota area offer comfort, style, and unbeatable locations close to all the action.
Check out what’s coming up below—and book your stay with us today at www.RVAFL.com!
July 2025
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July 3 – Get a head start on your independence Day celebrations with NBP Fireworks on the Lake, Nathan Benderson Park
- July 4th - From the annual Sarasota Bay Fireworks display to Venice. Get the full schedule of July 4th celebrations here!
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June 13 - August 9 | Summer Circus Spectacular 2025 at The Ringling — an action-packed, high-flying, family-friendly, one-hour show circus
August 2025
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No major signature festivals listed but Sarasota's beaches are calling.
September 2025
- September 6-7, 2025 - Labor Day Regatta an invitational regatta. Sarasota Sailing Squadron's longest rumnning annual regatta since 1946.
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Sep 27 – Sarasota Opera Food & Wine Festival —Enjoy a festive community event featuring a variety of eateries with tasty food samples and wine tastings.
October 2025
- Rafael Ramirez: Chronicle of a time that was | Flamenco Dance + Live Music at the Historic Asolo Theater
- Sarasota Chalk Festival in downtown Burns Square — spectacular street artworks, usually in late October. Stay tuned for updates.
November 2025
- Nov 14–17 – 15th Annual Siesta Key Crystal Classic — sand‑sculpting competition on nearby Siesta Key! Book
December 2025
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Annual holiday markets and local community events. Sign up to receive calendar updates! Details coming soon!
January–February 2026
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Jan 2-4, 2026 – Sarasota Winter Seafood & Music Festival (TM) — delicious fresh seafood, live music, an art festival in one.
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Feb 2026 – Gulf Coast Games for Life — multi-sport competition for athletes in the 50+ age category. Sign up to receive updates!