A new year brings fresh energy to Sarasota, and January 2026 is packed with events that celebrate community, culture, food, and the arts. Whether you’re a local or visiting for the season, here are the top Sarasota events happening this month.
Show Jumping Under the Stars (Jan 16 – Mar 13)
Fox Lea Farm hosts Olympic-level Grand Prix show jumping every Friday night beginning in January. Watch elite riders and horses compete under the lights while enjoying food, drinks, and family-friendly entertainment. Learn More
Fresh Fridays: New Year on the Block (Jan 9)
Downtown Sarasota’s beloved street festival returns with live music, local vendors, games, and an energetic atmosphere to kick off 2026 on Main Street. Learn More
A Century of Cars (Jan 17)
Celebrating the 100-year anniversaries of the Sarasota Yacht Club and St. Armands Circle, this unique event features a parade and car show showcasing vehicles from 1926 to 2026, complete with exhibitors dressed in period attire. Learn More
Dr. Martin Luther King Jr. Unity Walk (Jan 19)
Honor the legacy of Dr. Martin Luther King Jr. with a community unity walk focused on reflection, service, and togetherness. Learn More
Pineapple to Plate Long Table Dinner (Jan 20)
Five chefs. Five courses. One unforgettable evening. Pineapple to Plate brings Sarasota’s celebrated culinary scene together for an outdoor dining experience in the heart of downtown. Learn More
St. Armands Circle Winter Art Festival & Sidewalk Sale (Jan 24)
Explore gallery-style booths featuring fine art, sculpture, jewelry, and handcrafted decor while enjoying one of Sarasota’s most iconic shopping districts. Learn More
Saigon Night Market: Lunar New Year Festival (Jan 24)
Celebrate Lunar New Year along Sarasota Bay with live performances, lion dances, lantern displays, fire shows, and street food from around the world — a can’t-miss cultural experience for all ages. Learn More
Final Thoughts
January is one of the best months to experience Sarasota’s lifestyle. From art and culture to food and family-friendly festivals, there’s something happening every week to start the year inspired.
Follow me on social media for monthly Sarasota event guides — and if you’re considering a move, let’s find your dream home in paradise.
Follow on Facebook
Follow on Instagram
Follow on TikTok
Subscribe on YouTube
