Things to Do in Sarasota This Weekend (January 29 – February 1)

_{Live rock performance at Encore LIVE in Sarasota, known for its energetic nightlife and live music events.
Image credit: Image sourced via Google Images. Rights belong to the original owner.}

Your local guide to concerts, festivals, markets, and waterfront fun

Looking for fun things to do in Sarasota this weekend? Whether you’re planning a night out, a family-friendly festival, or a relaxing beach evening, Sarasota offers a full lineup of events from January 29 through February 1.

From live concerts and cultural performances to outdoor markets and waterfront shows, here’s your complete weekend guide to Sarasota and Lakewood Ranch.

🎸 Thursday, January 29

Completely Unchained Live Concert

Location: Encore LIVE, Sarasota

Kick off the weekend with an energetic night of live rock music at Encore LIVE. This concert is perfect for anyone looking for nightlife entertainment and a lively atmosphere in downtown Sarasota.

🔗 More info & tickets:

🎭 Friday & Saturday, January 30–31

_{Orchestra performance at Van Wezel Performing Arts Hall, showcasing Broadway-inspired musical selections with full ensemble and vocalists.
Image credit: Image sourced via Google Images. Rights belong to the original owner.}

Sarasota Orchestra: On Broadway – Defying Gravity

Location: Van Wezel Performing Arts Hall

Enjoy a Broadway-inspired orchestral performance featuring powerful vocals and iconic musical theater selections. A must-see event for arts and culture lovers in Sarasota.

🔗 Event details & tickets: 

🏴 Saturday, January 31

Suncoast Scots Highland Games & Celtic Festival

Location: Sarasota Fairgrounds

Celebrate Scottish culture with traditional Highland games, live Celtic music, dancing, kilts, food vendors, and family-friendly activities. This annual festival draws visitors from across the region.

🔗 More information:

🌿 Sunday, February 1 | 10:00 AM – 2:00 PM

Farmers Market at Lakewood Ranch

Location: Lakewood Ranch

Stroll through local vendors offering fresh produce, baked goods, artisan crafts, and live music. This market is a favorite weekend stop for residents and visitors alike.

🔗 Event details: 

🌊 Sunday, February 1 | 2:00 PM

_{Ski-A-Rees performers executing synchronized water skiing maneuvers during a show on Sarasota Bay.
Image credit: Image sourced via Google Images. Rights belong to the original owner.}

Ski-A-Rees Water Ski Show

Location: Sarasota Bay (near Mote Marine Aquarium)

A Sarasota tradition, the Ski-A-Rees Water Ski Show features synchronized skiing, jumps, and exciting waterfront stunts. The show is free to attend and great for all ages.

🔗 More info:  (scroll to Ski-A-Rees show listing)

🥁 Sunday, February 1 | 7:30 PM

Siesta Key Drum Circle

Location: Siesta Beach

Wrap up the weekend at the iconic Siesta Key Drum Circle. Locals and visitors gather on the beach for drumming, dancing, and sunset views — one of Sarasota’s most unique experiences.

🔗 More info & local schedule:

Make the Most of Your Sarasota Weekend

From live entertainment and cultural festivals to outdoor markets and beach traditions, this weekend highlights everything that makes Sarasota and Lakewood Ranch such vibrant places to live.

If you’re exploring the area or thinking about calling Sarasota home, weekends like this show exactly why the lifestyle here continues to attract buyers year-round.

Thinking about living in Sarasota or Lakewood Ranch?
Local guidance makes all the difference.

Beyond Realty
2170 Main Street, Suite 103
Sarasota, FL 34237
941-204-0493

Darren Dowling is a Sarasota-based real estate broker-owner specializing in Sarasota and Lakewood Ranch residential real estate, new construction, and relocation.