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  • Ski-A-Rees Water Ski Show

    Ski-A-Ree Stadium 1602 Ken Thompson Parkway, Sarasota, FL

    Experience one of Sarasota’s most unique and family-friendly traditions with the Ski-A-Rees Water Ski Team’s Sunday afternoon performance at Ski-A-Ree Stadium on City Island. Held behind Mote Marine Laboratory, this free show features skilled performers showcasing water ski pyramids, barefoot skiing, jumps, and choreographed routines on Sarasota Bay. Ideal for families, visitors, and locals alike, the event combines athletic skill with entertaining, high-energy routines in a scenic waterfront setting. The spring season runs weekly from February through early May, making it a great addition to any weekend plans in Sarasota. Bring a chair or blanket and enjoy a relaxed afternoon while watching one of the region’s longest-running performance teams in action.

    Free
  • Performances at the Point

    Historic Spanish Point 401 N Tamiami Trail, Osprey, Florida

    Marie Selby Botanical Gardens presents Performances at the Point at Historic Spanish Point in Osprey. Guests can arrive early to enjoy the White Cottage, Sunken Garden, and Pergola overlooking Little Sarasota Bay before a world-class outdoor performance by a local arts organization. Food and beverages from Michael's on East are available for purchase, and advance tickets are required.

    $5 – $35
  • 98th Annual Arcadia All-Florida Championship Rodeo

    Arcadia All-Florida Championship Rodeo, Inc. 2450 NE Roan St, Arcadia, FL

    Florida's long-running championship rodeo features events such as bareback riding, barrel racing, and bull riding. The show goes on rain or shine, all seats are covered, and tickets are non-refundable. Gates open at 11 a.m., pre-show events begin at 1 p.m., and the rodeo starts at 2 p.m.

    Various ticket prices
  • Wine & Roses at The Ringling

    The Ringling 5401 Bay Shore Road, Sarasota, FL

    Wine & Roses is an elegant dinner party in the Museum of Art Courtyard celebrating Mable Ringling's birthday. Guests can enjoy a champagne reception, multi-course meal paired with fine wines, and live music under the stars. Proceeds support The John and Mable Ringling Museum of Art.

    $2026
  • 89th Annual Sarasota County Fair

    Sarasota County Fairgrounds 3000 Ringling Blvd, Sarasota, FL

    The Sarasota County Fair brings classic fair fun to the fairgrounds with exhibits, midway rides, games, and plenty of fair food. Opening day gates begin at 4 p.m., and the fair continues with special admission deals throughout the run, including half-price midweek admission and a popular $2 Monday. It is a traditional spring outing for families across Sarasota County.

    Admission specials available
  • Show Jumping Under the Stars – Venice Equestrian Tour

    Fox Lea Farm 800 N Auburn Rd, Venice, FL

    Fox Lea Farm hosts the Show Jumping Under the Stars Grand Prix series during the Venice Equestrian Tour Winter Horse Show Series. Watch world-class riders compete in the National Hunter Derby and Grand Prix with close-up rail-side viewing. Free parking; VIP tables available.

    $10
  • Manatee County Seafood & Music Festival

    G.T. Bray Park 2910 51st St W, Bradenton, FL

    Enjoy fresh seafood, live music, and a marketplace of arts, crafts, and specialty products at this waterfront-style festival in Bradenton. Food options include grouper, mahi mahi, stone crabs, oysters, shrimp, vegetarian dishes, and more. Free admission.

    Free
  • Free Music Friday Night Concert Series – Harbor Drive

    Centennial Park (Venice) 200 W Venice Ave, Venice, FL

    Enjoy live music by Harbor Drive at the gazebo in Centennial Park. Guests are encouraged to bring chairs and blankets. No alcohol is permitted in the park. Free admission.

    Free
  • Sarasota Jazz Festival Concert: Sammy Figueroa Band and John Pizzarelli Trio

    Sarasota Municipal Auditorium 801 N Tamiami Trl, Sarasota, FL

    The Sarasota Jazz Festival continues its March 2026 series with a standout evening performance at the Sarasota Municipal Auditorium. This concert features the acclaimed Sammy Figueroa Band opening the night, followed by the John Pizzarelli Trio performing a tribute to Tony Bennett. Designed for jazz lovers and anyone looking to experience Sarasota’s vibrant arts scene, the event offers an intimate indoor setting with world-class musicianship. Guests can expect a mix of classic jazz standards, contemporary interpretations, and dynamic live performance energy. Located in downtown Sarasota, this concert is part of a larger weeklong festival that brings nationally recognized talent to the area. Whether attending as a date night or a cultural outing, this performance delivers a refined and memorable live music experience.

    $60
  • Sarasota Cars and Coffee

    The Mall at University Town Center 140 University Town Center Drive, Sarasota, FL

    Start your Saturday morning at Sarasota Cars and Coffee, a popular monthly gathering at University Town Center that brings together car enthusiasts from across the Sarasota area. This event features an impressive lineup of vehicles, including exotic sports cars, classic models, and custom builds. Visitors can walk through the display, meet owners, and enjoy a relaxed atmosphere with coffee in hand. The event is ideal for families, photographers, and anyone interested in automotive culture. Conveniently located near shopping and dining, it pairs well with a morning outing or brunch nearby. Whether showcasing a vehicle or simply browsing, Sarasota Cars and Coffee offers a laid-back and engaging way to kick off the weekend.

    Free
  • Downtown Sarasota Fine Art and Craft Fair

    Downtown Sarasota 1718 Main St, Sarasota, FL

    This downtown Sarasota fair features handmade arts and crafts including jewelry, pottery, ceramics, photography, paintings, clothing, plants, flowers, soaps, spices, and more. Free admission.

    Free
  • Sarasota St. Patrick’s Shamrock Bar Crawl

    Raffurty's 1888 Main St, Sarasota, FL

    Join hundreds of St. Patrick's Day crawlers for a themed bar crawl through downtown Sarasota. Highlights include discounted drink specials, koozie and beads, two comp shots, a bar crawl map, and an official after party at Raffurty's.

    $19.34 – $36