Sarasota Lifestyle LLC

Cinema at the Bay Park

Enjoy free outdoor movies under the stars at The Bay Park. Kick off the summer season with an outdoor movie experience under the stars at The Bay Park’s scenic Civic Green. Bring your lawn chairs, blankets, and loved ones for a free community movie night featuring a family-friendly film perfect for all ages. Enjoy food trucks, popcorn, and refreshments available for purchase starting at 6:30 PM, with the film beginning at sunset (around 7:30 PM). This open-air cinema event marks the beginning of The Bay’s Summer Movie Night Series, continuing on select Fridays throughout the season.

Cinema at The Bay: Generally held on select Thursdays from 7:00 PM to 9:00 PM.

Family Movie Nights: Often scheduled on the last Friday of the month, starting at 8:00 PM during summer months.

Upcoming Screenings:

Family Movie Night: Free Solo
Date: Thursday, April 17, 2025 – 7:00 PM to 8:30 PM
Location: The Bay Park

Family Movie Night: The Lorax
Date:
Friday, April 25, 2025 – 7:00 PM to 8:30 PM
Location: The Oval at The Bay Park

Event Title: Summer Movie Night at The Bay – Kickoff
Date:
Friday, May 31, 2025
Time: 7:30 PM – 9:30 PM
Location: The Bay Park – Civic Green, 655 N Tamiami Trail, Sarasota, FL 34236

Admission: Free
What to Bring: Lawn chairs or blanket, bug spray, reusable water bottles (no glass containers)

FIT4MOM Workout Classes at UTC

Join FIT4MOM Sarasota for energizing Stroller Strides® and Stroller Barre® workouts at The Green at UTC. These full-body fitness classes are designed for moms with little ones in tow and combine strength training, cardio, and core restoration, all while entertaining your child with songs and activities. Ideal for new moms looking to stay active, meet other parents, and make fitness part of their weekly routine.

Classes typically run Monday through Friday, starting at 9:30 AM and finishing by 10:30 AM. Bring your stroller, a mat, water, and plenty of energy!

📅 Event Title: FIT4MOM Workout Classes at UTC
🕒 Time: 9:30 AM – 10:30 AM (Recurring on select weekdays)
📍 Location: The Green at UTC, 125 N Cattlemen Rd, Sarasota, FL

🎟️ Free to try – registration encouraged.

Devereaux Kaiser Car Show

The Devereaux-Kaiser Collector Car Show, now in its 54th year, is one of Florida’s largest and most celebrated automotive events. Hosted by the Sarasota Firefighters Benevolent Fund, this show features an impressive array of vehicles, including classic cars, trucks, motorcycles, hot rods, customs, military, and service vehicles—all 25 years and older.

Sunday, April 27, 20259:00 AM to 2:00 PM

Sarasota County Fairgrounds3000 Ringling Blvd., Sarasota, FL 34237

The Devereaux-Kaiser Collector Car Show, now in its 54th year, is one of Florida’s largest and most celebrated automotive events. Hosted by the Sarasota Firefighters Benevolent Fund, this show features an impressive array of vehicles, including classic cars, trucks, motorcycles, hot rods, customs, military, and service vehicles—all 25 years and older.

Attendees can enjoy a variety of food trucks, a beer tent, and vendor displays, making it a fun-filled day for car enthusiasts and families alike. Notably, there is no judging, registration, or charge for show vehicles, encouraging a relaxed and welcoming atmosphere for all participants.

Spectators: $5 donation
Children under 10: Free

Additional Information:

Celebrating 70 years of the Thunderbird

Sale lot spaces available for $25

Free parking on-site

Website: Devereaux-Kaiser Collector Car Show Official Website

New Year’s Eve Pineapple Drop Celebration

Ring in the new year with live music, food vendors, fireworks, and the iconic Pineapple Drop in downtown Sarasota.

Cirque Musica Holiday Wonderland

Cirque Musica Holiday Wonderland is a festive production that combines the thrill of live circus acts with the joy of holiday music. Audiences can expect a 1 hour and 40-minute performance featuring acrobats, aerialists, and other performers set to classic holiday melodies .

📅 Event Details

Date: Sunday, December 21, 2025

Time: 6:00 PM (Doors open at 5:00 PM)

Venue: Van Wezel Performing Arts Hall

Address: 777 N Tamiami Trail, Sarasota, FL 34236

Duration: Approximately 1 hour and 40 minutes, including intermission.

🎟️ Ticket Information

Tickets are available through various platforms, with prices starting around $72 and averaging $194 . For the most accurate and up-to-date ticket information, please visit the official Van Wezel Performing Arts Hall website or authorized ticket sellers.

Sarasota Thanksgiving Art & Craft Festival

Shop for unique holiday gifts and handmade crafts from regional artisans at this festive outdoor market.

Sarasota Christmas Boat Parade of Lights

Celebrate the holiday season in true Sarasota style at the Sarasota Christmas Boat Parade of Lights, a beloved annual waterfront tradition! This dazzling nighttime spectacle takes place on Saturday, December 7, 2025, starting at 6:00 PM and continues through the evening until approximately 8:30 PM.

Each year, dozens of festively decorated boats—ranging from small crafts to large yachts—cruise through Sarasota Bay, illuminating the water with brilliant holiday lights, themed displays, and cheerful music. Spectators can enjoy prime viewing from various points along the Bayfront, including:

  • Bayfront Park

  • Marina Jack

  • Hart’s Landing

  • O’Leary’s Tiki Bar & Grill

Arrive early to secure a good spot and enjoy dining, live entertainment, and pre-parade festivities at nearby restaurants and bars. Parking can be limited near downtown and the bayfront, so carpooling or ridesharing is recommended.

This family-friendly event is free to attend and a highlight of Sarasota’s holiday calendar, bringing the community together to kick off the season with warmth and wonder on the water.

Sarasota Food Truck Rally & Music Festival

The Sarasota Food Truck Rally & Music Festival is a vibrant three-day celebration held annually over Thanksgiving weekend. Set against the scenic backdrop of Sarasota Bay at J.D. Hamel Park, the festival features a diverse lineup of food trucks offering a wide array of culinary delights, from gourmet dishes to classic comfort foods. Attendees can enjoy live music performances spanning various genres, creating a lively and entertaining atmosphere for all ages. The event is pet-friendly, with leashed pets welcome, and offers free admission to all visitors. ​

Dates and Times:

Friday, November 24, 2025: 4:00 PM – 10:00 PM​

Saturday, November 25, 2025: 11:00 AM – 10:00 PM​

Sunday, November 26, 2025: 11:00 AM – 6:00 PM​

Location:

J.D. Hamel Park
199 Bayfront Drive
Sarasota, FL 34236

Admission: Free​

Sarasota Pumpkin Festival

Celebrate all things fall at the Sarasota Pumpkin Festival, a beloved annual tradition for families throughout the Suncoast. Held at Sarasota Fairgrounds, this multi-day festival blends the cozy charm of autumn with vibrant entertainment, food, and activities for all ages.

🗓 Dates:
October 11–13, 2025 (Saturday–Monday)
🕐 Times:

  • Saturday: 10:00 AM – 8:00 PM

  • Sunday: 10:00 AM – 8:00 PM

  • Monday (Columbus Day): 11:00 AM – 6:00 PM

📍 Location:
Sarasota County Fairgrounds
3000 Ringling Blvd, Sarasota, FL 34237

🎪 Festival Highlights:

  • Giant pumpkin patch & decorating station

  • Carnival rides and midway games

  • Live music and dance performances

  • Petting zoo and pony rides

  • Local food trucks and fall treats

  • Costume contests and pie-eating competitions

  • Vendor village with handmade crafts and seasonal goods

The 🎃 Sarasota Pumpkin Festival 2025 is one of Sarasota’s signature fall events and a perfect way to kick off the autumn season. Kids under 5 are typically free, and parking is available on-site.

Selby Spooktacular

Family-friendly Halloween fun at Selby Gardens with trick-or-treating and spooky displays.