welcome to the heart of downtown sarasota
More than 300 Boutiques Specialty Shops Galleries, and Restaurants
DOWNTOWN SARASOTA EVENTs
First Friday
Experience the allure of downtown Sarasota at our 1st Friday “Sip & Shop” event, happening from October 4, 2024, to April 4, 2025. Every first Friday of the month from 4 PM to 7 PM, join us for an evening filled with shopping, sipping, and dining delights. Come visit your favorite merchants and shop owners along the 1300-1500 blocks of Main Street, as well as 1st & 2nd Streets, Pineapple, Palm Ave., Central Ave., and Lemon Ave. See you there!ve.
Shop local
Behind every successful downtown are the hardworking merchants who make it happen. So let’s give a big shoutout to these incredible folks, whose time, passion, and expertise keep our downtown district vibrant and thriving! Here’s where to SHOP!
roctoberfest
Get ready to rock out at Rocktoberfest! With free admission for everyone, this festival is all about having a blast. Groove to non-stop live music and performances that will keep you dancing all weekend long. Savor the flavors of fall with mouthwatering seasonal foods and refreshing drinks that perfectly capture the autumn spirit. Plus, dive into our vibrant shopping area where you can find unique gifts and treats from a variety of fantastic vendors. Don’t miss out on the fun—Rocktoberfest is the ultimate celebration of music, food, and festive shopping!
Come Enjoy the Kids’ Zone at Sarasota Rocktoberfest
The Sarasota Rocktoberfest kids’ area is a lively and engaging space designed for young adventurers and families. It features an exciting climbing rock wall where kids can challenge themselves, develop their climbing skills, and experience the thrill of reaching the top. In addition to the rock wall, the area is filled with a variety of fun games that cater to all ages, ensuring hours of entertainment. From interactive challenges to classic carnival-style games, the kids’ area offers a safe and supervised environment for children to enjoy while parents relax and soak in the festival’s vibrant atmosphere. It’s the perfect spot for young festival-goers to burn off energy and create lasting memories.
Dog-Friendly Fun at Sarasota Rocktoberfest
Sarasota Rocktoberfest is not just for music lovers and families—it’s also a haven for our four-legged friends! This dog-friendly event is set in a beautiful park along the Sarasota bayfront, offering a scenic and relaxing environment for both dogs and their owners. The park provides ample space for leisurely strolls along the water’s edge, where your pup can enjoy the fresh air and stunning views of Sarasota Bay. Designated dog-friendly areas ensure that your furry companions are welcome to join in the festivities, whether you’re listening to live music, enjoying delicious food, or exploring vendor booths. With plenty of shade and accessible paths, it’s a perfect outing for dogs and their humans to enjoy a day of fun and relaxation at Sarasota Rocktoberfest.
CHRIS ANDERSON
GAS HOUSE GORILLAS
one night rodeo
chas collins
dog-a-Ween
Goblins and ghoulies, candy corn and cornstalks, doggie costume contests and parades: It’s time for dogs to get a scary groove on and don the Halloween garb Saturday, October 26th at 10:00 AM at Paul Thorpe Park in downtown Sarasota.
Get ready for a howling good time at Dog-A-Ween 2024! Join us on Saturday, October 26th, at the Sarasota Downtown Farmer’s Market for a tail-wagging, costume-clad extravaganza. Dress up your furry pals in their most fabulous costumes and enjoy a day packed with fun—all for a fantastic cause. It’s the Paws & Spook-tacular Fun event, featuring a costume contest and fundraiser for the Donte’s Den Foundation. Don’t miss out on the fun!
Le marche
Le Marché Parisian-Inspired Marketplace at Five Points Park on November 2nd offers a perfect opportunity to get a head start on your holiday shopping!
Held at Five Points Park, this Parisian-inspired marketplace features a curated selection of unique gifts, artisanal goods, and festive treats. With charming booths and an inviting atmosphere, you’ll find everything you need to make your holiday season special, all while enjoying the ambiance of a European market right in downtown Sarasota.
new years eve
- Ring in the New Year at Sarasota’s most exciting event: the NYE Pineapple Drop and Block Party! This annual celebration is a must-attend, offering fun and festivities for everyone.
Enjoy time with family at the carnival full of thrilling rides and games and stage performances by Gas House Gorillas and other top entertainers. Savor delicious food sold along the fairway, offering a variety of tasty treats. The iconic Pineapple Drops at midnight followed by a Fireworks display over the Sarasota bayfront.
seafood & music festival
Join us for the Sarasota Seafood and Music Festival, a vibrant celebration taking place at JD Hamel Park along the picturesque Sarasota Bayfront from Friday, January 3rd, at 4 PM through Sunday, January 5th.
This free event features a fantastic lineup of live music to kick off the weekend, along with a mouthwatering array of fresh seafood, refreshing beer, wine, and drinks. Families are welcome, with plenty of fun activities for kids, including a rock wall and engaging games. Stroll through a walkable shopping area brimming with arts and crafts vendors. Don’t miss this opportunity to savor great food, enjoy live entertainment, and explore unique local crafts in a stunning waterfront setting
fine arts & crafts festival
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Discover creativity and craftsmanship at the Sarasota Fine Arts and Crafts Festival, held at JD Hamel Park across from the scenic Sarasota Bayfront from January 11-13, 2025.
This free event showcases a diverse array of fine arts and handmade crafts by talented local and national artists. Wander through the park and explore unique artworks, intricate crafts, and exquisite creations in a vibrant, outdoor setting. Enjoy the artistic atmosphere and meet the artists behind the works. Whether you’re an art aficionado or simply looking for a delightful day out, this festival offers something for everyone in a stunning, waterfront location.