This weekend in Clearwater, FL

● Listings verifiedMonday, September 21 · every listing checked against its source by our Clearwater editors

Saturday & Sunday, Sep 26–27

23 events, 6 free. All of this week's events →

Saturday, September 26 17 events
  • 6:30am

    Next Level Ride

    Outspokin Bicycles, 2241 Gulf To Bay Blvd, Clearwater · verified Sep 18
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    Push your pace on a spirited road ride that averages 20 to 24 mph, split into A and B groups for different effort levels. The ride leaves from the shop and includes a stop at Bassanos to meet the Tweener group for coffee, a bite if you like, and plenty of friendly banter. Everyone then rolls back together to finish at the shop. Helmets are required and lights are highly suggested.

    Event website ↗
  • 7am

    Tarpon Springs Triathlon

    Fred Howard Park, 1700 Sunset Drive, Tarpon Springs · verified Sep 18
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    This multi-sport event at Fred Howard Park supports scholarships for local students through the Rotary Club of Tarpon Springs. Participants can choose from a sprint or Olympic triathlon, a duathlon, an aquabike, or a 5K run. It welcomes both first timers and experienced competitors. By taking part, athletes help continue a tradition of more than four decades that has provided hundreds of scholarships and strengthened education in the Tarpon Springs community.

    Event website ↗
  • 7:30am

    Tweener Ride

    Outspokin Bicycles, 2241 Gulf To Bay Blvd, Clearwater · verified Sep 18
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    Geared toward riders who are comfortable on a bike but not yet holding 20 mph for extended periods, this group ride focuses on building strength and teaching group riding etiquette. Expect a group pace of about 14 to 16 mph over roughly 15 to 20 miles. It offers an accessible introduction to road riding and a helpful step toward becoming comfortable with group rides. Bring a road or fitness bike and a helmet, and you are welcome to invite a friend.

    Event website ↗
  • 8am

    Pickleball Party

    Dunedin Commons Apartments, 2701 Dunedin Commons Places, Dunedin · verified Sep 18
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    Enjoy a lively pickleball get-together with impromptu matches and an upbeat atmosphere. Healthies will be serving boba beverages, energy-boosting refreshers, protein balls, and sweet protein treats.

    Event website ↗
  • 8:15am

    Free Community Yoga at The Patch Dunedin

    966 Douglas Ave, Dunedin
    Free

    Enjoy a free, all-levels yoga flow outside The Patch Dunedin with guidance from Warrior ONE Dunedin at the Gerald Rehm Pavilion next to Nature’s Food Patch Market & Café Downtown Dunedin. Newcomers are encouraged and first-timers are welcome. Please bring a yoga mat, and a few extras will be available to borrow. This class also supports Dunedin Cares with a food drive, so participants are encouraged to bring family-friendly donations. Warrior ONE collects items in donation bins at the studio courtyard throughout the day. Online sign up is available through Warrior ONE. In the event of rain, contact the Warrior ONE studio for updates.

    Event website ↗
  • 9am

    Dunedin Beach Cleanup

    Dunedin Causeway, Dunedin · verified Sep 18
    Free

    Salty Soul Foundation presents a monthly beach cleanup returning to the Dunedin Causeway, focused on caring for the shoreline and surrounding waters. Since 2017, the organization has removed more than 33,000 pounds of trash from beaches across Florida and California, continuing the mission to clean one beach at a time because every piece collected matters. Participants can expect all necessary supplies to be provided, including gloves, buckets, and trash bags, and are encouraged to bring sun protection. The cleanup features several co-hosting organizations from the Tampa Bay area, creating opportunities to connect with local environmental advocates. Salty Soul merchandise will be available for purchase, with proceeds supporting cleanup costs and advertising fees. The event also includes a moment recognizing the continued success of Hunu’s Journey, a children’s book by Salty Soul Foundation co-founders John and Mary that inspires the next generation of ocean stewards.

    Event website ↗
  • 9am

    Learn-To-Skate Class - Beginner Roller Skating Classes

    Astro Skate Tarpon Springs, 875 Cypress St, Tarpon Springs · verified Sep 20
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    Build a solid skating foundation with a beginner class at Astro Skate Tarpon Springs. Created for ages 4 and up, this 60-minute session welcomes first-time skaters and focuses on comfortable, safe movement on wheels in a friendly setting. Participants practice standing and balancing, gliding forward with control, and coming to a safe stop, with fun games that reinforce new skills. Instruction is provided by USARS Certified Instructors. Admission is $10 at the door, and rental skates are included, or bring your own. Plan to arrive about 15 minutes early to get skates on and warm up before class.

    Event website ↗
  • 10am

    Plus Size Clothing Pop Up Sale

    CURV Warehouse, 3755 68th Ave, Pinellas Park · verified Sep 18
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    A warehouse pop up dedicated to plus size fashion offers 20% off apparel as part of the Curv Exchange plus size resale boutique. The selection includes a wide range of designer pieces from brands like Torrid, Disney, Lane Bryant, Eloquii, City Chic, American Eagle, Hollister, Judy Blue, Hot Topic, and more. Sizes start at 10 with extended options available up to 30 plus and 6X.

    Event website ↗
  • 10:30am

    HOB Give Back - Saturday Food Giveawy

    HOB Brewing Co., 931 Huntley Ave, Dunedin · verified Sep 18
    Free

    The HOB Give Back provides a free grocery distribution for anyone experiencing food insecurity. Everyone is welcome, and no identification is required. To keep things fair, each household is limited to one bag, and volunteers may check that attendees are not from the same home. Donations come through Good Neighbors, and households can choose the items that suit them best within the one bag limit. Options often include fresh produce, breads, desserts, and meat, though availability can change and some items may have family limits. A simple lottery sets the order of service using Food Give Away Cards that are handed out and then drawn at random. After distribution begins, newcomers receive a smiley face and are served at the end since no new cards can be issued once things are underway. The giveaway takes place under the pavilion at HOB Brewing Co.

    Event website ↗
  • 11am

    Free Cooking Class: Pad Thai

    Nature's Food Patch Market & Café, 1201 Cleveland St, Clearwater · verified Sep 18
    Free

    Patch Demo Specialist Dianna leads a cooking demonstration focused on preparing pad thai at home with organic ingredients. The session aims to show how simple this dish can be to make in a home kitchen. Seating is limited, with spots allocated in order of arrival.

    Event website ↗
  • 11am

    LABLAST Dance Fitness Class

    Bayou Dance Club, 6541 102nd Ave N, Pinellas Park
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    This LABLAST dance fitness class pairs popular music with ballroom-inspired choreography for a fun, full-body workout. Created by Dancing with the Stars professional Louis Van Amstel, the format uses familiar steps from many favorite dances. The class costs $10 and no reservation is required.

    Event website ↗
  • 12pm

    Oktoberfest

    German American Society of Pinellas County, 6625 80th Ave N, Pinellas Park · verified Sep 20
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    The celebration stretches over four days split between two weekends at the German American Society in Pinellas Park, bringing more to see, taste, and hear. Each day features lively polka along with other live music, freshly prepared German dishes such as schnitzel, and an ample selection of German beer in a festive atmosphere that honors German traditions. The society’s dance group takes the stage, and the popular stein holding endurance contest invites participants to test their strength. Families can head to the Kinder Corner, where children will find crafts and games. Highlights include imported German brews, traditional cuisine complemented by desserts and coffee, a ceremonial keg tapping, and a colorful parade of flags. Vendors offer distinctive merchandise to explore. On-site parking is limited, so rideshare or taxi service is encouraged. Please do not park at Shoppes at 66 or at the Zimring office center directly north of the venue, as vehicles may be towed.

    Event website ↗
  • 2pm

    Surfin' Raccoon's

    American Legion Post 273 , 600 American Legion Dr, Madeira Beach · verified Sep 18
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    Surfin' Raccoon's performs live at American Legion Post 273 on the water in Madeira Beach. The event creates a welcoming atmosphere for veterans, friends, and the community to share a fun time together.

    Event website ↗
  • 6pm

    5th Annual Fall Fundraiser

    The Estate Weddings and Events, 1850 County Road 193, Clearwater · verified Sep 18
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    Speak Up marks five years of community impact with its 5th annual fundraiser, a milestone celebration for longtime supporters and those who joined along the way. The event moves to a new location at The Estate, located behind Sylvan Abbey on Sunset Point. Attendees can look forward to a relaxed, casual atmosphere with food provided by Stuffed Mushroom and a focus on a great cause. Tickets are $35 each, and all proceeds go directly to Speak Up’s programs. For anyone unable to attend, donations are appreciated, and community support continues to make this work possible.

    Event website ↗
  • 6pm

    The Nona Slice House

    The NONA Slice House, 997 Main St, Safety Harbor · verified Sep 18
    Free

    A free show will take place at The Nona Slice House.

    Event website ↗
  • 8pm

    Local Legends

    Studios at 5663, 5663 Park Blvd N, Pinellas Park · verified Sep 18
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    Enjoy a comedy experience built from real community stories. Local business owners, nonprofit directors, and other notable residents share their missions and experiences in an interview, followed by funny scenes inspired by what they share. It offers a friendly way to get involved while celebrating the people who help the community thrive.

    Event website ↗
  • 8pm

    Streetwise Tampa Bay

    Whiskey Wings Countryside, 26210 US Highway 19 N, Clearwater · verified Sep 18
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    This live event features Streetwise and highlights the excitement of a real-time show. Expect an in-the-moment experience with the energy that only a live set can offer.

    Event website ↗
Sunday, September 27 6 events
  • 8:30am

    Sunday Market - a Cars and Coffee event

    DeCosmo Italian Market, 6832 49th Street N, Pinellas Park · verified Sep 20
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    Enjoy a laid back cars and coffee meetup created for true enthusiasts. The focus is on a calm, welcoming vibe and a shared love of automobiles. Please be respectful of the lot.

    Event website ↗
  • 1pm

    Streetwise

    American Legion Drive, 664 American Legion Dr, Madeira Beach
    See details

    Streetwise takes the stage for a live appearance.

    Event website ↗
  • 2pm

    A Five Year Celebration

    Joseph's Tea Room, 25008 US-19 N, Clearwater · verified Sep 18
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    Joseph’s Tea Room celebrates five years built on a love of tea, a strong sense of community, creative spirit, and meaningful connections with an elegant anniversary afternoon. Guests can savor an indulgent afternoon tea featuring refined sweets and savory bites, accompanied by live music from Brett Wilkins, who also performed at the grand opening five years ago. The celebration includes party favors marking the milestone. Tickets are $75 and include taxes and gratuity. The occasion honors the support that has helped make Joseph’s Tea a beloved destination in the Tampa Bay area.

    Event website ↗
  • 2:30pm

    Tarpon Springs Puzzle Swap

    Conworlds Emporium, 9 S Safford Ave, Tarpon Springs · verified Sep 18
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    Puzzle enthusiasts gather at Conworlds Emporium for a recurring swap centered on jigsaw favorites. Participants bring puzzles in good condition, any size, and they must be complete with all pieces present. Attendees can leave with the same number they contribute. Selection happens in rounds as numbers are called to keep things fair, and any leftovers are available at the end. A puzzle-themed prize drawing adds a bit of fun. Participants may stay to chat, work at a shared puzzle table, or browse the shop for more puzzles, games, and gift items.

    Event website ↗
  • 4pm

    Stone Tampa Pilots and more

    OCC Road House, 10445 49th St N, Clearwater · verified Sep 18
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    Stone Tampa Pilots takes the stage at OCC Road House & Museum with special guest Rooster (Alice in Chains). The show begins with Rooster and leads into a headlining set by Stone Tampa Pilots. Free general admission is not available, and attendance requires purchasing a single admission ticket or reserving a table. Pricing is set at $20 for single admission, $80 for a four person high top table, $120 for a six person table, and $130 for a six person lounge table. Prices increase by $5 per person on the day of the show. Bottle service is available. There are no age restrictions, and a ticket is required for each seat. Outside food and beverages are not permitted. Smoking is not allowed at tables, with designated smoking areas located on the southeast side of the pavilion.

    Event website ↗
  • 5pm

    Sunday Sunset at the Dunedin Causeway

    Dunedin Causeway, Dunedin · verified Sep 18
    Free

    On the Dunedin Causeway, a weekly Sunday sunset meetup brings people together to watch the Florida sun sink over the water. Attendees often bring a chair and a favorite drink, then unwind with a friendly crowd while Jeeps line up by the shoreline. The atmosphere is relaxed and open to everyone.

    Event website ↗

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