The Farmers Markets On Dearborn Street

Every Thursday 9am to 1pm

 First Thursday In October - 2025 

Till:  Last Thursday In May 2026

  The Market On Dearborn 

 232 W Dearborn St., Englewood, Fl. 

Every Thursday 9am to 1pm

First Thursday In October - 2025 

Till:  Last Thursday In May 2026

Cruizin’ on Dearborn

 Sponsored by Looney Electric 

1st Saturday of The Month

The Kooky Catman will be their crusin' in one of The Pop Culture Antique Museum crazy PR vehicles, along with hundreds of cars and thousands of car lovers converge on Dearborn Street for this car show.

Music to cruise by Tom's Traveling Tunes

Open Mic Garden Party at the Open Studio Gardens

4pm - 8pm

Every Tuesday

380 Old Englewood Rd

Englewood, FL 5 - 8

It is an Open Air Party thrown every Tuesday. The Party is free and everyone is invited, even pups .

Coolers are even welcomed. We have enough room to spread out. The Garden is something very unique. There is no place like the garden. 

We have some chairs but feel free to bring your own.

Musicians come from near and far to play for all at the Party. 

Summertime usually is filled with only local players.

All genres, all talent levels welcome. We have some great local musicians that share the stage.

Happy faces found here!! Come on down and let's see your smile.

Let's celebrate another wonderful Tuesday in the Garden!

Musicians - sign up for mic time. Up to 3 songs and we will have a rotation for a second time up ( summer is like this) Bring your instrument. E Drum and Congas available.

Plant Based Food Is Available

Menu is something different every week.

WEDNESDAYS @ 5 

  WEDNESDAYS@5 features the best local musicians and showcase their talents 

at

The Old Florida Outdoor Center and Gallery at 463 W Dearborn St. in Englewood 

 All musicians, songwriters, singers, dancers, poets, comedians, storytellers, eaters and drinkers welcome! 

All ages and abilities.

 Stage, microphone, and amplification provided. Hosted by Gary Louis every Friday 5:00 - 9:00+ at Culture Coffee.

405 W.Dearborn Street  

Come on out each month during the monthly car show/ party on Dearborn. Stop by and pick up some unique finds!! Spread the word and keep Englewood fun all year round   

Local boutique clothing, jewelry and coastal home decors alongside artists, crafters, gourmet food, live music and more.

 Englewood Pioneer Days is an annual tradition taking place on Labor Day Weekend. 

See below for a list of events

Cardboard Boat Races
Saturday, August 30st at Indian Mound Park
Boat races start at 10:00am
Food & Drink will be available for purchase
Email 

Doug.Izzo@EnglewoodChamber.com for Registration

*Cardboard Boat Race Organizers: Englewood Sailing Association, Lasbury Tracy Realty and St. David’s Jubilee Center

Parade
Monday, September 1st
Pioneer Day Parade **Englewood 

History Theme**
Parade Start time 9:00am
Staging at 240 S Indiana Avenue – Arrive as early as you need to in order to be ready by 9:00am.

The Parade will run from Obee’s Parking lot down W Cowels Street, to McCall Road to Dearborn Street and finish at Veterans Memorial Pavilion.

Email Doug.Izzo@EnglewoodChamber.com for Registration

After Parade Festivities
After Parade Festivities at Pioneer Park
Starts post parade, approximately 10:00am
Pioneer Park – 325 W Dearborn Street

Schedule of Events
10:20am – Announce Parade Winners
Hosted by Englewood Chamber
10:30 – Diaper Derby @ 10:30am
Hosted by Lemon Bay Woman’s Club
11:00am – Live Music
Hosted by Dale Shumate
11:30am – Pie Eating Contest
Hosted by Amy Gonzalez, Jennie Joyce and The Dearborn Coffeehouse
12:00pm – Live Music
Hosted by Dale Shumate
12:30pm – Watermelon Eating Contest
Hosted by The Dearborn Coffeehouse
1:00pm – Live Music
Hosted by Dale Shumate

Children’s games & activities will be taking place in the Plaza from 10:00am to 1:00pm.

Vendors
Vendors will be set up from 10:00am until 1:00pm at Pioneer Plaza
– Children’s Games & Crafts: GFWC Rotonda Woman’s Club
– Englewood Chamber of Commerce

– Email Doug.Izzo@EnglewoodChamber.com for Vendor Application

Grand Marshals
2025 Grand Marshal (Individual)- TBD
2025 Grand Marshal (Organization) – TBD

Mayor Candidates:

TBD

Each Mayor Candidate may have other fundraising events they plan and schedule. Their duties will be to ride in the parade and be part of the Pioneer Day events. The Mayor wears the sash to events and promotes how special Englewood is! 

Jeannie Joyce is the chair of the committee – “My takeaway is that all the charities win because they get to keep what they raise and they get to spotlight their charities to the public and raise awareness.”

 The committee consists of Mike Dalke, Cyndi Fredricks and of course Jeannie Joyce to help plan and promote the events. In the past the money raised has helped so much as well as charities that were previously unknown were brought to the forefront of the community.

 Please reach out to Jeannie Joyce with any questions or call 360-431-6910.

Waterfest Block Party

• RACE BOATS on Display along Dearborn Street
• LIVE MUSIC
• DOZENS of food and retail vendors
• FOOD & DRINKS