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58 years of home-town celebration

Fun for the whole family on Dearborn St.



Englewood, Florida – A Small Town With A Big History



Festival Vendors – 2014

Parade Participants – 2014

Little Miss/Mr Englewood Rules and Applications available HERE!

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Englewood Pioneer Days Labor Day Weekend Schedule:

Saturday, August 30, 2014

9:00 am   Captain Rick’s Cardboard Boat Race; Indian Mound Park

5:00-10:00 pm  Shipwreck Dance; Pioneer Park

Sunday, August 31, 2014

8:00 am  Michael O'Donnell Memorial Kids Fish A Thon; Tom Adams Bridge

1:00-4:00 pm Tour of the Historic Hermitage Building

2:00 pm Diaper Derby – Lemon Bay Womans Club

2:00-9:00 pm Pioneer Days Festival; Pioneer Park

Monday, September  1, 2014

8:00 am  Kids Fun Run; Dearborn St.

9:00 am 58th Annual Pioneer Days Parade; Dearborn St.

8:00 am-3:00pm Pioneer Days Festival; Pioneer Park



Michael O’Donnell Fish-A-Thon Rules and Application available HERE!



Thanks for visiting the web site of the 58th Annual Pioneer Days Parade and Festival.

Unlike most events Pioneer Days is a community-funded, organized, and staffed event. That means the Pioneer Days Committee doesn’t actively seek donations (other than the sponsorship of 10 Parade Trophies) to pay all the expenses that come in putting on these events. Instead, expenses are covered by the fees charged to participants and vendors.

We do this for a number of reasons, e.g.: to free individuals, businesses and organizations to donate that money to the many good causes in our area, to level the "playing field" to all businesses and organizations in promoting their businesses, some of whom might not be able to afford sponsorships.

And, most importantly, to ensure the future of Pioneer Days.

Using this far from typical model, the committee has in the past 6 years, managed to cover ever-increasing expenses as well as new expenses and purchasing items that lower our future expenses (eg: tables, tents).

The result is that, through budgeting diligence and planning we've been able to lower participation fees in some Pioneer Days events and in some cases eliminate those fees altogether to allow greater community participation.

The downside of this model is that it's difficult to highlight and thank those organizations, their members and the individuals that step up and carry Pioneer Days, but some of these have been with us for several years.

The Lemon Bay Woman’s Club will be sponsoring the “Diaper Derby” for the fifth year. For the second year the Englewood Lions will be keeping the Parade moving and safe as our Parade Marshals. Also in their second year, the Patriot Riders of America will be providing our overnight security at Pioneer Park. For the third year, F.A.M.E. (Foundation for the Advancement of Musical Education) will be organizing the Mayor for a Day campaign for us.  And last, but by no means least, for what seems like forever, the Lemon Bay Sunrise Rotary will be organizing the Parade Staging at St Raphaels Church.  

This is in no way an all inclusive list. Other organizations are stepping in to run contests on the Festival Days and host other events that fill out the week. There are literally hundreds of people, some with organizations, some not, that are always there to lend a helping hand, and, in some cases, take on the coordination of our events. All of this is why Pioneer Days IS a true community event.

Thanks to everyone! You’re why we’re “Hooked On Englewood.”


2014 Parade Awards

These are the categories for the Parade Trophies. Remember, you don’t have to enter a float to win! Be creative, have fun, and when you get in front of the judges, show your “hook.”

You’re Hooked! (Best Use Of Theme) (Sponsored by Englewood Board Of Realtors)

Watch that Hook! (Funniest)

Youth Hooked Too! (Best Youth Entry – Young People Participating/Creating) (Sponsored by Lasbury-Tracy Realty)

Hooked on Englewood History! (Englewood History) (Sponsored by Pope Insurance!)

Hooked on Water Fun! (Boats, Waterlife)

Hooked on Good Times! (Entry With The Most Spirit)

Hooked on Music! (Most Musical)

Salute the Hook! (Most Patriotic)

Hooked on Our Environment! (Green, Recycling, Eco Assets) (Sponsored by Corin Bay Realty)

Hooked to be Most Original! (Most Original, not necessarily on theme)

The only sponsorships for the parade are the trophy sponsors, and there are only ten of them. You can sponsor one trophy for $100, or, if you choose, sponsor more than one. You will have the opportunity to present the winner with their trophy on Monday when the trophies are awarded. Sponsors will be recognized through media releases as well as on this web site.!

Send your check with a letter specifying what trophy you want to sponsor to: Englewood Pioneer Days, 916 Suncrest Lane, Englewood 34223 (Make check payable to Englewood Pioneer Days). Questions? Call 941-474-3764.

OR…Make your selection and pay-on-line HERE

Food Truck For Shipwreck Dance Applications HERE!

Mad Hatter Fun Run Information and Application HERE


The Englewood Pioneer Days Committee proudly announces the judges for the 2014 parade featuring the theme “Hooked On Englewood.” The parade will be on Labor Day, Monday, September 1, starting at 9:00 AM. These three judges will be responsible for selecting the top ten winners among all the parade entries. Winners are not restricted to traditional “floats,” creativity, enthusiasm, and exemplification of the theme play the major role. And the judges are:

Joseph Blais is currently the Chairman of the Friends of the Englewood Archives Steering Committee, a non-profit organization formed to provide support for the historic archives operation at the Englewood Charlotte Library. Joe, an Englewood East resident, is a retiree from a 25 year career in the Insurance industry.  He is an active member of the Cultural Guild of the Greater Cape Haze Peninsula, the Lemon Bay League, the Charlotte County/Punta Gorda Metropolitan Planning Organization (MPO) Citizens Advisory Committee.

Thomas A. Harmer, Sarasota County Administrator, will be bringing his more than 27 years of experience in local government, including nearly eight years as city manager of Titusville, Florida to the judges’ table. He has also served as Titusville's fire chief, emergency manager and the executive director of the Community Development Agency. He previously served as deputy fire chief and emergency manager in Tallahassee, Florida. He is no stranger to awards himself, having been recognized by the Florida Legislatire ad Florida’s Fire Chief of the Year in 1999 and aby the Florida League of Cities as a finalist for City Manager of the Year in 2006. He was offered the permanent post as Sarasota County Administrator in February of 2014.

Josh Taylor is a News Reporter for ABC 7 and recognizes the importance of community events such as the Englewood Pioneer Days parade in keeping Englewood in the “good news” category. A native Sarasotan, he’s familiar with folks getting competitive as he has worked as a general assignment reporter at WRUF am850 in Gainesville where he focused on sports coverage, and as the beat reporter at WUFT covering Gator football and basketball. In Josh's spare time he says he’s “hooked” on fishing the bays where he spent countless hours with his dad as a child

Trophy sponsorships are still available to business, organizations, or individuals for $100. The Englewood Pioneer Days Parade is still accepting applications which are available at HERE or at the Englewood Chamber Of Commerce, Lasbury-Tracy Realty on Indiana Ave., or Corin Bay Realty on Mango St. Vendor spaces in the Festival Parks are still available as well, but are going fast. For more information call Jean Airey at 941-474-3764.


Special volunteer organizations, businesses, or individuals are needed to run “free” kids’ games at the Park Festivals on Sunday, August 31 and Monday, September 1. If you’re interested, please CONTACT US! We’ve got lots of ideas, but need someone willing to “make it work!”