Car Shows 2018 - Click for Dates

Car Shows will take place every 3rd Saturday of the month. Dates are as follows:

February 17
March 17, Celebrate St. Patty’s Day with us. Wear green to avoid a pinch by one of the store owners!
April 21
May 19
June 16
July 21
August 18
September 15
October 20
November 17
December 15



Wine around the Block May 11th 2018
Join us the night before the Festival of Arts and Bikes (FAB) for the first Wine Around the Block of the year!
5 PM - 6 PM: will be a guided Art Walk to show off all of the new murals in town.
6 PM - 8 PM: artists will be located in various shops down town explaining their artwork and the creative processes behind it.
Wine, beer and food offered at participating stores, $25 a ticket. Proceeds will benefit Havana Main Street in an effort to revitalize the down town area of Havana.
Contact Terri Paul at Wanderings for more information. (850) 539-7711 or
Festival of Arts & Bikes (FAB) May 12th 2018

Join us May 12 for the first ever Festival of Arts & Bikes! Kick-off our newest event with a pancake breakfast in front of Havana’s History Museum and Planter’s Exchange at 8:30 AM.

Embrace Havana as the hottest new bicycle destination. Tour the winners of the Murals on Main Street contest. There will be arts vendors, live music, and food trucks.

Havana Festival of Arts & Bikes Vendor Application

Sponsored by Havana Main Street in collaboration with the Havana Merchants Association.



Town-Wide Sidewalk Sale July 14th 2018

It’s SUMMER time! And what better way to escape the kids and find some treasures than by joining us for a Sidewalk Sale! As always, we have the deals and steals to knock your socks off! Who wears those in the summer anyways?

Most stores will be participating! So stop in for a day full of shopping, dining and enjoying the beautiful weather!


Town-Wide Sidewalk Sale Sept 8th 2018

Visit us for the LAST Sidewalk Sale of the year! This is your very last chance to snag some great deals! Almost all of the shops in Havana will be participating in this event; the sidewalks will be lined with fun things needing a great home!

Auction & BBQ Oct 6th 2018
Dinner starts at 5 o’clock. It’s a barbecue plate, dessert and drink for $12. The auction starts at 6 o’clock. Some items being auctioned: 2 weekend stays at the coast, a sunset cruise out of Panacea, a deep sea fishing trip, furniture, paintings, accessories and gift items.
Pumpkin Festival October 13th 2018
Click for a full description!

Click for Vendor Appication         



Holiday Open House November 10th & 11th 2018

Holiday Open House               November 10th & 11th 2017

Join us for wine, food and a jolly good time! Start the day off with some light shopping, followed by our raffle (in every store), a Christmas tree lighting ceremony and caroling with Santa Claus!

Havana Winter Festival & Lawn Mower Parade December 8th, 2018

View more details Havana Winter Festival & Lawn Mower Parade  December 8th, 2018

Parade Entry Form

Town-Wide Sidewalk Sale February 9, 2019

Join us for the first Sidewalk Sale of the year! Deals and steals will be featured left and right from all of our wonderful shops! You’ll be amazed at how much we can fit on our sidewalks!



Havana Hills Ride Sunday, Feb 24. 2019

Havana Hills is a ride for those wanting a new challenge to kick start their cycling season. The ride partners with the town of Havana Florida that wants to promote cycling and a trail connection to Tallahassee Florida. The 88 mile route (“feels like a 100”) has 3,300 feet of elevation gain. There is also a hilly 48 mile option. All finishers get a patch, chili dinner, and the satisfaction that only comes after a beautiful ride. All ride proceeds benefit Havana Main Street.

All rides start at 8:30am on February 24, 2019