South Side Tours

08/13/2026

🗣️🗣️🗣️ROLL CALL!!

A little birdie told us this weekend is Lindblom Technical High School’s Reunion Picnic! What better way to celebrate some of Englewood’s finest and brightest than with this clip of Arkisha Bridgeman, c/o 1995, reminiscing on the social clubs at Lindblom?

PRO TIP: Turn your volume allll the way up!! 🔊

Also, Wolcott*** & Englewood***😏🤭

🗣️🗣️🗣️AND THAT’S ON GP!!!

08/11/2026

ANOTHER ONE! 🍷🍺

It’s always fantastic collaborating with Mickey Bryant of on our Craft Beverage Experiences—and our Wine, Mead & Beer Tour was no exception!

We visited:

1️⃣ Park Manor 75 ()
2️⃣ Wild Blossom Winery & Meadery ()
3️⃣ Homewood Brewing ()

We walked away with a wealth of knowledge—not to mention all the gems (and brews!) Mickey shared along the way.

Huge shout-out to and for the complimentary pours that kept the bus vibes moving and grooving! 🍻

08/10/2026

My, oh my—we had a BALL this past weekend celebrating Hyde Park High School’s Class of 1986 for their 40th class reunion! 🎉

Established in 1863, Hyde Park High is the oldest active Chicago public school!

We explored the South Shore, Hyde Park, and Kenwood neighborhoods—and yep, they even had a pop quiz! Swipe to see them pass with flying colors as they sing along to “Have You Seen Her?,” the classic hit by Hyde Park alumni The Chi-Lites! 🎶

If you don’t know, now you know! Planning an alumni reunion? Hit us up, and let South Side Tours make it extra special! 💙💚

08/10/2026

My, oh my—we had a BALL this past weekend celebrating Hyde Park High School’s Class of 1986 for their 40th class reunion! 🎉

Established in 1863, Hyde Park High is the oldest active Chicago public school!

We explored the South Shore, Hyde Park, and Kenwood neighborhoods—and yep, they even had a pop quiz! Swipe to see them pass with flying colors as they sing along to “Have You Seen Her?,” the classic hit by Hyde Park alumni The Chi-Lites! 🎶

If you don’t know, now you know! Planning an alumni reunion? Hit us up, and let South Side Tours make it extra special! 💙💚

07/28/2026

MEET THE GUIDES: Dr. Sharon Collins 💙💚

If you’ve been on our South Side Obama Tour, you’ve met Sharon as she shares her love for Mayor Harold Washington and what it has meant to call South Shore home.

In this video, she reflects on her parents’ roots, growing up in Hyde Park, and the journey that brought her back to Chicago.

Book the Obama Tour and discover not only the lasting impact that President and Mrs. Obama have had on Chicago’s South Side, but also the personal stories of the people who have built community here. Their memories help bring these neighborhoods to life!

07/22/2026

Big things are happening! 🤩

Yesterday was such a fun day filming with the marketing team ahead of WNBA All-Star Weekend! 🏀✨

We’re honored that South Side Tours was selected as one of just three businesses to be featured during this weekend’s experience.

If you’re downtown, come see us! Our brand will be part of the AT&T activation at Pioneer Court on Michigan Avenue:
📍 Thursday & Friday | 2 PM–6 PM
📍 Saturday | 12 PM–6 PM

If you stop by, snap a pic and tag us! We love seeing our community show up. 💙💚

07/21/2026

Check us out with on WGN!

Wine, Mead and Beer Tour is Saturday, August 1st! Grab your tickets today: https://www.southside-tours.com/booking-calendar/south-side-wine-mead-beer-experience

https://wgntv.com/video/south-side-tours-wine-mead-beer-tour/11987983

Enjoy premium tastings, fascinating storytelling and the history of Chicago's South Side. South Side Tours is teaming up with Black and Brew Chicago to showcase the best of the city's wine, mead and craft beer. Saturday, August 1st Washington Park southside-tours.com

07/20/2026

Hey Fam! Tickets are running out for next Saturday’s Craft Beverage Experience. Don’t delay, get your tickets today!

📅: Saturday, August 1st
⏰: 12pm
📍: Leaving from Washington Park

Tastings at each stop is included with your ticket! There will also be plenty of giveaways, craft beverage history, trivia and most of all FUN! Come on and meet some new friends and get your sip on! 🍷🍯🍻