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BOOK A TOUR
OUR TOURS
We focus solely on the culture, history, and neighborhoods of Chicago’s South Side, aka The Heart of Chicago®
We focus solely on the culture, history, and neighborhoods of Chicago’s South Side, aka The Heart of Chicago®
SOUTH SIDE NIGHT OUT
A Guided Nightlife + Culture Experience presented by South Side Tours!
Grab your crew and come outside! Join us for an elevated night out featuring neighborhood gems and unforgettable vibes.
Come for the night out—leave with a new love for the South Side.
TOUR HIGHLIGHTS:
✨ Curated South Side stops 🎶 Music, culture & nightlife energy 📸 Photo-worthy moments + hidden gems 🍸 Exclusive drink specials for purchase at each stop—only for South Side Tours riders Details: 📅 Date: Saturday, February 14, 2026 Bus Departs: 7pm Bus Returns: Midnight Ticket Cost: $25 plus tax 📍 Starting Location: South Loop; address provided upon ticket purchase 🚌 Where We'll Go: Social Sip Bar & Grill, Park Manor 75 and W. Hideaway Lounge 🔞 21+ Only (Valid ID required)
CUSTOM BUS TOUR
Pick your destinations or vibe, and we’ll handle the rest! From food and history to nightlife and culture, the choice is yours. Allow us to curate an authentic and unforgettable South Side experience for your group or organization!
WHAT TO EXPECT:
Private Bus for Your Group – Comfortable, convenient, and stress-free transportation. 🍽️ Food & Drink Options – Add stops at top restaurants, bars, or breweries for a delicious experience. 🎤 Engaging Guides – Fun, knowledgeable hosts share stories and insider tips along the way. 📅 Flexible Scheduling 👥 Perfect for Any Group Size 📍 Pickup & Drop-off Arranged for You Let’s make your event unforgettable! Contact us today to plan your custom South Side tour. 🚐✨
SOUTH SIDE BREWERY ADVENTURE: BLACK
HISTORY MONTH EDITION
South Side Tours is excited to collaborate with Black and Brew Chicago on this special edition brewery experience in
Black History Month. Enjoy a high-energy, culturally rich brewery adventure that highlights black brewing excellence while incorporating a unique educational component led by beer historian and educator, Mickey Bryant.
Whether you're a beer connoisseur or looking to learn black
brewing history with a buzz, this tour is for you!