Louisville Highlands and Cherokee Triangle Food Tour

Discover Louisville’s stories on a food & history tour through Louisville’s historic Highlands, a neighborhood of tree-lined avenues, opulent Victorian mansions, and quirky charm. This scenic walking tour blends delicious local food with fascinating stories from Louisville’s rich and colorful past.
As you explore Louisville’s oldest and most storied streets, you’ll savor dishes inspired by Kentucky’s culinary heritage. Along the way, you'll visit locally owned and beloved spots, including a cozy Irish pub and a farm-to-table restaurant showcasing seasonal produce.

You'll enjoy a reimagined Hot Brown in Muhammad Ali’s former boxing gym and sip bourbon in Louisville’s oldest bar. You'll stop at the iconic entrance of Cave Hill Cemetery, the final resting place of Louisville’s legends, and trace the footsteps of the immigrants who shaped the city. All of this unfolds against the stunning backdrop of lush greenery and historic architecture near Cherokee Park.

Meeting Point

O'Shea's Irish Pub

956 Baxter Ave, Louisville, KY 40204, USA

Meet your guide on the sidewalk in front of the Irish pub at 956 Baxter Avenue. We recommend parking on a side street such as Morton or Highland, and NOT on busy Baxter Ave. (Note: There are two pubs with the same name in Louisville - ensure you are going to the one on Baxter, not Main!)

What's included:

• 2 Craft Cocktails & 1 Beer showcasing local and regional flavors
• Personal Audio Headsets so you won’t miss a single detail
• The unfiltered history (and glamour) of two of Louisville's most historic neighborhoods
• Expert & entertaining guide
• Bourbon tasting at the city's oldest bar
• 4 Delicious dishes representing Louisville's heritage
• Photos from your experience shared to your phone

Not included:

• Transportation

What to expect:

Duration: 3 hours

Louisville

Louisville, Kentucky

Explore the Original Highlands and Cherokee Triangle as you see some of the oldest homes Louisville has to offer.

2 hours

Cave Hill Cemetery

701 Baxter Ave, , Louisville, 40204-1775, Kentucky

We will pass by the entrance to beautiful Cave Hill Cemetary, the final resting place of Muhammed Ali, Colonel Sanders, and other notable Louisvillians

Pass by without stopping

Cherokee Triangle

Cherokee Triangle, Louisville, KY 40204, USA

This beautiful historic neighborhood is brimming with Victorian mansions, charm, and tree-lined streets.

Pass by without stopping