We turn up the charm even more on our specialty tours. These limited-run experiences blend the rich Lexington storytelling you love with festive themes you won’t find on our everyday tours. From pride-filled celebrations to romantic strolls through history, each specialty tour feels like a joyful gathering — full of good company, great flavors, and unforgettable local tales.
TIP: These trips are only offered at certain times of the year – Book your specialty tour early! Limited availability.
Expect great bites, fabulous conversation, plenty of laughter, and meaningful connections along the way. Bring your besties or come solo — either way, you’ll feel welcomed, inspired, and fully part of the fun!
Come hungry. Red lipstick encouraged.
Leave feeling inspired — and totally legendary.
On the Lipstick & Legends tour, you will:
Hey, Lovers–this tour’s for you! Lovers of Lexington celebrates the true love stories that have shaped the heart of the Bluegrass.
Led by a fun-loving local guide, this experience blends great food with unforgettable storytelling in a warm, intimate, and feel-good way. From lifelong partnerships to unexpected connections, these are the love stories that have left a lasting mark on the city.
Perfect for date night, friends, or anyone who just loves love, let’s walk hand-in-hand and see the city through the people who have loved here.
On the Lovers of Lexington tour, you will:
Find answers to commonly asked questions about our tours below:
We offer full refunds and exchanges up to 48 hours before a scheduled tour begins.
Yes! Gift cards can be purchased through this link:
We can definitely accommodate vegetarians, but are unable to accommodate vegan, dairy-free, or gluten-free diets. Please be sure to include any food allergies or vegetarian accommodations when booking your ticket because food is pre-ordered with our restaurant partners.
No, but suggested cocktails are available at each stop.
Typically, food tours are not a good idea for kids under 12 because tours are 3 hours in length with walking and standing. If you still feel like it’s something your under 12 kid would enjoy, let us know and we’ll offer a discounted ticket. Drink tour patrons must be 21+ with valid ID.
The 3 hour food tours include 5 small plates that will equal a satisfying lunch. The drink tour includes some heavy appetizers with 4 craft cocktails.
Public tours can include up to 12 people.
Yes, your tour guide will point out bathrooms at each stop.
All tours are under one mile of leisurely walking. There could be a hill.
Dress for comfort and wear walking shoes. Tours run rain, shine, or snow, so please check the weather and plan accordingly by bringing sunscreen, coat, or umbrella.
The deadline is two hours before scheduled tours.
No. Please show your appreciation with a tip if you feel your guide did a great job. Suggested tip is industry standard, 15-20%.
