Explore downtown Lexington on a self-guided, app-led bar crawl that mixes local history, bourbon stops, and photo challenges. Perfect for groups who want a playful evening of puzzles, sights, and drinks over 1.5–2 hours.
More ways to explore the area's outdoor wonders
You step off Main Street into a stretch of sidewalks where bourbon breathes from open doorways and neon signs blink above historic brick.
Difficulty
moderate
Duration
1.5–2 hours
Fitness Level
You should be comfortable walking up to 2 miles and completing light photo/quiz tasks; moderate fitness sufficient.
Wildlife
History
Lexington earned the nickname “Athens of the West” in the early 1800s for its cultural institutions; the city’s bluegrass soil and limestone aquifer also fed a strong bourbon and thoroughbred-racing tradition.
Conservation
Support small local businesses visited on the crawl, dispose of waste properly, and follow local public-consumption laws to minimize impact.
Reserve your spot on the Astonishing Bar Crawl in Lexington Kentucky today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Bring a fully charged phone
This experience runs through the Let’s Roam app — a dead battery means missed clues and photos.
Wear sturdy walking shoes
Expect 1.5–2 hours on sidewalks, occasional cobblestones, and uneven alleys.
Carry valid ID
Most stops serve alcohol and will require ID for service or cover.
Pace your drinking and hydrate
Alternate drinks with water and use rideshares if you plan to drink heavily.
Smartphone with Let’s Roam app
Required to access the scavenger hunt, clues, and photo challenges.
Comfortable walking shoes
Protects feet from uneven sidewalks and cobblestones while moving between stops.
Portable charger/power bank
Keeps your device powered for photos and app prompts throughout the hunt.
Government ID and payment method
Needed for drink purchases and entry where required.