Chicago Wine Tour Guide

US Ghost Adventures; Chicago (IL); On-site; USD 32,000 - 43,000; Part time

Benefits offered by this job

Tip potential

Bonuses

Free tours for family/friends

Flexible scheduling

Job summary

Urban Wine Walks in downtown Chicago is seeking personable Wine Tour Guides to join our team for engaging, story-driven tours.

This part-time role leads 90-minute experiences through tasting rooms and historic venues, sharing local culture and wine history while ensuring a welcoming atmosphere. Base pay is $27 per hour, with $50 per 90-minute tour, plus tips and bonuses. Free tours for you and close friends are offered. Flexible scheduling available.

Qualifications

• Hospitality or tour-guide experience preferred.
• Strong storytelling and customer service skills.
• Able to walk and stand for extended periods outdoors.

Responsibilities

• Lead 90-minute wine tours through downtown Chicago tasting rooms and venues.
• Share engaging local history, wine notes, and regional flavors with guests.
• Coordinate with venues and staff for smooth transitions and hospitality.
• Manage tour pacing, safety, and group engagement for an entertaining experience.
• Provide high-quality customer service and local recommendations to guests from across the country.

Skills

Storytelling

Hospitality

Public speaking

Tools

Smartphones

Job description

Tour Guide - Chicago Wine Tour

Location:Chicago, IL
Job Type: Part-time
Compensation: $27 per hour

Position Overview

Urban Wine Walks, a Tourismo brand, is seeking personable storytellers, wine enthusiasts, and hospitality professionals to join our team as Wine Tour Guides in downtown Chicago.

This role combines sharing local culture, regional history, and wine facts as you lead an early evening walking tour through downtown tasting rooms, historic venues, and local spots. Guides share captivating local stories, introduce tasting selections, and create a fun, welcoming, and relaxed atmosphere for adult guests.

Essential Responsibilities

• Lead groups of guests on 90-minute wine tours through downtown tasting rooms, historic venues, and local drinking establishments.
• Deliver engaging historical and cultural narratives while sharing local wine history, tasting notes, and regional flavors.
• Coordinate with partner venues, wineries, and tasting room staff to ensure smooth group transitions and exceptional hospitality.
• Manage tour pacing, route safety, and group engagement to maintain an entertaining, inclusive experience.
• Provide high-quality customer service, answer guest questions, and offer local recommendations to guests from all over the country.

Pay

• Pay: $50 base pay per 90-minute tour, equivalent to $27 per hour
• Fantastic Tip Potential: $20 to over $100 per tour
• Bonuses based on performance
• Free or discounted tours for you and close family/friends all over the country
• Flexible scheduling that fits your lifestyle

About Tourismo & US Ghost Adventures

Tourismo and Urban Wine Walks specialize in entertaining, authentic, and story-driven walking experiences across more than 300 cities nationwide across our brands. We are dedicated to delivering high-quality local storytelling, immersive tastings, and memorable experiences filled with great flavors, culture, and fun.