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

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.

• 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: $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

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.