Your Guide to the Top Cigar Events of 2025
2025 is set to be a standout year for cigar events, and we’re here to keep you in the loop.
Across the country, cigar lovers will gather for festivals, socials, and celebrations that showcase the best of cigar culture. Whether you're a seasoned aficionado or just discovering the world of premium cigars, there’s something for everyone.
From large-scale festivals to intimate gatherings, these events highlight craftsmanship, community, and the pure enjoyment of a fine cigar. Here’s a look at some of the biggest national cigar events you’ll want to mark on your calendar.
Chicago Pipe Show
May 1–4, 2025 | Rosemont, IL
The Chicago Pipe Show is a premier gathering for pipe and cigar enthusiasts, featuring artisan exhibitors, rare tobaccos, and hands-on workshops. Guests can even craft their own tobacco pipe and learn to roll a cigar, making it an unforgettable, interactive experience.
Smoke-onos Cigar Festival
May 17, 2025 | Drums, PA
Experience a day of premium cigars, live music, and exclusive deals at this multi-vendor festival. With over 35 brands, a complimentary duffel bag, and access to the Perdomo After-party, it's the perfect event for cigar enthusiasts to connect and celebrate.
Houston Cigar Week
May 20–25, 2025 | Houston, TX
A week-long celebration of premium cigars, live music, and luxury experiences. Houston Cigar Week brings the cigar community together deep in the heart of Texas.
Chicago Cigar Week
July 23-27, 2025 | Chicago, IL
A full week of cigar culture, social events, tastings, and entertainment throughout the Windy City — perfect for urban cigar lovers.
Rocky Mountain Cigar Festival
August 16, 2025 | Broomfield, CO
Set against the beautiful Colorado backdrop, this premier festival brings together top cigar brands, craft beer, spirits, and fellow aficionados for a day of pure enjoyment.
Big Smoke Las Vegas
October 31–November 1, 2025 | Las Vegas, NV
Hosted by Cigar Aficionado, Big Smoke is one of the most legendary cigar events in the world — offering exclusive tastings, master classes, and a luxurious weekend packed with premium cigars and fine spirits.
Tampa Cigar Festival
December 7, 2025 | Tampa, FL
Held in the heart of cigar country, this festival celebrates Tampa’s rich cigar history with boutique brands, live music, and a vibrant, family-friendly atmosphere.
Spotlight: Random Golf Club x Macanudo
Macanudo Golf Events + RGC Mad Scramble Tour 2025
Locations and Dates Vary
Random Golf Club is a movement that celebrates the authentic, shared experiences that make golf unforgettable — a perfect match for Macanudo’s passion for life's simple rituals and meaningful moments both on and off the course.
Their 2025 Mad Scramble Tour is about everyone playing together as one giant team rather than in small groups. Instead of the typical "four-person scramble" where teams compete against each other, all 100+ players work together to post the best team score possible.
It’s super informal, high-energy, and focused on community over competition — making it less about serious golf and more about having fun, meeting people, and celebrating the experience.
Final Thoughts
No matter where you are in the country, there’s a cigar event waiting for you in 2025.
Stay tuned for updates, travel tips, and insider looks at some of these incredible gatherings. It’s going to be a year to remember — and we can’t wait to see you out there enjoying it.