Step inside The Winston’s Club, and you might think you’ve wandered into a stylized jazz record, wrapped in walnut and leather. This newly opened club in San Juan is the brainchild of Rick J. Collins—“the Guv’nor”—and Debbie Burwell, conjuring a new concept as effortlessly cool as it is meticulously curated. Picture California’s answer to Rick’s Café from Casablanca, the kind of cinematic noir panache that makes you half expect Bogart to lean in with a matchstick and a line.
Their vision? A vibrant, smoke-controlled sanctuary—a gorgeous full bar, TV’s abound for great sports coverage, cutting-edge air filtration, an event center, and a serene VIP smoker’s room built for social connection, not cloud cover. A clubhouse for the cigar-curious and connoisseur alike. The walk-in humidor is wall-to-wall craft cigars with a top-notch wine selection—boutique blends, rare finds, legacy labels, and Winston’s own private-label sticks.
Winston’s is rewriting the script on what a cigar lounge can be—decisively going beyond the “boys’ club.” Women are most welcome—they’re actively embraced as members, hosts, tastemakers, and sports lovers. The space itself reflects this forward-thinking ethos: sleek, open, elegant. Whether you’re lighting your first cigar or adding to a decades-old collection, Winston’s meets you with respect, style, and a perfectly poured drink.
The first wave of members has clearly been drawn to the lifestyle. With daily membership, two tiers of monthly membership, perks that include unlimited lounge access, preferred pricing on cigars, wine, and accessories, invitations to exclusive events. VIP members receive a personalized Winston’s locker—secured cigar storage. Bring a few pals and reserve the VIP room—yes, your own altar of smoke, cocktails, and whispered deals.
The club’s custom cigar, “The Winston’s Cigar,” reads like a passport stamp—hailing from Nicaragua with Jalapa and Estelí fillers, and Habano wrapper (NI). Bold, (5-6), yet balanced, with hints of caramel and nut, a smooth smoke and a great burn. You cannot beat it.
Central to Winston’s mission is a philanthropic philosophy with teeth: The Brotherhood of the Leaf is a nod to a shared ritual and communal spirit. Winston’s isn’t just a place to puff—it’s an immersive lifestyle. The club doubles as a boutique retail experience: artisan cigars, accessories, brown liquors, and specialty wines.
At the heart of it all are The Guv’nor and Debbie—curators of camaraderie, champions of the leaf. An experience as stylish as it is sincere, planting a flag in Southern California’s cigar and sports landscape. For seasoned aficionados and novices alike, sports lovers, and a classy place for our ladies, Winston’s is where every visit feels like an event.
949.214.4611 / TheWinstonsClub.com
27129 Calle Arroyo, Suite 1803, San Juan Capistrano, CA 92675