The Winston’s Club

Simply The Best

In 2005, Rick Collins (The Guv’nor), an admirer of fine cigars and single malts, began considering the idea of opening a cigar lounge and bar. Nearly twenty years later in 2023, Rick traveled to his home city, London UK, to visit the 10 best cigar lounges. He returned with two key ideas. The first is that there is no reason that a cigar lounge and bar cannot have the most amazing client services. The second is that cigar lounges were all stuck in the past — dark interiors, brown furniture and the obligatory Scarface & Clint Eastwood artwork.

Fast forward to June 2025, when Rick and his partner Deb proudly opened Winston’s Cigar Lounge and Sports Bar in San Juan Capistrano. Winston’s offers an elevated experience for cigar afficionados, as well as enjoyers of fine whiskey’s, bourbons, and amazing craft cocktails. Complete with a Wine Club, cigar events, whiskey/tequila tastings, weekend music and enough TVs to show every game, Winston’s expects to become a beloved destination here in South OC.

Winston’s luxurious bar is smoke-free for those who do not partake in cigars. It has the look and feel of a 5-Star Hotel lounge. A large cigar humidor and wine retail center will cater to locals who need to add to their collections with well-priced selections. A large VIP room is available for special events and parties, and a cigar room complete with lockers and creature comforts is dedicated for our VIP member smokers.

Rick and Deb have the passion and drive to ensure Winston’s success for years to come. Winston’s is located in San Juan Capistrano, off the 5 freeway at Ortega Highway (Route 74) near 24 Hour Fitness. Cigar lovers rejoice. Drop by Winston’s and learn how you can become a member of their beautiful new club.

The Winston’s Club
27129 Calle Arroyo #1803
San Juan Capistrano
(949) 503-2469 | TheWinstonsClub.com