If you've tasted our family's famed Old Rip Van Winkle bourbons, you know that we wouldn't put our names on anything but the best. Our Tradition collection, which includes a trio of hand-rolled vitolas, reflects the Van Winkle family’s enduring commitment to excellence. The result of a fruitful collaboration between the talented team at Drew Estate in Estelí, Nicaragua, and Pappy & Company, this unique blend was personally chosen by our father Julian Van Winkle. The combination of an oily Ecuadorian Habano Oscuro wrapper, an Indonesian binder, and a blend of aged Dominican and Nicaraguan long-fillers makes for a fragrant, full-bodied smoke with top notes of chocolate, earth, and leather. Undertones of raw cocoa, cashews, and sweet tobacco create balance and complexity . Longer and more robust than both the Toro and Robusto vitolas, Churchill cigars—seven-inches with a ring gauge of forty eight—are as bold as the statesman they were named after. The British Prime Minister famously smoked as many as ten of these beauties a day; not a practice we’d suggest you emulate however much you might be tempted.

Drew Estate

The passion project of two college buddies from New York (Jonathan Drew and Marvin Samel), Drew Estates, based in Esteli, Nicaragua, is the result of decades of hardwork and a commitment to rolling some of the finest cigars you can find. They’re also deeply committed to supporting the people who work for them, creating an inspiring art-filled workspace and providing both healthcare and reliable transportation.