Entry No. 29 — the Monterey file — filed under: cigar lounge

Hellam's Tobacco & Wine Shop

Hellam's Tobacco & Wine Shop — the oldest business in Monterey — sold its first cigar in 1893 and has been run by only two families since. It now tucks a wine bar behind the retail counter alongside its cigars. Address: 423 Alvarado St.

The move: Pick out cigars from the walk-in humidor together, then settle into the lounge chairs with a glass of wine for a slow, unhurried hour — owner Wyatt Miller has described it as "the perfect pause in a day."

• 📍 Old Monterey (Alvarado St)
• 💸 $$
• ⚡ Up for anything
• 🌗 Indoors

Where: 423 Alvarado St, Monterey, CA 93940

Hours: Added 2026-07-20 — confirm current hours before you go.

Plan a visit & invite your people →

Further reading: montereycountynow.com · sfgate.com

last checked: 2026-07-20