Private wine country experiences with exquisite lodging, private chefs, chauffeured travel and unique adventures, planned end to end so you just arrive.
Plan My Experience
Chauffeured transport is coordinated through CPUC-licensed partner carriers.
26 years in wine country hospitality
Personal relationships with wineries, chefs & hotels
All transportation by CPUC-licensed carriers
Fully custom itineraries
Anyone can rent you a car. We plan the days people remember: corporate offsites and client celebrations, proposals, bachelorettes, and private gatherings at estates that never appear on a booking site — library tastings with winemakers, cave lunches, a private chef at your villa. Every detail is handled by someone who has spent more than two decades building these relationships.
Dog-Friendly Wine Tours
Bring your dog: pre-confirmed dog-welcoming wineries, patios and pet-ready vehicles.
Zero-Proof Wine Country
Alcohol-removed wines, zero-proof pairings and chef tastings for non-drinkers.
Not everyone drinking? We plan zero-proof pours at every stop.
From a sedan for two to a coach for sixty, all chauffeured by licensed, insured partners.
Up to 3 guests
Up to 6 guests
Up to 14 guests
Up to 40 guests
See all vehicles
How it works
01
1. Tell us about your group
A two-minute questionnaire.
02
2. Receive your custom itinerary
Within 24 hours, built around your tastes.
03
3. Arrive and enjoy
Chauffeur, reservations, dining and timing are all handled.
Charlie Woods · Founder, The Vine Key
Read my story
Charlie is a superb driver with a lot of knowledge and experience! Makes navigating super easy and effortless. We had an amazing time and felt really special.
Savannah H., Denver
Charlie entertained my girls group with style and pizzazz. Chivalry isn’t dead yet! Punctual, informative, and fun. An old school gentlemanly host.
Hayley P., Atlanta
The Vine Key opened our hearts to Sonoma County! We had no idea of the breadth of options available in wineries, topography and culture. Well done. We’ll be BACK!
George M., Dallas
It was tough to find someone into an alcohol-free tour, but it turned out even better than expected. Castello di Amorosa and Clif Family Winery had great non-alc options with all the atmosphere. Who says you gotta do wine country with a hangover?!
Lucy G., Newark
Thank you Charlie and The Vine Key team for bringing our dogs out to play — they will never let us vacation without them again! The Airbnb, the bus, restaurants and wineries were very accommodating. Bravo, sirs!
Kyle O., Irvine
How much does a private wine tour cost?
Do you pick up in San Francisco?
How far ahead should I book?
Is transportation licensed and insured?
