Sunlit vineyard hills in Napa and Sonoma wine country

Napa & Sonoma, Curated by a 26‑Year Insider

Private wine country experiences with appointment-only estates, private chefs, and chauffeured travel, 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

Not a limo company. Your inside connection to wine country.

Anyone can rent you a car. We open doors: library tastings with winemakers, cave lunches, a private chef at your villa, and the small estates that never appear on a booking site. Every detail is handled by someone who has spent more than two decades building these relationships.

Experiences

Private estate setting

Private Chef & Wine Pairing

A seasonal table composed around the wines you love.

Estate gathering space

Corporate Offsites

Focused days that reward your team with room to think.

Vineyard celebration

Celebrations & Bachelorettes

Joyful, polished days built for the people you love.

Sunlit vineyard rows at golden hour

Proposals & Anniversaries

A romantic setting, perfectly timed and quietly unforgettable.

Wine country detail

Multi-Day Retreats

Several days, several regions, all paced around your group.

Vineyard rows

Collector & Library Access

Rare bottles, quiet access, and provenance worth discussing.

Open vineyard path for a dog-friendly wine country outing

Dog-Friendly Wine Tours

Bring your dog: pre-confirmed dog-welcoming wineries, patios and pet-ready vehicles.

Citrus zero-proof drink served at a tasting table

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.

Choose your ride

From a sedan for two to a coach for sixty, all chauffeured by licensed, insured partners.

Black luxury sedan parked beside a wine country vineyard

Luxury Sedan

Up to 3 guests

Black luxury SUV parked at a winery entrance

Luxury SUV

Up to 6 guests

Founder standing beside a black Mercedes Sprinter van in wine country

CEO Sprinter

Up to 8 guests

Black Mercedes Sprinter limo van on a vineyard road

Limo Sprinter

Up to 10 guests

Black executive passenger van on a vineyard road

Executive Van

Up to 13 guests

Leather captain’s chairs inside a luxury Sprinter van

Executive Sprinter

Up to 14 guests

Black luxury coach bus parked at a wine country estate

Mini Coach

Up to 18 guests

Black executive shuttle van on a wine country road

Executive Shuttle

Up to 27 guests

Black luxury coach parked outside a Mediterranean-style winery estate

Executive Coach

Up to 37 guests

Black luxury motorcoach parked in wine country with hills behind

Motorcoach

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 Portello, founder of The Vine Key, beside a black Mercedes Sprinter in wine country

I’ve spent 26 years hosting guests in Napa and Sonoma. I know which winemaker will pour from the library, which chef will cook in your rental, and which road to avoid at 4pm.

I’ve spent 26 years hosting guests in Napa and Sonoma. I know which winemaker will pour from the library, which chef will cook in your rental, and which road to avoid at 4pm.

For more than two decades I have driven, hosted and planned days across Napa and Sonoma, for first-time visitors and serious collectors alike. I started The Vine Key so every guest gets what my regulars get: the right doors opened, a day paced so the last stop is as good as the first, and often me behind the wheel.

For more than two decades I have driven, hosted and planned days across Napa and Sonoma, for first-time visitors and serious collectors alike. I started The Vine Key so every guest gets what my regulars get: the right doors opened, a day paced so the last stop is as good as the first, and often me behind the wheel.

Charlie Portello · Founder, The Vine Key

Read my story

What our guests say

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

Frequently asked questions

Frequently asked questions

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?

Let’s plan your wine country experience.

Let’s plan your wine country experience.

Start Planning

THE VINE KEY

Serving Napa Valley, Sonoma County & San Francisco

Transportation provided by CPUC-licensed charter-party carriers. CA Seller of Travel Reg. # [pending]

© 2026 The Vine Key

THE VINE KEY

Serving Napa Valley, Sonoma County & San Francisco

Transportation provided by CPUC-licensed charter-party carriers. CA Seller of Travel Reg. # [pending]

© 2026 The Vine Key