Wine and beer are one of life's simple pleasures. We’re Tommy and John, partners in spreading the love for the Santa Cruz Mountains and Santa Clara Valley wineries and breweries. We create a memorable and everlasting wine and brew tour experience to some of the most spectacular places that we know of. We offer the finest wine and beer tasting experience in San Jose, San Francisco, and the entire Bay Area! We are here to help you discover some of the more off the beaten track wineries and breweries you may not even know existed so close to home! You don't need to go all the way to Napa to find them!

We’ve built our reputation in providing classy and highly enjoyable days for various groups - and that's the reason we are racking up 5-star reviews on




Most limo wine and beer tours will just drop you off at a location without providing anything extra. Unlike these limo tours, we make sure you and your group are well taken care of. We want to create memorable and everlasting experiences to these spectacular California wineries and breweries. We’ll take you off the beaten track to the lesser known gems here in Silicon Valley near San Jose, Los Gatos, Saratoga, Cupertino, The Santa Cruz Mountains, Gilroy, San Martin and Morgan Hill. You don’t need to go all the way to Napa for fantastic wine and beer. We make it fun and convenient for you…and we provide you with a nice picnic boxed lunch too!

Are you looking for a fun day of wine tasting with all of the details taken care of?

In need of a fabulous day out with your team to relax and get to know each other?

Are you looking for a bachelorette party with class, style, and stunning scenery?

Or how about a birthday outing to remember?


Tommy John’s Wine Tours will take you on an adventure out of the city and through many of the generally lesser known, off the beaten path, but truly fantastic Northern California wineries in the Santa Cruz Mountain and Morgan Hill and Gilroy countryside.

  • In need of a day out but don’t want the hassle of organizing it yourself?
  • Want to discover amazing California wineries without the worry of driving?
  • Looking for a fun day out to impress your clients?
  • Need some help organizing a successful team builder that everyone will love?
  • You’ve come to the right place!

What’s the DIFFERENCE with a Tommy John’s Wine Tour?

Our Tours are all-inclusive and includes:

  • Round trip transportation in one of our passenger vans or buses
  • All tasting fees covered at all stops
  • Enjoy a picnic boxed lunch with a delicious sandwich from a local deli
  • Enjoy charcuterie style snacks during your tasting stops
  • Gratuities for wine and beer tenders already included
  • Water on the bus for consistent hydration throughout the day
  • Your own designated table and space while tasting
  • Special member’s discount on any wine purchases
  • A knowledgeable driver that will also be your tour guide



Some of the world’s biggest companies like Apple, Google and Facebook have trusted us with their events, and you should too. Your employees and colleagues will feel appreciated and sophisticated. You’ll make a good impression for your company with having planned such a memorable event.


Planning a bachelor or bachelorette party? What about a birthday party? Our tours are perfect for special occasions for those friends and family members looking for a memorable experience.


Thinking about taking a last-minute weekend trip with your friends? Our tours are super easy and convenient to do. Your travel time will be minimal so you can focus the entire day on having a blast with your friends!


  • Tour price does not include 20% gratuity for your driver and your guide
  • Unless you reserve all seats in our bus, other individuals may also be on your Tommy John's tour
  • We also offer individual home, hotel, or office drop off on a private tour for a small fee
  • All participants must be age 21 and over with valid ID
  • The activity runs regardless of weather conditions, rain or shine
  • Please inform us of any dietary needs
  • Please be courteous to other passengers by arriving on time for all tour departures




All Tasting Fees included
Gratuity for beer and wine tender included
Small snacks included
A knowledgeable driver and tour guide
VIP experience at the wineries because of our relationship with wineries
Your own designated space or table to taste at the wineries
Picnic boxed lunch with sandwich included from a local deli
We hand pick the wineries based on your preferences
Use our member discount on wines


We can offer transportation and shuttling at all hours, normally with 24 to 48 hours of notice. However, depending on schedule, we might be able to accommodate on shorter notice. Our tours usually run Monday through Sunday and start at about 10 AM to 5 PM.

We run our tours every day, year round, rain or shine. Just be sure to contact us ahead of time to book. We suggest you contact us as soon as you know which day you'd like to book since our tours often sell out very fast. Last minute reservations could work, so don't hesitate to try. There are no tours Thanksgiving Day, Christmas Day, or New Year’s Day.

We usually meet or pick up our groups around 10 AM but our wine tours generally start at about 11 AM. For groups, we can customize the times and offerings on most of our tours.

We can often offer special pricing on certain days/tours. We have group discounts available (certain holidays excluded) on most of our tours. Please follow us on Facebook, Instagram, or join our mailing list for special promotions that we run.

There are no tasting fees at any of the stops, as we have already covered the tasting fees in our all-inclusive ticket price. Beyond the samples we cover for you, please feel free to support our local businesses by purchasing some additional wine or taking merchandise home with you. Many items found along the way cannot be purchased elsewhere, and we have coolers on the buses for cold storage!

Definitely! Private tours are always welcomed and can be arranged directly via email or telephone.

The minimum number that we take is two guests and our maximum is 1000 guests! If you are a group of 15 or more then please contact the office for a quote.

Absolutely, we have many different options available for our corporate groups. We also offer great team building packages as well.

Your ticket price includes all food, wine and guided tour. It does not include tour guide gratuity.

For the Join In Public Tour, we meet in Los Gatos at a parking lot with lots of parking. For private tours, we can pick you up just about anywhere in the South Bay area, including your home or hotel.

Since you have provided us with a contact number, we will try to call you at least a few minutes before we leave. Because we are dealing with so many different businesses and moving parts, though, we simply cannot leave any later than the departure time listed for each tour. Therefore, we strongly suggest that you arrive 15 minutes prior to departure.

No. We do not allow guests to meet us partway through our tours. It wouldn’t be fair to you or to other guests, as we pride ourselves and the full experience we provide.

There no open alcohol containers allowed on the bus. If you decide to open an alcoholic beverage, you will be asked to leave the tour. We do have warm and cold storage available on the bus for any purchases for later consumption that you make along the tour.

If you need to cancel your reservation, we will offer a refund within 72 hours notice or more, minus a 20% processing fee. There are absolutely no refunds available less than 72 hours prior to tour time.

Please speak with one of our booking agents if you have any dietary restrictions. On some of our tours, we can typically accommodate vegetarian and/or gluten free (additional costs may apply). Otherwise menus are preset; we cannot do substitutions. There will be a variety of food and usually something to suit everyone. We do have custom menu tours. Please contact the office for more details. Please note that we cannot guarantee the premises are free of your allergens. Please check with the restaurant/winery/brewery staff if you have any concerns.

Please let your booking agent know if have any special medical needs, including wheelchairs or walkers.

No one under the age of 21 is allowed on our tours. You may want to consider this your special adult time away. We are happy to recommend wonderful child care that can come to your hotel/residence.

We have partner hotels that we recommend that offer our booked guests a discount. Please call or email us for details.

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