Ever wondered what it would be like to have an entire wine trolley to yourself? Not a seat. Not a row. The whole trolley — your people, your playlist, your day.
A tour we think you'll love

Private Group Experience
How Does a Private Trolley Tour Experience Work?
When you reserve privately, the experience is entirely yours — your guests, your route, and your soundtrack for a relaxed 5-hour journey through South County wine country. The day kicks off with a champagne welcome and light appetizers, then rolls into a curated tour with music, laughter, and usually singing & dancing between stops.
Private events are ideal for birthdays, corporate team outings, bachelorette parties, anniversaries, client appreciation days, and celebrations of all kinds.
Which Trolley Is Right for Your Group?
Choose the trolley that fits — or book both:
- The Morgan Hill Wine Trolley — our iconic open-air cable car, perfect for sunny afternoons and that classic "wave at everyone downtown" energy. Seats up to 30 guests.
- The White El Toro Trolley — enclosed and elegant, ideal for evenings, cooler months, or a more polished setting. Seats up to 20 guests.
Bigger celebration? Reserve both trolleys together, and we can add black limo buses or vans as needed — so no one gets left off the guest list.
On a budget? Consider our shorter 90-minute Karaoke Trolley experience hosted on our El Toro Trolley.
What's Included?
Every private, all-inclusive signature tour comes with:
- Exclusive use of your chosen trolley
- A 5-hour hosted experience through South County wine country
- Champagne welcome with light appetizers in downtown Morgan Hill
- Music on board — curated playlist or pick your own Karaoke
- Tastings at three local winery partners
- Catered box lunch, plus water and snacks
Can We Customize the Itinerary?
Absolutely. Wine tasting is the heart of the day, but it doesn't have to be the whole day. Your itinerary can include non-winery stops too — think local farm experiences, hard cider tastings, breweries, goat yoga, games, and more. Browse the full list of customizable stops and activities for inspiration.
Popular add-ons include:
- Office or residential pickup and drop-off
- Customized food options
- Non-alcoholic options for the non-drinkers in your group
Do You Coordinate with the Tour Stops?
Yes — and this is where an event with us really shines. We partner directly with nearly 20 local wineries throughout South County as well as farms, businesses, and restaurants, so every stop is arranged in advance. Your group is expected, often hosted by the winemakers themselves, your tastings are ready, and no one has to worry about reservations, logistics, or who's driving.
We'll build a route around your group's preferences and handle everything behind the scenes. You just show up and enjoy.
What Does a Private Trolley Event Cost?
Pricing depends on which trolley you choose, your date, and your add-ons. We put together a detailed quote for your specific event so you know exactly what's included — no surprises. Reach out, and we'll send a full price list and check availability for your preferred date.
How Do I Book?
- Click here and tell us about your event vision or Karaoke Trolley party
- We confirm availability and answer any questions
- A 50% deposit holds your date
We can't wait to help you plan a great day on the trolley! 🍷
