
Team Building
Corporate Team Building and Offsites in Santa Clara County Wine Country
Weekend public tour tickets are $149 per person, whether you're a group of four or twenty, or book a whole trolley privately for a milestone year. Our signature wine-tasting tours run 4 to 5 hours and start and end in downtown Morgan Hill, about 10 miles south of San Jose. Public wine tours are 21+, and Zero-Proof tickets provide NA options and cost the same so nobody sits out the toast. For something shorter and louder, the 90-minute Karaoke Trolley books privately from $599 and can provide door-to-door service.
QUICK FACTS
- Price: From $149 per person on weekend tours. Weekday private trolley tour starts at $3,500. Private karaoke starts at $599.
- Group size: Up to 30 on the open-air cable car Morgan Hill Wine Trolley, up to 20 in the white, enclosed El Toro Trolley. Our El Toro Trolley is ADA-accessible and is equipped with a pro Karaoke setup.
- Duration: 4 to 5 hours for wine tours, 90 minutes for karaoke.
- Starts and ends: Downtown Morgan Hill, about 10 miles from San Jose. Upgrade available for door-to-door service in Silicon Valley.
- Included: Champagne reception with light bites, catered box lunch at the second winery, tasting fees at all three wineries, host and driver.
- Age: Public wine tours are 21+. Private tours can be arranged for under-21 guests when no alcohol is served.
- Good to know: Choose a private experience to design your day, upscale the food, and request door-to-door service. We operate private charters seven days a week, and there is flexible availability Monday through Friday. Saturday dates book up two to three months in advance; plan ahead for special dates.

Tours

Private Group Experience
Celebrate special milestones with friends, family or work colleagues on board our iconic, open-air cable car trolley (capacity 30) or luxury, fully enclosed El Toro Trolley (capacity 20). Opt for our signature wine-tasting experience or customize your private adventure through south Santa Clara County.

Private Karaoke Trolley Party
Turn the trolley into your own private karaoke party. 🎤 Our Private Karaoke Trolley experience is a fun, high-energy ride through South County with music, lights, microphones, and plenty of chances to sing along with your group. Whether you’re celebrating a birthday, planning a bachelorette, hosting a team outing, or throwing a kids party, this experience is all about having fun without worrying about the details. We’ll pick up at your home or chosen location in Morgan Hill, San Martin, or Gilroy, then cruise scenic routes while your group sings, laughs, and enjoys the ride. You control the vibe — from throwback sing-alongs to full concert-level performances. This is a private experience, so your group gets the whole trolley. Shorter daytime rides for kids parties and family groups are available. Additional time, stops, or custom itineraries can be added with a personalized quote. Request a quote to check availability and reserve your date!

Classic Cable Car Weekend Wine Tasting Tour
Hop aboard our iconic cable car trolley and embark on a unique and unforgettable wine-tasting adventure through the rolling landscapes of the south Santa Clara County wine country. Our signature wine-tasting tour starts and ends in charming downtown Morgan Hill and offers a delightful blend of scenic beauty, exceptional wines, and three charming wineries. ✨ This is the same experience as our El Toro Trolley Wine Tasting Tour; the only thing different is the Trolley. To see all tour availability, click Book Now and sort by the top tab "Shop by Date"

El Toro Trolley Weekend Wine Tasting Tour
Purchase individual tickets to hop aboard our new white El Toro Trolley and embark on an unforgettable wine-tasting adventure through the rolling landscapes of the south Santa Clara County wine country. Your chic, inclusive tour starts and ends in charming downtown Morgan Hill and offers a delightful blend of scenic beauty, exceptional wines, and three charming wineries. ✨ This is the same experience as our Classic Cable Car Weekend Wine Tour; the only thing different is the Trolley. To see all tour availability, click Book Now and sort by the top tab "Shop by Date"

We Plan It. Nobody on Your Team Has To.
Somebody always ends up planning the offsite, and it's never actually their job. Hand it over. We build the route, book the wineries, time the stops, sort the food, and put a host on board to keep the whole group moving without a single reply-all. Private bookings run 4 to 8 hours and start and end...

Built Around Your Team, Not the Other Way Around.
Private bookings start at $3,500 and hold up to 30 on the vintage open-air cable car or 20 in the enclosed El Toro Trolley. Pick the wineries, the route, the start time, the meal. Want it shorter? A Private Karaoke Trolley Party runs 90 minutes from $599. Want it alcohol-free? Customize your stops a...

Everyone's Included. Nobody's Driving.
Nobody draws the short straw and nobody sits out. A professional driver handles every road between wineries, so your whole team is on the tour instead of one person watching it happen. Zero-Proof tickets cost the same as wine tickets, so people who don't drink take part rather than get accommodated....
Ready to plan your team trolley adventure?
Grab the date before someone else does. Book individual seats on a weekend tour from $149, or claim the whole trolley for a bespoke team experience or celebration. Questions about group size, customized activities, or food options? Request a Quote above, call (855) 324-3377 or email cheers@mhwinetrolley.com.