Private Group Experiences

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.

Reserve our entire luxury trolley for your special celebration!

Gather 20 guests and hop aboard our new white El Toro Trolley and embark on an exclusive and unforgettable wine-tasting adventure through the rolling landscapes of the south Santa Clara County wine country. Your private, inclusive tour starts and ends in charming downtown Morgan Hill and offers a delightful blend of scenic beauty, exceptional wines, and three charming wineries.

After booking with a 50% deposit, you have the option to customize your experience with options (start time, winery stops) and upgrades (home pickup, lunch alternatives).

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!