Private Group Experience

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Trip Highlights

  • Experience Wine Tasting Just 20-Minutes South of Silicon Valley

  • Ride in Style on a Historic Cable Car Trolley or elegant El Toro Trolley

  • Customize Your Tour Experience

Description

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.

Scenic Experience on a Cable Car Trolley
Scenic Experience on a Cable Car Trolley

Our tour offers a unique and memorable way to explore the beauty of the south Santa Clara County wine country. Travel in style aboard our charming cable car trolley, where you'll enjoy panoramic views of the picturesque vineyards and rolling hillsides that define the region's rustic charm. This vintage-inspired mode of transportation adds an extra touch of elegance and nostalgia to your wine tasting adventure.

Curated Selection of Premium Wines
Curated Selection of Premium Wines

Delight your palate with a carefully curated selection of premium wines from esteemed wineries in Morgan Hill. Our tour highlights the diverse range of varietals that thrive in the region's Mediterranean climate, from bold reds like Cabernet Sauvignon and Zinfandel to crisp whites such as Chardonnay and Sauvignon Blanc. Each tasting offers a unique opportunity to sample the finest wines and discover the distinctive flavors and characteristics that make Morgan Hill wines truly exceptional.

Expert Guided Experience
Expert Guided Experience

Gain insider knowledge and insights into the world of wine in south Santa Clara County from our expert guides. Learn about the rich viticultural heritage of our "Valley of Heart's Delight" and the artistry and craftsmanship behind each bottle. Our knowledgeable guides are passionate about sharing their expertise and ensuring that your wine-tasting experience is both educational and enjoyable. Whether you're a wine aficionado or a newcomer to the world of wine, you'll leave our tour with a deeper appreciation for the complexities and nuances of south County's acclaimed wine culture.

Tour Info

Duration
4 to 8 hours
Group Size
Up to 50
Price starts at
$3,500
Languages
English

Why take this tour?

Reserve the Morgan Hill Wine Trolley (30 passengers) or El Toro Trolley (20 passengers, ADA access) for your exclusive use.  We will work with your schedule and preferences to design a unique wine-tasting experience in the south Santa Clara County wine country.

We can follow the itinerary of our popular weekend wine-tasting tours with stops at three local wineries, or design a custom experience. Private tour stops can include farms, goat yoga, wineries, breweries, restaurants, event venues, hotels, or other locations of interest within the Morgan Hill, San Martin, and Gilroy area.  

If you opt for our El Toro Trolley, our transportation service area for pickups and stops expands to the whole of Santa Clara County including San Jose, Santa Clara, Sunnyvale, Los Gatos and Milpitas.

Included

  • Safe and memorable ride on an open-air cable car trolley

  • Pick up and drop off at locations of your choosing in the Morgan Hill, San Martin and Gilroy area

  • Insider tips and recommendations about local wineries, restaurants, and south County region

  • Complementary water

  • An expert tour guide can be a part of your tour, smoothing out all the tour logistics

Frequently asked questions

Yes, with our new and enclosed El Toro Trolley. We can also arrange group transportation to Morgan Hill or Gilroy to board our iconic cable car trolley.
Yes, our private events start at four hours long -- an optimal time to visit three wineries. We can work with you to design your private tour itinerary that can include wineries, restaurants, breweries, farms or any location of your chosing.

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Human support: (855) 324-3377

More Experiences

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!

EXCLUSIVE for 20: El Toro Trolley Wine Tasting Tour

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).