Jingle & Mingle Wine Tasting Tour
Scenic Experience on a Cable Car Trolley
Our tour offers a unique and iconic way to explore the beauty of the south Santa Clara County wine country. You'll 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.
Curated Tastings of Premium Wines
Enjoy amazing wines from top-notch wineries right here in the south Santa Clara Valley! On our tour, you'll enjoy up to five tastings of estate-grown and vinted wines that love our warm Mediterranean-like weather. From rich, bold reds like Grenache Noir and Cabernet Sauvignon to refreshing whites like Pinot Grigio and Sauvignon Blanc, there's something for everyone. Each tasting is like a little adventure, where you can explore different flavors and learn what makes our south County wines so special.
Expert Guided Experience
Gain insider knowledge and insights into the world of wine in south Santa Clara County from our expert tour guide. Learn about the entrepreneurial spirit or the viticultural heritage of our "Valley of Heart's Delight" that predates Napa and Silicon Valley. Whether you're a wine aficionado, a wine rookie, or just want to experience a lovely afternoon with friends, you'll leave our tour with a deeper appreciation for the beautiful wine country closest to the south San Francisco Bay.
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Why book with us?
- Proudly locally and women owned
- Upbeat music and good energy
- Informative and entertaining tour guides
More Experiences
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"
Karaoke Trolley Nights (21+)
🎶 The Only Rolling Karaoke Party in South County 🎤 Looking for a night out that’s different from the usual bar scene? Karaoke Trolley Night is a 21+ karaoke experience where the party happens on board! Hop on our luxe El Toro Trolley for a 90-minute rolling karaoke party through South Santa Clara County. Sing your favorite songs, enjoy the ride, and let loose while we cruise scenic backroads with music, lights, and a microphone always ready. This tour is planned every other Thursday night. NOTE: This is a public event. To reserve the entire El Toro Trolley for a private karaoke event, reach out to us at cheers@mhwinetrolley.com.
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!
Family Holiday Lights El Toro Trolley Tour
Partnering with Morgan Hill Parks & Recreation, we bring you a festive family tour of Morgan Hill's holiday lights on our newest and fully enclosed El Toro Trolley! Each tour begins at the Train Depot. You will enjoy a 45 to 50-minute tour of Morgan Hill homes decorated for the holidays, including participants of Holiday Lights Morgan Hill. El Toro Trolley is a fully enclosed white trolley that provides protection from the elements while still offering beautiful views of holiday lights. It does have an ADA wheelchair lift to assist guests who use a wheelchair or can not climb stairs. It's an unforgettable holiday experience! 🎟️ To give as many families as possible a seat this season, we limit bookings to six tickets per order. ❓Inquire at cheers@mhwinetrolley.com to reserve a private trolley tour for groups of up to 20 or 30.