Cheers to Mom Wine Tasting Tour (May 9)
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.
Earth, Wind & Fire Wine Tasting Tour (September 20)
**SOLD OUT** The 20th Day of September Get ready to groove—this ride brings the funk and the ultimate Earth, Wind & Fire playlist! 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 Earth, Wind & Fire Wine Tasting Tour starts and ends in charming downtown Morgan Hill and offers a delightful blend of scenic beauty, exceptional wines, and wine tasting at three charming wineries.
Vino y Recuerdos: A Dia De Los Muertos Wine Tour (November 1)
One Day Only -- November 1st Raise a glass to life, love, and those we remember. Step aboard the Morgan Hill Wine Trolley for a vibrant Dia De Los Muertos celebration on wheels. On November 1, we’ll sip our way through three local wineries, surrounded by lively music, colorful decor, and the warmth of honoring loved ones. Dress in your finest calavera face paint or festive florals and join us for a toast to life and memories — Latin pride and wine country charm in one unforgettable afternoon.
2026 Halloween Haunt Trolley Tour
Partnering with Morgan Hill Parks & Recreation, we bring you a spooky family experience on an iconic cable car trolley! Enjoy a 20-minute tour of Morgan Hill homes decorated for Halloween as part of Morgan Hill Haunt. It's a fun family Halloween tradition!