Brittny Ponce
Sep 27, 2026
Such a fun wine tasting experience! Definitely recommended coming with your group to enjoy a Saturday!
Jackie
Oct 26, 2026
What a magical night with my beautiful friends! 🖤🧙♀️✨ Witchy vibes, wine cider, moonlight under the stars, and a fun trolley ride made it a night to remember! 🚎🍎🌙🍷
Inspire47992820207
Oct 26, 2026
Great experience! Didn't really have any expectations, in it for the experience and did not disappoint! Lots of energy from beginning to end! Loved the drive back and the interactions with ladies on trolley to patrons on the street catching on to same vibe! To be repeated.
Cherisse W
Oct 25, 2026
Practical Magic Wine Trolley night was once again epic ! I invited 10 of my friends for a witchy, margarita, singing kind of evening! The owners and staff of the Morgan Hill Wine Trolley are always the best! Can’t wait for the next one !
Beckie Turner
Oct 18, 2026
Wow!! What an amazing time. Everything was so great. Isa was such a fun host. Bernice drove us around. The wineries were great. The trolley had such a great vibe. Everything was perfect.
Stefanie Poland
Oct 18, 2026
Morgan Hill wine trolley is the premier experience to enjoy group event. Our group did a wine/pub all day tour complete with lunch and charcuterie. It was all top notch and professional. The trolley is pristine and energetic. Highly recommend for your group!!!
Mark Preader
Oct 11, 2026
An amazing time with amazing staff. I HIGHLY recommend this rolling PARTY to all who enjoy wine and good times!
Renee g
Oct 6, 2026
Julia and Thomas were the best! The tour, trolly, and guests were such a blast! I would definitely go again. Highly recommend!
Heather Rottenborn
Oct 4, 2026
Fantastic hosts and driver. So much fun and value. Highly recommend.
Corina J
Sep 30, 2026
The wine trolley was awesome! I had a great time , and it was a great experience. The price was worth it. The amount of time for the whole experience was perfect. I met some cool people also and trip was great time everybody were nice and it was a relaxing enjoyable adventure ! The lunch was delicious, I had the turkey and bacon croissant , with macaroni salad and a Madeline cookie. The wineries we went to I really enjoyed them all, Gene was awesome and I’m so sorry I forgot the young ladies name who was the host on the trolley, but she was amazing as well! I will definitely do this again.:)
Brittny Ponce
Sep 27, 2026
Such a fun wine tasting experience! Definitely recommended coming with your group to enjoy a Saturday!
Jackie
Oct 26, 2026
What a magical night with my beautiful friends! 🖤🧙♀️✨ Witchy vibes, wine cider, moonlight under the stars, and a fun trolley ride made it a night to remember! 🚎🍎🌙🍷
Just a short drive south of San Jose, hop on the Morgan Hill Wine Trolley for an unforgettable and iconic wine-tasting experience in the heart of the south Santa Clara County wine country!
Choose a weekend afternoon wine country tour or customize a private event to celebrate a special milestone on a motorized San Francisco cable car trolley. Our Wine Trolley tours begin every Saturday and Sunday afternoon with a champagne reception light bites in charming downtown Morgan Hill. We’ll safely drive you by cable car to three carefully selected local wineries before returning to Morgan Hill where you can enjoy a meal at one of Morgan Hill’s up-and-coming restaurants.
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"
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"
🎶 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.
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.
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.
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!
🎟️ TICKETS GO ON SALE ON NOVEMBER 2, 2026 🎟️
Partnering with Morgan Hill Parks & Recreation, we bring you a festive family experience on an iconic, open air cable car trolley! Enjoy a 45 to 50 minute tour of Morgan Hill homes decorated for the holidays, including participants of Holiday Lights Morgan Hill. It's an unforgettable holiday experience!
🎄🚋 2026 tours will run from December 11 to December 23, 2026
- Family Lights Cable Car tours will start at 5:30pm & 6:30pm.
- Sing-along family holiday lights tour will operate on El Toro Trolley and start at 6:00pm & 7:00pm.
- 21+ holiday lights tours will operate on the Morgan Hill Wine Trolley at 7:30pm and El Toro Karaoke Trolley at 8:00pm.
Inquire at cheers@mhwinetrolley.com about reserving a private trolley tour. It's an unforgettable holiday experience!
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!
Taking Wine Tasting In the Bay Area To A New Level
We get you outside into a vintage cable car trolley or our elegant El Toro Trolley for a ride of a lifetime as you sit back and relax on our wine-tasting tour. You'll enjoy a day unlike anything you'll experience on your own, discovering family-owned vineyards and award-winning wines while enjoying an unforgettable view of the Santa Clara Valley wine country.
What better way to go wine tasting in Morgan Hill than to hop on a trolley for an upbeat, exciting, scenic ride through the closest wine country to the south SF Bay Area? We've done all the work ...
What better way to go wine tasting in Morgan Hill than to hop on a trolley for an upbeat, exciting, scenic ride through the closest wine country to the south SF Bay Area? We've done all the work to plan your afternoon so you can enjoy stunning views, sip on award-winning wines, and explore little-known gorgeous wineries.
No need to pick a designated driver for your wine-tasting day trip, you can trust our professional guides to get you safely to and from our beautiful wineries. All you have to do...
No need to pick a designated driver for your wine-tasting day trip, you can trust our professional guides to get you safely to and from our beautiful wineries. All you have to do is enjoy the high-energy music and enjoy the day as you roll past stunning scenery along the Santa Cruz Mountains. You'll have the opportunity to visit three exceptional wineries and after the tour, we'll return you to downtown Morgan Hill to explore one of our restaurants or bars.
You'll enjoy an unforgettable day, riding a vintage open-air cable car or our comfortable El Toro Trolley in beautiful wine country. Our friendly Tour Guide will take care of every det...
You'll enjoy an unforgettable day, riding a vintage open-air cable car or our comfortable El Toro Trolley in beautiful wine country. Our friendly Tour Guide will take care of every detail of your day, sharing insider details about the heritage of the area, entrepreneurial winemakers, and their exquisite wines. It's an experience that can't be duplicated with any other tour operator in the south SF Bay Area.
Morgan Hill is the wine country's hidden gem located in South Santa Clara County just 10 miles away from San Jose, which makes it a great location for those looking for a quiet weekend getaway sipping on delectable wine. With the view of the Santa Cruz Mountains to the east and Diablo Mountains to the west, each winery provides a visual and delicious experience.
Wineries open their tasting rooms and estates for wine tasting, picnics, and live music performances for an exciting variety of experiences throughout the year. On the Morgan Hill Wine Trolley, you will visit wineries like Cottage Creek Vineyards or Besson Family Vineyards and enjoy their stunning views of the surrounding countryside. Set your sites on a day trip to Morgan Hill, a captivating getaway to the closest wine country to Silicon Valley and south San Francisco Bay Area.
Most frequent questions and answers
Our wine tasting tours often involve boarding a cable car trolley, walking through wineries, and visiting tasting rooms so it's best to wear comfortable and casual clothing for the season. Opt for layers, as temperatures in south Santa Clara County wine country can vary throughout the day. Comfortable shoes are a must, as you may be walking on uneven terrain (stilettos and high heels are not recommended).
Not at all! Our wine-tasting tours cater to all levels of wine enthusiasts, from beginners to connoisseurs. Our guides are knowledgeable and happy to share information about the wines you'll be tasting and the winemaking process, ensuring it is a fun and educational experience for everyone.
All public wine-tasting tour guests must be 21 years or older. Non-drinkers are welcome to join the fun, and can select our Zero-Proof ticket and we will provide non-alcoholic options for them so they don't miss a toast. Our private events can be tailored to accommodate guests under the age of 21 if alcohol will not be consumed on the tour.
Our weekend wine-tasting tour packages are $149 per person and include a champagne welcome reception with light appetizers, a catered box lunch at the second winery, the tasting fees for all three wineries that we visit, an unforgettable ride on an iconic cable car trolley, and expert insights from our friendly tour guide. Our private wine tasting tours are customized to meet your personal needs, please reach out to discuss your dream event so we can provide a personalized estimate.
Each weekend wine-tasting tour will have a different curated collection of three wineries. We've partnered with nearly 20 local wineries in Morgan Hill, San Martin, and Gilroy to be a stop on the Morgan Hill Wine Trolley. We are lucky to have a rich selection of unique wineries, each with varied opening times and days. Additionally, we may make adjustments the week of the tour if there will be high heat or rain forecasted to only include wineries with tasting rooms that would be the most comfortable for our guests.
Yes, you are welcome to bring personal food on the trolley for private events and weekend wine-tasting tours. This is especially true if you have dietary restrictions. The weekend wine tasting tours include a light appetizer at the welcome reception, a catered box lunch at the second winery, and pre-packaged snacks on the trolley as part of your tour experience.
Yes, we do. Click on the red "Book Now" button at the top of the page to purchase a gift card.
For the comfort and safety of all guests, pets are not permitted on our tours. Trained ADA service animals are welcome, in accordance with the Americans with Disabilities Act.
Our vintage open-air cable car, the Morgan Hill Wine Trolley, is not wheelchair accessible due to its historic design. However, our El Toro Trolley is ADA-accessible and may be available for private tours or special events. We welcome guests of all abilities—including those with mobility, vision, hearing, or other accessibility needs—and encourage you to contact us in advance so we can review options and make your experience as smooth as possible.
Yes. Guests can join the tour with our Zero-Proof Ticket and enjoy the same fun, social experience—just without alcohol. This option can be made when you purchase your ticket (or adjusted before the tour) and includes a sparkling zero-proof welcome beverage plus three additional selected non-alcoholic, single-serve beverages to enjoy throughout the tour, provided in a reusable souvenir tote. Zero-proof beverages can be enjoyed alongside wine tastings at the wineries, so you can fully participate with your group. No explanation is required, and the Zero-Proof Ticket is priced the same as our wine-tasting ticket to ensure an equally celebratory experience.
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