Sarah Silva
Jul 10, 2026
So much fun! Great activity for kids and family fun!
Jocelyn T
Jul 21, 2026
My girlfriends and I had an absolute blast on our private 1.5-hour trolley tour on July 10th! The trolley picked us up from a winery and dropped us off right at our residence, making transport between wineries completely seamless and stress-free. A massive shoutout to the team for making this happen, and a special thank you to our driver, who was fantastic! The company went above and beyond for us in every way. Next time, we’ll definitely be booking for a longer time slot! Can't wait to do it again.
Ronda M
Jul 21, 2026
It was the best experience I’ve ever had the driver Thomas was awesome and treated us like high class. The karaoke was the best thing ever and the tour of the local wineries was great too I Would recommend this to anyone that wants to have some classy fun!
Freddie B
Jul 20, 2026
My wife and I recently took the Morgan Hill Wine Trolley, and it exceeded every expectation we had. From the moment we stepped aboard until the end of the day, everything was exceptionally well organized, relaxing, and simply fun. A huge shout-out to Cynthia and Linda—they were absolutely phenomenal hosts. Their warm hospitality, genuine enthusiasm, and attention to every guest made us feel welcome from start to finish. They created an atmosphere that was friendly, engaging, and full of laughter, making the entire experience feel like spending the day with good friends. Our stops at EllaLilly Cellars, DeRose Winery, and MOHI Wine were all fantastic, each offering its own unique charm and excellent wines. We loved being able to enjoy the tastings without worrying about driving, allowing us to fully appreciate the beautiful scenery and the incredible wines that Morgan Hill has to offer. What impressed us most was how seamlessly everything flowed. The trolley was comfortable, the schedule was perfect, and every detail reflected the passion and care that went into creating this experience. If you’re looking for an amazing date, celebrating a special occasion, entertaining out-of-town guests, or simply wanting to discover the outstanding wineries in Morgan Hill, I cannot recommend the Morgan Hill Wine Trolley highly enough. This was one of the most enjoyable wine experiences we’ve ever had, and we’ll definitely be back for another tour. Thank you, Cynthia and Linda, for making our day so memorable. We can’t wait to ride with you again!
Tanya Jones
Jul 19, 2026
We had a blast on the Morgan Hill Wine Trolley! It was a fabulous way to spend a Friday night. I highly recommend these tours! Excellent service started at checkin and continued throughout the night. The staff is kind, engaging and made for a personable experience. The music was great, and we had so much fun traveling around enjoying 90’s tuned, dancing and visiting a beautiful, local winery! We will definitely be back!
Freddie B
Jul 19, 2026
My wife and I recently took the Morgan Hill Wine Trolley, and it exceeded every expectation we had. From the moment we stepped aboard until the end of the day, everything was exceptionally well organized, relaxing, and simply fun.A huge shout-out to Cynthia and Linda—they were absolutely phenomenal hosts. Their warm hospitality, genuine enthusiasm, and attention to every guest made us feel welcome from start to finish. They created an atmosphere that was friendly, engaging, and full of laughter, making the entire experience feel like spending the day with good friends.Our stops at EllaLilly Cellars, DeRose Winery, and MOHI Wine were all fantastic, each offering its own unique charm and excellent wines. We loved being able to enjoy the tastings without worrying about driving, allowing us to fully appreciate the beautiful scenery and the incredible wines that Morgan Hill has to offer.What impressed us most was how seamlessly everything flowed. The trolley was comfortable, the schedule was perfect, and every detail reflected the passion and care that went into creating this experience.If you’re looking for an amazing date, celebrating a special occasion, entertaining out-of-town guests, or simply wanting to discover the outstanding wineries in Morgan Hill, I cannot recommend the Morgan Hill Wine Trolley highly enough. This was one of the most enjoyable wine experiences we’ve ever had, and we’ll definitely be back for another tour.Thank you, Cynthia and Linda, for making our day so memorable. We can’t wait to ride with you again!
Casey Brown
Jul 19, 2026
Amazing experience! This excursion was well organized and thought out and our”DJ” Was so much fun! 🤩
debbie weiss
Jul 19, 2026
Did the Morgan Hill Wine Trolley yesterday with 9 of my close friends. What an experience. They driver and host did an amazing job Thank you
Cecilia G
Jul 14, 2026
We had such a good time celebrating our lovely friend’s birthday. Everything was so nice since the beginning with the initial welcoming champagne and appetizers all the way to the driver Rudy and the host ( I forgot the name of the young girl) she was super nice too. I loved 2 of the 3 Wineries, I was expecting to go to the one with the LOVE sign but did happen this time, the kareoke is an excellent plus we all enjoyed and sing together. Overall everything was really good.
Kim K.
Jul 12, 2026
The staff is very friendly, knowledgeable and engaging. We did the Farm Tour as an alternative to wine tasting, and had a fantastic experience.
Sarah Silva
Jul 10, 2026
So much fun! Great activity for kids and family fun!
Jocelyn T
Jul 21, 2026
My girlfriends and I had an absolute blast on our private 1.5-hour trolley tour on July 10th! The trolley picked us up from a winery and dropped us off right at our residence, making transport between wineries completely seamless and stress-free. A massive shoutout to the team for making this happen, and a special thank you to our driver, who was fantastic! The company went above and beyond for us in every way. Next time, we’ll definitely be booking for a longer time slot! Can't wait to do it again.
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"
A fresh air farm adventure through the backroads of South County Hop aboard our iconic open-air cable car for a wholesome ride through South County’s hidden gems. We’ll pick you up at the Morgan Hill Train Depot and head out for a relaxed day visiting local farms, meeting friendly animals, and enjoying a hands-on u-pick experience depending on the season. Fresh air, local flavor, and farm-to-fun memories await. Perfect for families, friends, or anyone looking to slow down and enjoy a day in the country.
🎶 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.
Latin Music Nights on the Wine Trolley Turn up the heat on a Friday night -- Latin style. From salsa to reggaeton, bachata to cumbia, the trolley is your dance floor and Morgan Hill wine country is your backdrop. Your night begins with a signature cocktail in Downtown Morgan Hill at Willard Hicks before climbing aboard our trolley for a stylish ride to and from J. Winston Winery. At the winery, sip wine, enjoy a personal charcuterie, and spend the evening dancing and singing along to the biggest Latin hits. Come ready to move, sip, and celebrate the best night of the week.
Throw on your caftan, tease your hair, and join South County’s most fabulous trolley ride! Grab your besties and channel your inner Helen Roper for an evening of laughter, wine, and unforgettable fun. Inspired by the beloved Three’s Company character, this themed trolley experience celebrates bold prints, chunky jewelry, curly wigs, and the carefree spirit of everyone’s favorite landlady. Stanleys, Jacks, Krissy's or Janet's are always welcome too! We’ll kick off the evening in Downtown Morgan Hill with a welcome cocktail at Willard Hicks before boarding the trolley and heading to Besson Family Vineyards for a hosted glass of wine and Regal Beagle mini-sliders. Along the way, expect plenty of 70s and disco favorites, sing-alongs, dancing, and lots of photo opportunities. Whether you’re a longtime fan of Mrs. Roper or just love an excuse to dress outrageously with friends, this is a night out you won’t want to miss! Come ready to move, sip, and celebrate the best night of the week.
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.
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!
Taking Wine Tasting In the Bay Area To A New Level
We get you outside into a vintage cable car 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 an iconic cable car trolley for an exciting, scenic ride through the closest wine country to the south SF Bay Area? We've done all the ...
What better way to go wine tasting in Morgan Hill than to hop on an iconic cable car trolley for an 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 is sit back and rel...
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 sit back and relax 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 the growing restaurant scene.
You'll enjoy an unforgettable day, riding a vintage open-air cable car in beautiful wine country. Our friendly Tour Guide will take care of every detail of your day, sharing insider details about the...
You'll enjoy an unforgettable day, riding a vintage open-air cable car 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 Solis Winery or Miramar 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
July 23, 2026
Ever wondered what it would be like to have an entire wine trolley to yourself? Not a seat. Not a row. The whole trolley — your people, your playlist,...
Read More: What It's Like to Host a Private Wine Trolley Tour in South County Wine Country
August 12, 2025
If you’re searching for a unique wine-tasting experience, a memorable wine trolley tour, or even a fun & easy alternative to the pricey Napa Valley Wi...
Read More: 5 Things to Know Before Your Morgan Hill Wine Trolley Wine-Tasting Tour
July 22, 2024
Who's ready for a road trip? There are so many day trips from San Jose California that make the perfect mini getaway. From exploring award-winning win...
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