Sips & Stogies Trolley Tour
Description
Celebrate Father’s Day weekend with your favorite gentleman with a bold and breezy escape aboard the Morgan Hill Wine Trolley!
Sips & Stogies is the ultimate guys-day-out (no dad status required)—featuring hard cider, wine, hearty eats, and cigars as we roll through scenic South County in our vintage open-air cable car trolley.
Perfect for spending time with dads, dudes, and anyone who loves a good pour and a great time!
Seats are limited—grab yours now and give Father’s Day weekend the upgrade it deserves.
Itinerary
Arrive 15 minutes prior to the start of the tour at Luxe Flower Bar to check in for your experience.
Start your trip in our vintage cable car trolley with a trip down the main strip of downtown Morgan Hill before heading to the beautiful hills and vineyards of south Santa Clara County.
Visit Ten Five One Cider Co. to enjoy a flight of hard ciders, a mobile cigar experience with Morgan Hill Cigar Co., Tri-Tip Sandwich with potato salad & play a few outdoor games.
Visit Miramar Vineyards to enjoy wine tasting, a mobile cigar experience with Morgan Hill Cigar Co., meat, cheese & fruit appetizers & play a round of cornhole or bocce ball.
Tour Info
Morgan Hill Train Depot 17300 Depot St Morgan Hill CA
Why take this tour?
Enjoy sips, cigars and good times with family & friends, just in time for Father's Day!
Tour Highlights:
🚎 Round-trip ride from downtown
🍺 Hard cider tasting at Ten Five One Cider Co
🍷 Wine tasting at Miramar Vineyards
🚬 Mobile Cigar Lounge experience by Morgan Hill Cigar Company at both stops
🍔 Food at each tasting stop: Tri-Tip sandwich with potato salad | Meat & cheese plate with fresh fruit kabobs
🍇 Vineyard views & fresh air vibes
Each ticket includes a hard cider tasting flight at Ten Five One Co with tri-tip sandwich & potato salad, wine tasting at Miramar Vineyards with charcuterie, safe transport with a professional driver on an iconic cable car, a tour guide, and a great day out!
Included
Hard cider tasting flight at Ten Five One Cider Co.
Wine tasting at Miramar Vineyards
Mobile cigar lounges at both stops, by Morgan Hill Cigar Co
Food at each stop: (1) Tri Tip Sandwich & potato salad; (2) meat, cheese & fruit appetizers
Complimentary water & pre-packaged snacks
Ride on an iconic cable car trolley
Professional driver and entertaining tour guide
Excluded
Tips and gratutities for your driver, tour guide, and servers are not included in the price of the ticket
No outside food or alcohol is allowed
Frequently asked questions
Things to know
Must Be Over 21
Bring your government-issued identity documentation that provides your date of birth to confirm you are over 21 years of age. Non-drinkers are welcome, but no one under 21 is permitted on the tour.
Bring your government-issued identity documentation that provides your date of birth to confirm you are over 21 years of age. Non-drinkers are welcome, but no one under 21 is permitted on the tour.
Wear Comfortable Shoes
Prioritize comfort over high heels to be safest on the trolley and uneven ground (like grass or gravel) at local wineries.
Prioritize comfort over high heels to be safest on the trolley and uneven ground (like grass or gravel) at local wineries.
Check Availability
Why book with us?
- Book instantly directly with provider
- Get the lowest price guarantee
Human support: (855) 324-3377
More Experiences
Sunday Funday 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 Sunday Funday 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.

Super Saturday 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 Super Saturday 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.

Purple Rain Ride
Let’s go crazy… for wine! 🍷
Introducing the Purple Rain Ride—a Prince-themed wine trolley experience that celebrates Prince's June birthday and all things purple. Grab your best purple fit and get ready to wine like it’s 1999. We’ll kick things off with a welcome cocktail, hit a local winery for tastings and a costume contest, and battle it out in a lip sync showdown on the ride back.
🎤 Costumes encouraged. Vocals optional. Vibes mandatory.
✨ One night only. Limited spots. Book now—this one’s gonna rock.