Experience the charm of Minnesota’s wine country on a private trolley tour with exclusive wine tastings and scenic views along the Two Rivers Winery Trail.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
3–4 hours
Fitness Level
Suitable for all fitness levels as travel is primarily by trolley with minimal walking.
Wildlife
History
The wine region around Rochester developed as part of Minnesota’s growing agricultural tourism in the early 21st century, blending Midwestern farming traditions with modern viticulture.
Conservation
Local wineries emphasize sustainable farming practices including organic grape growing and water conservation to protect Minnesota’s river ecosystems.
Rochester Trolley & Tour Company
Experience the charm of Minnesota’s wine country on a private trolley tour with exclusive wine tastings and scenic views along the Two Rivers Winery Trail.
Rochester Trolley & Tour Company operates guided trolley and motorcoach tours out of Rochester, Minnesota. The company organizes themed day trips and multi‑day itineraries that showcase regional attractions, history, and entertainment.
Offerings include wine tasting excursions, history and true crime narratives, seasonal holiday trips, scenic rail and museum visits, and theater outings.
Signature experiences feature the Three Rivers Winery Tour with guided tastings and a leisurely lunch at Four Daughters Vineyard, and the True Crime: Rochester trolley tour that explores documented local cases narrated by expert guides. Multi‑day departures include a Duluth Winter Village holiday tour, a weeklong New Year’s Eve in Branson getaway, the Minnesota Rail & History Tour highlighting train museums and Lake Superior scenery, and longer national adventures such as Celebrate America 250 and a nine‑day Timeless Texas itinerary.
Additional experiences bring outdoor and cultural highlights: a visit to Forestville/Mystery Cave State Park, where Minnesota’s longest cave is featured, a Guthrie Theater Cabaret outing with premium seating and a post‑show Q&A, and a convenient day at the Minnesota State Fair.
Transportation, guided narration, scheduled tastings, museum visits, and curated itineraries are central to each trip. Departure and return logistics originate in Rochester, allowing travelers to relax without driving. Rochester Trolley & Tour Company focuses on small‑group travel logistics and themed storytelling that connect passengers with regional destinations and memorable shared experiences.
Trips are suitable for wine lovers, history buffs, theatergoers, families, and groups seeking curated travel experiences departing from Rochester. Advance reservations are recommended for most departures.
Home Base
Rochester, MN
Based in Rochester, Minnesota
Tours Offered
11 tours
Diverse themed day and multi-day trips
Guided & Narrated
Guided experiences
Trolley narration and guided tastings
Day & Multi-day
Day and multi-day
Options from single-day to weeklong
Reserve a seat for a day trip or multi-day adventure—check schedules and availability now.
Book in advance
Tours fill quickly especially on weekends and special events, so reserve your spot early.
Pace yourself with tastings
Enjoy small sips at each winery to fully appreciate flavors without overindulging during the tour.
Wear comfortable shoes
Some winery stops involve brief walks on uneven ground, so sturdy footwear is recommended.
Bring a light jacket
Even warm days can have cool breezes on the trolley or outdoors, so layering is helpful.
Comfortable walking shoes
Creates ease when walking between winery stops on uneven ground.
Light jacket or sweater
Needed for cooler spring breezes during the trolley ride.
spring
Sunscreen
Protects skin during sunny summer tour segments.
summer
Reusable water bottle
Keeps you hydrated in between tastings and trolley travel.