WISCONSIN DELLS WINE FIELD GUIDE
A Quick, Joyful Trolley Through Wisconsin Dells’ Family Wineries
A 3.5-hour trolley tour that visits two family-owned wineries with complimentary tastings and a included lunch and mimosa—ideal for groups looking for an easy, celebratory escape.
A Quick, Joyful Trolley Through Wisconsin Dells’ Family Wineries.
Adventure brief
A Quick, Joyful Trolley Through Wisconsin Dells’ Family Wineries
Escape the everyday on a compact, convivial winery circuit in Wisconsin Dells: a 3–3.5 hour trolley run that pairs complimentary tastings at two family-owned wineries with a hearty lunch (often at Trapper’s Turn) and mimosas, all built around a lively, music‑friendly atmosphere.
Escape the hustle and bustle of everyday life with the Wine Tour Express, a delightful 3.5-hour private winery adventure in Wisconsin Dells, Wisconsin. This tour offers complimentary tastings at two charming, family-owned wineries where you can savor handcrafted wines and learn about local winemaking traditions. The experience includes a delicious complimentary lunch paired perfectly with mimosas, setting the scene for socializing and relaxing. Whether you’re celebrating a bachelorette party, a corporate outing, or simply enjoying a day out with close friends, this tour creates lasting memories with great music, laughter, and stunning winery views. The Wisconsin Dells Trolley Service ensures a comfortable ride throughout the journey, allowing you to reconnect with the people that matter most without worrying about transportation. Booking early is recommended, as this popular tour fills up quickly during peak seasons. Come enjoy the flavors, atmosphere, and genuine hospitality that make this wine tour a standout experience.
Route Schematic
Route schematic
The run typically departs from the Dells and includes two winery stops plus a lunch stop; exact venues vary week to week.
Departure — Bobber’s Island Grill
The tour departs from Bobber’s Island Grill (the operator opens the bar for guests around 10 a.m.), where guests can gather and purchase drinks before boarding.
Winery stop — First family-owned winery
A guided tasting at one of the family wineries on the operator’s rotation, with complimentary samples and opportunities to purchase bottles and cases.
Lunch — Trapper’s Turn (usually) or alternate local restaurant
A buffet lunch and mimosa service, typically at Trapper’s Turn on the golf course; on rare occasions the meal may be held at an alternate local restaurant.
Winery stop — Second family-owned winery
A second tasting stop at another family winery on the predetermined rotation, with more complimentary samples and retail options.
Tours run roughly 3–3.5 hours but can be shorter or longer depending on group size, weather, or venue scheduling; wineries reserve the right to refuse entry to anyone who is extremely intoxicated.
What the day feels like
How the tour feels
You board a trolley in Wisconsin Dells and move through a compact loop of two family wineries with guided stops for complimentary tastings, a sit‑down lunch with mimosa service, and time to browse gift shops and bottle selections. The operator curates stops based on prior guest feedback, and the itinerary is lively and social—built for groups who want an easy, celebratory afternoon.
THE TASTINGS
Complimentary tastings at family-owned wineries
The tour includes no-cost tastings at two handpicked, family-operated wineries—an efficient way to compare local bottles, support small producers, and take advantage of multi-bottle and case discounts offered by the venues.
THE MEAL
Included lunch and morning mimosas
A buffet lunch and a mimosa are part of the experience, with meals typically served at Trapper’s Turn on the golf course (occasionally the lunch may be scheduled first or moved to an alternate local restaurant).
THE VIBE
Fast, festive, and group‑friendly
Designed as a fun, quick escape—popular with bachelorette parties, work outings, and get‑togethers—the route emphasizes lively music, easy company, and memorable moments on a trolley ride that often sells out.
Suitability
Who it's for
Who this tour suits—and who should look elsewhere.
Practical planner
Details to review before reserving
Plan for a roughly 3–3.5 hour experience; tours may run shorter or longer due to group size, weather, or venue timing.
Bring extra cash for wine purchases and gift-shop items, any non-alcoholic snacks you want, and a small cushion if you prefer softer seating—the trolley seats are wooden with backs.
Outside alcohol cannot be carried on, but purchases made at Bobber’s Island Grill and the visiting wineries may be consumed during the tour; there is ample storage for bottles and cases.
Seats are wooden with backs; some guests bring a cushion for comfort. Respect other guests during guided portions of the tour.
Review cancellation policies before reserving.
Frequently asked questions
Planning Your Outing
How long is the tour?
The tour runs approximately 3 to 3.5 hours, though it can occasionally be shorter or longer depending on group size, weather, and venue timing.
Are tastings and lunch included?
Yes—complimentary tastings are provided at each winery, and a lunch (often with a mimosa) is included in the tour price.
Can I bring my own alcohol on board?
Alcohol cannot be carried on from outside, but items purchased at Bobber’s Island Grill or the local wineries may be consumed on the tour; the operator provides plenty of storage for bottles and cases.
Is this suitable for under-21 travelers?
No—this outing is for adults age 21 and over.
What happens if a guest is extremely intoxicated?
Wineries and the tour operator reserve the right to refuse admission or service to anyone who is extremely intoxicated; participants are asked to drink in moderation.
What if my planned lunch venue is unavailable?
Lunch is usually at Trapper’s Turn but may rarely be moved to another local restaurant; the operator will provide an alternate meal location if necessary.
How this guide was prepared
This field guide is synthesized using verified supplier specifications, route descriptions, and destination data. Some booking links may generate affiliate revenue for ADV Guides.
- Verified: 2026-09-05T19:27:01.922Z
Some booking links may generate revenue for ADV Guides or The Adventure Collective.
Availability, pricing, schedules and operating details can change.
Trip details and contextual sources were reviewed by ADV Guides Editorial.