A Quick, Joyful Trolley Through Wisconsin Dells’ Family Wineries

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.

Duration
Contact operator
Location
Wisconsin Dells
Operator
Wisconsin Dells Trolley Service
Category
Wine
Robert Eric Crews
Founder & Editor, The Adventure Collective
Published Verified

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.

Highlights

Outing Highlights

Complimentary tastings at family-owned wineries
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.

Included lunch and morning mimosas
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).

Fast, festive, and group‑friendly
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.

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.

Complimentary tastings at family-owned wineries

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.

Included lunch and morning mimosas

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).

Fast, festive, and group‑friendly

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.

1
Bachelorette parties & celebration groupsExactly the sort of quick, festive outing these groups seek: music, mimosas, and convivial tastings. The tour is promoted as popular for bachelorette parties.
2
Work outings and small corporate groupsA compact group‑friendly itinerary that combines socializing with a curated sampling of local wineries—appropriate for relaxed team outings.
3
Wine shoppers and cellar-buildersGood for people who want to sample multiple family producers quickly and take advantage of multi-bottle and case discounts at the wineries.
4
Under-21s or travelers seeking a quiet tastingNot appropriate—this is an adults-only (21+) tour focused on lively group energy rather than a quiet, contemplative tasting.

Practical planner

Details to review before reserving

Timing & Duration

Plan for a roughly 3–3.5 hour experience; tours may run shorter or longer due to group size, weather, or venue timing.

What to bring

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.

Alcohol & purchases

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.

Accessibility & comfort

Seats are wooden with backs; some guests bring a cushion for comfort. Respect other guests during guided portions of the tour.

Booking Notice

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.