Door County Trolley

Drinking Tours

Listed below are the adult based, drinking tours we offer. Click on the “Book Now” button next to each tour to learn more or purchase tickets.

Grand Dining Car Experience

Grand Dining Car guests will view the peninsula’s stunning landscapes from waterfront, scenic villages to cherry laden orchards through the Door’s countryside. Guests will enjoy a selection of wines, champagnes and beers included while on board. Top it off with an artisan prepared charcuterie plate! This is all aboard the only climate controlled Grand Dining Trolley Car in the United States.

Wine, Spirits & Brew Tour

This is a tour everyone can enjoy! Experience Door County Wineries, Distilleries and Micro Breweries on this wonderful Wine, Spirits & Brew Tour. Kick back and enjoy tastings along with a fabulous lunch and dessert. We will visit a Winery, Distillery, Brewery and enjoy a chef inspired Lunch. 

Premier Wine Tour

Enjoy the VIP wine tasting experience as we tour the Midwest Wine Region that is Door County. Guests will take part in wine tastings at 3 award winning wineries (for red wines, white wines, and port wines). Top it all off with a chef prepared lunch.

Cocktail Tour

A few cocktails will hit the spot. Guests will enjoy a select cocktail at each of the three quaint locations and includes a fabulous lunch chauffeured by a trolley.

Summer Cocktail Tour

Looking to have a fun day and cool off with a few refreshing summer beverages? Then our Summer Cocktail Tour is for you! Guests will enjoy a select cocktail at each of the three quaint locations visited and includes a fabulous lunch chauffeured by a trolley.

Uncorked Wine Tour

The Uncorked Wine Tour is an afternoon of drinking great wine at three beautiful Door County settings. Unwind & rejuvenate with a few glasses of great wine with fabulous appetizers with friends.

Bloody Mary & Brunch Tour

A Sunday morning eye opener! Indulge in a Wisconsin tradition – Bloody Mary’s and Sunday Brunch. Trolley guests will enjoy three unique stops for those popular Sunday morning cocktails, Bloody Mary’s & Mimosa’s. This tour also includes a traditional Sunday Brunch with four delicious options at Glacier Ledge restaurant.

Haunted Pub Crawl

This unique haunted pub crawl tour will get you up close to the “spirits” of Door County. You’ll enjoy the “intoxicating” tales of the peninsula’s haunted pubs and taverns. The trolley tour will spend approximately 45 minutes in each of the three establishments. This unique trolley tour is for those who can relate to, and keep up with those fun “spirited” souls..

Holiday Pub Crawl

Heated Holiday Trolleys will chauffeur guests to 4 festive Door County establishments to consume your favorite beverages and free appetizers at one stop too! This unique crawl will allow guests to see village holiday decorations! No matter how you celebrate the season, this will be an evening with friends and family you will remember year round.

Winter Wine Tour & Sleigh Ride

Aboard the Winter Wine Tour & Sleigh Ride, trolley guests will experience a cozy, horse drawn sleigh ride^ through “The Doors” most wintry landscapes. Enjoy a wine tasting at an award winning Door County winery and a Bonus Stop! Top it off with a fireside lunch at the romantic English Inn.

Winter Cocktail Tour

Warm yourself up from the inside out during the cold Winter months with some great cocktails! Guests will enjoy a beverage at each of the three quaint locations and includes a fabulous lunch chauffeured by a heated trolley.

Spring Blossom Tour

Aboard the Spring Blossom Tour, trolley guests will enjoy a cozy carriage ride in the quaint village of Fish Creek, a wine tasting at an award winning Door County winery and a bonus stop! Top it all off with a fabulous lunch at The English Inn. Enjoy views of the peninsula blossoms and majestic scenic overlooks, that this rejuvenated season brings.

^Sleigh and Carriage rides are provided by Mayberry & Son LLC