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.

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.

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.

Door County After Hours

Door County has a lively night scene, if you know where to look. Kick back with a good drink and enjoy Door County’s best nightlife. Enjoy the peninsula’s most unique, outdoor attractions and music venue! This fun filled evening will include live music entertainment (at ONE of the stops where and when available). An alcoholic beverage in souvenir cup is included at the Trolley Station and additional drinks are available for purchase at each location visited.

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 30 minutes in each of the four 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 & Craft Brewery Tour

Warm yourself up from the inside out during the cold Winter months with a craft cocktail and local brews. 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