List of Door County Trolley Tours

Listed below are the 16 uniquely themed 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 prepared 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.

Narrated Scenic Tour

Take an “Old Time” Trolley ride and see breathtaking vistas from Door County’s scenic bluffs overlooking the islands. As we traverse the land, we’ll share the legend and lore unique to each area. Learn from the locals the best places to wine, dine, and relax. Bring your camera and see why this is our most popular tour!

Family Ride

This 30 minute trolley ride is perfect for young families with their children. This shortened trolley ride allows the wonderful trolley experience, without the full length of the adult based Trolley Tours. Children may partake in an “I Spy” adventure game while on the trolley.

Lighthouse Tour

Our “Old Time” Trolley will navigate you to Door County’s most treasured lighthouses. Trolley guests will enjoy guided tours at these majestic landmarks, tucked away in the Peninsula’s hidden bays and coves. A made to order box lunch with beverage is included in this tour! You’ll see why this is our most popular tour.

Ghost Tour of Door County

Step aboard the “Trolley of the Doomed” as we share tales of ghostly sunken ships, haunted lighthouses and mysterious happenings on the darker side of this spirited peninsula. Join our scary, fun, and informative filled tour that is truly one of a kind.

Murder and Mayhem Tour

Mayhem, murder and bone chilling fun! Aboard the Murder & Mayhem Tour, you will weave through and retrace the steps of the Peninsula’s most wanted criminals, past, and present. Tour goers will be told the facts of the core stories of the suspects, clues and alibis, as to relive the scenes of the 6 crimes showcased. Hear the shocking stories, including “The Canal Shack Killing” and the infamous “Furnace Murder,” just to name a couple. Destination Murder!

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..

Summer Cocktail Tour

Looking to have a fun day and cool off with a few refreshing summer beverages? Then the 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 and 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 delicious options at Thyme Cuisine at Maxweton Braes.

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 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