Trolley Tours

We’ll visit and enjoy a local winery, chocolatier, an artisan cheese tasting and lunch! You’ll sample award-winning wines, handmade chocolate treats, and locally-made cheeses. You’ll also learn about the processes involved in making them.

Taste your way through Door County’s unique beverage scene. This tour will take you on a tasting adventure through Door County to experience the local wine, spirits, and beer. You’ll visit a winery, distillery, and microbrewery for private tastings and indulge in a delicious lunch with dessert!

With our knowledgeable guide leading the way, you’ll visit local hotspots and enjoy handcrafted drinks and a filling lunch. From refreshing fruit-infused drinks to classic favorites with a twist, this tour is a must-do for anyone looking for a unique and fun-filled experience. Cheers!

Explore Door County’s award winning wineries. Partake in private wine tastings at each winery stop with ample time to enjoy an additional glass of wine or to shop for their favorite wines to take home. A satisfying lunch and dessert is included. Treat yourself to a true VIP Wine Experience.

Join us on the luxury trolley for an unforgettable experience. Enjoy artisan cheese charcuterie while we visit 2 AWARD WINNING wineries where you will receive a full glass of wine at each winery. We’ll also provide a full glass of wine on board the Luxury Trolley.

Welcome spring with a carriage ride, wine tasting, bonus stop & lunch! Enjoy views of the peninsula blossoms and majestic scenic overlooks that this rejuvenated season brings.

Experience the best of Door County on our Narrated Scenic Tour! Board our “Old Time” Trolley and be amazed by the stunning landscapes, breathtaking vistas, and charming villages. Learn about the region’s unique character and insider tips of places to wine, dine and relax from our expert local guides.

Discover the beautiful Lakeside of Door County on this 1 hour and 45 minute tour. Be entertained by our great local guides with the legends and lore of the Lake Michigan Shoreline. See such hidden gems as the Baileys Harbor Range Lights, Hickey Brothers Fisheries and the unique Frogtown. Experience Door County’s rich lakeside history like never before!

Experience the beauty and history of Door County’s most majestic landmarks. Enjoy a private tour of Eagle Bluff Lighthouse, Cana Island Lighthouse, and the Baileys Harbor Range Lights with a delicious lunch included! Enjoy entertaining narration from our local guide aboard our trolley as you soak up the breathtaking scenery.

We’ll visit a local winery, chocolatier, and enjoy an artisan cheese tasting. You’ll sample award-winning wines, handmade chocolate treats, and locally-made cheeses. You’ll also learn about the processes involved in making them. An afternoon of indulgence!

Experience the eerie past of Door County on the Trolley of the Doomed, as expert guides share chilling tales of sunken ships, haunted lighthouses, and mysterious happenings. This one-of-a-kind tour blends history, intrigue, and fun for an unforgettable evening. Book your tickets now to explore the darker side of this spirited peninsula.

Mayhem, murder, and bone chilling fun! Step aboard the trolley as we weave through and retrace the steps of the Peninsula’s most wanted criminals, past and present.

Our delightful 30-minute family trolley ride creates joyful memories for young families! Enjoy a wonderful, kid-friendly experience with familiar sing-along tunes and a fun “I Spy” game along the route. Perfect for little ones, it’s all the fun of a trolley tour in a shorter duration. Step aboard for smiles!

Be more than just a spectator – become a part of the vibrant procession on our festive trolley. Guests will be fully immersed in the holiday by being an active part of the Egg Harbor 4th of July parade.

Indulge in a Wisconsin tradition – Bloody Marys and Sunday Brunch! Trolley guests will enjoy three unique stops for popular Sunday morning cocktails, Bloody Marys & Mimosas.

An afternoon of wine, appetizers & fun! The Uncorked Wine Tour is an afternoon devoted to wine and friends. Unwind and recharge with a few glasses of wine!

This unique haunted tavern tour will get you up close to the “spirits” of Door County. Designed for those of you who can relate to and keep up with those fun “spirited” souls.

Trolley guests will enjoy private wine tastings at 3 award-winning Door County wineries and a private fireside lunch!

Heated holiday trolleys will chauffeur guests to 4 festive Door County establishments to consume your favorite beverages and free appetizers at one stop.

Celebrate this holiday season by taking the heated Trolley Express to visit Santa’s cabin in the woods. Children will sit with Santa by the fire and tell him their Christmas wish list. Come join us for this fun event during this festive time of year. Seating is limited, book in advance!

Join us in celebrating a sweet taste of Spring and the Easter holiday. We are offering a fun 30-minute Family Trolley Ride with an I-spy game and sing-along songs.

Join us on a limited time tour of Door County’s world of lavender. Enjoy exclusive access to a private lavender and honey farm and a fun trolley ride! Book spots today for a lavender experience like no other.