Drinking Tours

Trolley guests will enjoy a cozy, horse-drawn sleigh ride through Door County’s most wintry landscapes, wine tastings at 2 award-winning Door County wineries and a private fireside lunch!

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!

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!

Discover Door County’s award-winning wineries on our VIP Premier Wine Tour! Private tastings of red and white wines, ports, and ciders at three top wineries, and enjoy a chef-prepared lunch and dessert. This tour promises a fun-filled day of wine, food, and relaxation.

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.

Embark on the Rosé All Day Tour in Door County for a 2.5-hour experience filled with laughter and love. Gather your friends and enjoy complimentary glasses of rosé varietal wines while taking in the iconic views aboard a luxurious wine lounge trolley. With a blend of relaxation and celebration, this tour promises a memorable adventure in the company of good friends. Book your Rosé All Day Tour for the perfect shade of pink and a delightful escapade.

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. The tour includes a cozy ride in our Trolley, with the chance to purchase your favorites to take home with you. An afternoon of indulgence!

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.

We’ll whisk you away for award winning wines, locally-crafted cheese, handmade chocolate and lunch! The perfect Winter indulgence.

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

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.