Experiences & Unique Tours in Wisconsin

Wisconsin invites travelers to enjoy a wide range of tours and activities that highlight its natural beauty, vibrant culture, and local flavors. Visitors can explore scenic lakes, hike wooded trails, visit charming small towns, or take part in food and brewery tours that showcase Wisconsin’s rich culinary scene. Seasonal festivals, art galleries, and historical landmarks add even more variety. Whether it’s a quiet escape or an activity-filled itinerary, Wisconsin offers something for every kind of traveler. With locally owned inns near many of these experiences, planning a comfortable and memorable Midwest getaway is easy and rewarding.

Cave Point & Whitefish Dunes Kayak Tour

Experience: Outdoor, Tours

State: Wisconsin

  • City: Sturgeon Bay
Beat the crowds on this Door County adventure! Kayak sea caves, explore rocky coves, search for a shipwreck, and climb Mt. Baldy for epic views. Enjoy a beach picnic with an optional swim. A limited tour, back by popular demand!
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Downtown Madison Tour

Experience: Outdoor, Tours

State: Wisconsin

  • City: Madison
Discover Madison by eBike on a 2-hour guided tour through vibrant neighborhoods, lakeshores, and iconic landmarks. Includes helmet, water, and training. Ages 14+, basic bike ability required. Book early—our most popular tour fills fast!
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Captained Pontoon - Edgewater

Experience: Outdoor

State: Wisconsin

  • City: Madison
Relax on a captained pontoon boat rental from The Edgewater and enjoy a hassle-free, luxury experience on the lake. Perfect for special events, work retreats, or unwinding with friends, family, or colleagues. Let the captain handle the details while you enjoy the water!
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Gel Blaster and Airsoft Target Range

Experience: Entertainment

State: Wisconsin

  • City: Appleton
De-stress with a thrilling indoor gel blaster/airsoft session in a zombie-themed shooting area! Hit 10 digital targets solo or with friends. Ages 10+. Includes gear, ammo, and game options. Add a flash drive to capture the action! Wear long sleeves!
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Sand Island Full Day Tour

Experience: Outdoor, Tours

State: Wisconsin

  • City: Bayfield
This paddle includes an open water crossing to the idyllic Sand Island. This full day adventure highlights the historic Sand Island Lighthouse, eagle’s nests perched over brownstone rock shoreline, and some of Lake Superior’s most intricate sea caves.
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Door Bluff Shipwreck Tour

Experience: Outdoor, Tours

State: Wisconsin

  • City: Ellison Bay
Explore shipwrecks, cliffs, Native American pictographs, and scenic views on this 3-hour guided kayak tour near Door Bluff County Park. No experience needed—perfect for all skill levels. $69/person or private tours from $250. Spots fill fast, so book early!
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Milwaukee City Skyline Tour

Experience: Outdoor, Tours

State: Wisconsin

  • City: Milwaukee
Enjoy a relaxing 2-hour guided paddle through downtown Milwaukee on the City Skyline Tour. Take in scenic views and local history—perfect for all ages and skill levels. Bring sunscreen, water, and a change of clothes.
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Wine, Charcuterie, and Bingo Tour

Experience: Tours

State: Wisconsin

  • City: Ellison Bay
Savor local wines and charcuterie on a fun-filled tour featuring bingo games, blending gourmet flavors with playful entertainment for an unforgettable experience.
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Weekend Pontoon Rental

Experience: Outdoor

State: Wisconsin

  • City: Eagle
Weekend pontoon rental in Eagle, WI! Enjoy a 20′ tri-toon for up to 10 passengers with a 90HP engine, swim ladder, cooler, speaker, and more. Limited parking—carpooling encouraged. Operators 25–34 need a boating certificate. Valid ID and signed agreement required.
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Sea Caves Full Day Tour

Experience: Outdoor, Tours

State: Wisconsin

  • City: Bayfield
Explore all the famous Mainland Sea Caves and cliffs from Meyers Beach. This tour is for those looking to spend more time exploring the sea caves in their entirety. Simply meet your guide at our store in Bayfield at the trip’s start time, and we’ll take it from there!
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Basswood Island Full Day Tour

Experience: Outdoor, Tours

State: Wisconsin

  • City: Bayfield
On this journey, you will cross the open water of the west channel to discover the wonders of the quarried Basswood Island. Explore the Fedora shipwreck, hike to Basswood’s brownstone quarry, and spend time swimming and eating lunch on the sand beach.
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Dive Bar Tour

Experience: Entertainment, Tours

State: Wisconsin

  • City: Wisconsin Dells
Hop aboard the Drunken Beaver Dive Bar Tour for a wild ride through Wisconsin Dells’ best hidden-gem bars! Enjoy games, drinks, and laughs on a 16-person party bus with a lively host. $69 includes drink chips, safe transport, and unforgettable dive bar fun!
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