Wisconsin Destination Experiences

Very enjoyable and scenery was beautiful – very positive experience. – Vicki on Amazing Apostle Islands

A fun trip. We saw and learned more than we would have had we gone our own. Our compliments to everyone at Happy Times – most appropriately named! – Dick & Terry – Amazing Apostle Islands 2021

Never been to the Apostle Islands or any of the small towns. Very educational trip. Telling friends they should go on this trip. – Judy & Pat – Amazing Apostle Islands 2021

Our Wisconsin Destination Experiences are available for individuals on published dates or for groups of 15 or more on your own exclusive date. We provide fun, creative itineraries as Wisconsin Destination specialists. We are happy to customize tours for groups of 15 or more people.

Please call (414) 867-2727 for more information.

Milwaukee, WI

Let us show you why Milwaukee is the Midwest’s coolest city. Milwaukee is an gem that is located on the shores of Lake Michigan. A city with old world charm, geographical beauty, and culinary delights. Locals will tell you that Milwaukee has always been cool. A Midwestern city that feels like a coastal one, where sailboats are in the harbor and sand beaches stretch along the blue shore. Milwaukee also feels quite European with German, Polish and Italian roots. However, Milwaukee also has many different ethnic food offerings. It is a place to experience amazing old world architecture next to modern architecture. And, it is a place where you will experience Midwest friendly people.

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Wisconsin’s Northwoods

Wisconsin’s Northwoods is home to vast forests, thousands of lakes and the friendliest communities in the state. For more than a century, the Northwoods of Wisconsin have attracted travelers seeking the area’s outstanding fishing, boating, scenery, and trails. Today, it remains the Midwest’s most unique vacation destination. You will hear a loon call from across the lake, maybe followed by the hoot of an owl, with bullfrogs and crickets as background singers. You may see an Eagle fly by as you are relaxing and just taking in the fresh air. Go shopping in some of the quaint small communities or take in a performance by the Nation’s oldest amateur waterski shows, the Min-Aqua Bats. The Northwoods are calling and once you experience them, you will return many times again.

Apostle Islands

Enjoy windswept beaches and sandstone cliffs that line Lake Superior. Experience a region where water meets land and sky, culture meets culture, and past meets present. The 21 islands and 12 miles of mainland coast host a unique blend of cultural and natural resources. The Apostle Islands National Lakeshore has more lighthouses than any other site in the National Park System with 9 historic towers on 6 islands. More than 240 species of birds breed in and/or migrate through this archipelago. You can hike, paddle, sail, or cruise to experience these jewels. Stay in the quaint community of Bayfield, Wisconsin and dine at the infamous Old Rittenhouse Restaurant or Gruenke’s Inn which has been visited by many celebrities. A guided tour of Madeline Island will provide you with the history and story of this beautiful region.

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Door County

Door County is one of the top destinations in the United States. It is known as the ‘Cape Cod’ of the Midwest. With 300 miles of shoreline, you can watch a sunrise and a sunset over the water. See thousands of acres of orchards, explore art galleries, devour cherry pie, sip on local wines and brews, splash in the lake or paddle along the bluffs, stroll through five state parks or tour 11 historic lighthouses. There are 19 unique communities to explore. Experience a traditional Wisconsin Fish Boil. There is so much to do, see, and experience in Door County.

Wisconsin’s Great River Road

Travel 250 miles along the Mississippi River and through more than 33 historic river towns & villages to experience the Wisconsin Great River Road. Meet local people, learn the history and see the beauty of Wisconsin’s National Scenic Byway. Each of the communities has its own unique story to tell and are part of what makes the Wisconsin Great River Road journey such an unforgettable experience. These communities offer everything from historic places and natural wonders to shopping and recreation. There are even a number of one-of-a-kind festivals, fairs, concerts and other events that are arranged in these communities throughout the year. The Great River Road stretches from La Crosse to Genoa, Wisconsin. And, don’t forget some awesome breweries and Supper Clubs are found in this area.

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