31 days in Wisconsin Itinerary

Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.

Your cultural itinerary includes sights like Harley-Davidson Museum and Historic Third Ward. Get some historical perspective at Pabst Mansion and Holy Hill. Explore the numerous day-trip ideas around Milwaukee: Racine (North Beach Park & Wind Point Lighthouse), Jo-Don Farms (in Franksville) and Lake Mills (Sandy Beach, Bartel's Beach, &more). There's still lots to do: admire the masterpieces at Milwaukee Art Museum, take in the architecture and atmosphere at St. Sava Serbian Orthodox Cathedral, meet the residents at Milwaukee County Zoo, and contemplate in the serene atmosphere at St. Joan of Arc Chapel.

To find other places to visit, traveler tips, and tourist information, use the Milwaukee tour itinerary planner.

Tampa to Milwaukee is an approximately 4.5-hour flight. You can also drive; or take a bus. You'll gain 1 hour traveling from Tampa to Milwaukee due to the time zone difference. Plan for a bit cooler temperatures traveling from Tampa in July, with highs in Milwaukee at 80°F and lows at 63°F. Cap off your sightseeing on the 7th (Fri) early enough to go by car to Sheboygan.

Sheboygan is a city in and the county seat of Sheboygan County, Wisconsin, United States. Attractions like Bookworm Gardens and 1860 Light Station make great kid-friendly stops. Get outdoors at Whistling Straits Golf Course - Straits and Irish and Riveredge Nature Center. Explore the numerous day-trip ideas around Sheboygan: Wisconsin Maritime Museum (in Manitowoc), Mariners Trail & Rawley Point Bike Trails (in Two Rivers) and Cedar Valley Cheese (in Belgium). The adventure continues: admire the masterpieces at John Michael Kohler Arts Center, tee off at Blackwolf Run, and steep yourself in history at Wade House.

For traveler tips, maps, photos, and more tourist information, read our Sheboygan trip itinerary maker tool.

You can drive from Milwaukee to Sheboygan in an hour. Traveling from Milwaukee in July, expect little chillier with lows of 58°F in Sheboygan. Wrap up your sightseeing on the 10th (Mon) early enough to drive to Oshkosh.

Oshkosh is a city in Winnebago County, Wisconsin, United States, located where the Fox River enters Lake Winnebago from the west. Get some cultural insight at EAA Aviation Museum and St Raphael the Archangel Catholic Church. Take a break from the city and head to Green Circle Trail and Horicon Marsh. You'll find plenty of places to visit near Oshkosh: Green Bay (Heritage Hill State Historical Park & Green Bay Packer Hall of Fame), Schultz Cheese Haus (in Beaver Dam) and De Pere Riverwalk And Wildlife Viewing Area (in De Pere). There's much more to do: steep yourself in history at Hearthstone Historic House Museum, get curious at Weis Earth Science Museum, and relax in the rural setting at Knigge Farms.

For traveler tips, where to stay, reviews, and other tourist information, read Oshkosh online road trip planner.

You can drive from Sheboygan to Oshkosh in 1.5 hours. July in Oshkosh sees daily highs of 80°F and lows of 61°F at night. Wrap up your sightseeing on the 14th (Fri) early enough to drive to Fish Creek.

Fish Creek is an unincorporated community located in Door County, Wisconsin, United States, within the town of Gibraltar and is located on Highway 42 along Green Bay.HistoryThe first settler of Fish Creek was Increase Claflin and his family circa 1844, but the village founder is considered to be entrepreneur Asa Thorp. Do some cultural sightseeing at Edgewood Orchard Galleries and Plum Bottom Gallery. Visiting Boat Tours & Water Sports and Peninsula State Park will get you outdoors. And it doesn't end there: visit a coastal fixture at Cana Island Lighthouse, view the masterpieces at Cappaert Contemporary Gallery, stop by Ellison Bay Pottery Studios, and get a taste of the local shopping with Lardiere Gallery and Studio.

To find more things to do, photos, traveler tips, and tourist information, use the Fish Creek itinerary builder site.

You can drive from Oshkosh to Fish Creek in 2.5 hours. In July, daytime highs in Fish Creek are 77°F, while nighttime lows are 58°F. Wrap up your sightseeing on the 17th (Mon) early enough to drive to Washington Island.

Washington Island is located about northeast of the tip of Door Peninsula in Door County, Wisconsin. On the 18th (Tue), enjoy the sand and surf at Sand Dunes Beach Park, examine the collection at Jacobsen Museum, and then kick back and relax at Schoolhouse Beach. Here are some ideas for day two: get into the urban bustle at The Historic Island Dairy, then take in the architecture and atmosphere at Washington Island Stavkirke, and then make a trip to Fragrant Isle Lavender Farm & Shop.

Plan a Washington Island trip in moments using our itinerary builder.

You can drive from Fish Creek to Washington Island in 1.5 hours. You'll lose 1 hour traveling from Fish Creek to Washington Island due to the time zone difference. In July, daily temperatures in Washington Island can reach 75°F, while at night they dip to 55°F. Wrap up your sightseeing on the 19th (Wed) early enough to drive to Bayfield.

Bayfield is a city in Bayfield County, Wisconsin, United States. Take a break from the city and head to Boat Tours & Water Sports and Little Star Beach Park. Stone's Throw Art Gallery and Eckels Pottery & Fine Craft Gallery are good opportunities to explore the local culture. Explore Bayfield's surroundings by going to Boulder Junction (in Boulder Junction), Copper Falls State Park (in Mellen) and Madeline Island Candles (in La Pointe). There's much more to do: explore the fascinating underground world of Apostle Islands National Lakeshore Ice Caves, indulge in some personalized pampering at some of the best spas, tour the pleasant surroundings at Fred Smith's Wisconsin Concrete Park, and enjoy the sand and surf at Big Bay Town Park.

To see photos, other places to visit, ratings, and tourist information, read our Bayfield trip itinerary planning tool.

You can drive from Washington Island to Bayfield in 7.5 hours. The time zone difference when traveling from Washington Island to Bayfield is minus 1 hour. In July, daily temperatures in Bayfield can reach 78°F, while at night they dip to 54°F. Finish your sightseeing early on the 25th (Tue) so you can drive to Wisconsin Dells.

Named after a nearby scenic gorge famous for its steep sandstone formations, Wisconsin Dells features more than 20 water parks, making it one of the most popular vacation areas in this region.

Your inner history buff will appreciate H.H. Bennett Studio & Museum and Folklore Village. Do some cultural sightseeing at Taliesin Preservation: Frank Lloyd Wright Visitor Center and Von Klaus Winery. Change things up with these side-trips from Wisconsin Dells: Gibraltar Rock State Natural Area (in Lodi) and The House on the Rock (in Spring Green). Plan for a day of cool, family-friendly fun on the 27th (Thu) at Noah's Ark Water Park. And it doesn't end there: find something for the whole family at Mt. Olympus Water & Theme Park, walk around Timbavati Wildlife Park, buy something for everyone on your list at Wisconsin Dells Craft Mall, and don't miss a visit to Carr Valley Cheese.

For reviews, photos, other places to visit, and tourist information, read our Wisconsin Dells road trip planning app.

You can drive from Bayfield to Wisconsin Dells in 5 hours. Other options are to do a combination of taxi and bus; or do a combination of taxi, bus, and train. July in Wisconsin Dells sees daily highs of 80°F and lows of 59°F at night. On the 31st (Mon), wrap the sightseeing up by early afternoon so you can travel back home.