Experience the vibrant energy of Chicago with a stay in one of the city’s welcoming hotels. Bold, brazen and distinctly American, Chicago has personality to spare. From our embarkation point at Navy Pier to towering skyscrapers to regional cuisine and a quirky dialect, this city represents the heart and soul of the Midwest. Magnificent Mile is an adventure to remember, and the locals know the hidden mom-and-pop gems serving the best deep-dish pizza, Italian beef and signature Chicago dogs.

Start your adventure in the Windy City of Chicago. Visit the renowned Art Institute of Chicago, take a scenic walk through Millennium Park, and enjoy a river cruise to see the city’s famous architecture. Indulge in world-class dining and vibrant nightlife before setting sail.

Relax as you sail the clear waters of Lake Michigan. Take in the stunning coastal views, watch for local wildlife, and enjoy the peacefulness of the open water.

Explore the natural beauty of Michigan’s Upper Peninsula. Visit the historic Fayette Historic State Park, hike the trails of Hiawatha National Forest, and discover the region’s rich history at the Delta County Historical Museum.

Step back in time on the charming Mackinac Island. Tour the historic Fort Mackinac, ride a horse-drawn carriage through the picturesque streets, and savor the island’s famous fudge.

Witness the impressive Soo Locks in action. Visit the Tower of History for panoramic views, explore the River of History Museum, and enjoy outdoor activities like boating and fishing in the St. Marys River.

Enjoy a scenic sailing day on Lake Superior. See untamed beauty unfold as dramatic cliffs & historic hidden harbors whisper tales of the past.

Cruise across the expansive Lake Huron. Marvel at the beautiful shoreline, enjoy the spectacular sunsets, and relax in the tranquility of the open water.

Dive into Detroit’s rich cultural and historical heritage. Visit the Detroit Institute of Arts, explore the revitalized RiverWalk, and experience the city’s vibrant music scene.

Enjoy a day of scenic sailing on Lake Erie. History sails alongside you as we ply these waters. Imagine grand ships & the War of 1812. Vibrant cities beckon from the shore.

Cleveland’s vibrant renaissance. Visit the Cleveland History Center, explore the trendy Ohio City neighborhood, and take a relaxing walk in the Rocky River Reservation. Don’t miss the Rock and Roll Hall of Fame.

Experience the breathtaking power of Niagara Falls. Explore the charming town of Port Colborne, visit the Welland Canal, and enjoy a peaceful walk along the waterfront parks. 

Scenic sailing on Lake Ontario is exhilarating. Urban beauty unfolds as you cruise past towering skylines and experience captivating sunsets as they paint the horizon.

End your journey in Toronto, Canada’s dynamic metropolis. Visit the Royal Ontario Museum, take a ferry to the Toronto Islands, and enjoy the vibrant arts and food scene in the Distillery District. From the iconic CN Tower to the eclectic neighborhoods, Toronto offers something for everyone.