Morning: Arrive in Leland and settle into your lakeside cottage. Take a leisurely stroll along the historic Henderson Harbor to enjoy the fresh breezes and charming storefronts.
Afternoon: Grab lunch at the iconic Wolverine Diner, then wander through the Leland Historical Museum to learn about the area’s maritime heritage and the famous “Leland Tree.”
Evening: Dine on fresh Great Lakes fish at Hancock's Marina Bar & Grill while watching the sunset over the water, then relax with a nightcap at the cozy Harbor House Pub.
Find HotelsMorning: Board a ferry for a short trip to Fishtown, the historic fishing village known for its colorful shanties and working fishery. Explore the artisan shops and sample smoked salmon.
Afternoon: Return to the mainland for a bike ride along the Lake Michigan Shoreline Trail, stopping at the scenic Leland State Park for a picnic and a dip in the lake.
Evening: Enjoy a sunset kayak tour departing from Harbor Road Marina, then celebrate your final night with dinner at The Cottage, featuring locally sourced cuisine.
Find HotelsIf you have extra time, consider adding a third day to explore nearby Sleeping Bear Dunes National Lakeshore or to take a guided fishing charter. For a shorter visit, skip the kayak tour and replace the bike ride with a relaxing walk on the beach, which will still give you a taste of Leland’s natural beauty while keeping the itinerary compact.