Chloe & Matthew
Things To Do
Fishtown
The place where Matt popped the question! Visit this quaint, historic fishing village on the Leland Harbor. Check out the local shops that now occupy the old shanties and have lunch or a drink on the water at Rick's Cafe. Fishing is permitted along the docks, of course! You may also see some fisherman bringing in their daily catch.
Leland
Just up the hill from Fishtown, walk along Leland's main street to see more local shops and restaurants. Visit the Mercantile for any grocery items you may need. The Bluebird and The Cove are great casual restaurants, and the Riverside Inn has an upscale menu and beautiful deck seating by the Leland River.
Van's Beach
Beautiful sandy beach on Lake Michigan located just past Van's Garage in Leland.
Clay Cliffs Hike
Chloe and Matt's favorite little hiking trail through the woods with a nice lookout. A perfect ~30 minute walk just north of Leland.
Whaleback Natural Area Hike
A quick 20-30 minute hike near Leland, also with pretty lake views.
Suttons Bay
Similar to Leland, Suttons Bay is another picturesque town on Lake Michigan with various shops and restaurants. Visit their lakeside farmer's market on Saturday morning.
Hop Lot Brewing Company
One of Matt and Chloe's favorites spots, this brewery in the woods is known for its great beer, BBQ, and bonfires.
Black Star Farms Winery
Black Star Farms is the most popular winery on the peninsula, and its grounds are gorgeous– complete with an Inn, a restaurant, and a horse barn.
Boathouse Vineyards
Chloe's favorite winery and the closest to Fountain Point. This place has an awesome lawn nestled along the Narrows connecting North and South Lake Leelanau. Sip your wine and watch the boats go by!
Crystal River Outfitters
At Crystal River, you can rent bikes to take on the Sleeping Bear Trail and kayaks to paddle down the beautiful, shallow river behind it. For the paddle, staff will drop you and your group up river, and from there you will kayak back to town. The trip takes around two hours if you have kayaking experience. The water is "crystal" clear and extremely shallow, reaching only about 2-3 feet deep on average. The bike path spans through the trees, past Glen Haven Beach and the Sleeping Bear Dunes.
Sleeping Bear Dunes
One of the most popular attractions in the area, climb to the top of the first dune for a beautiful view of Glen Lake, or hike all the way to Lake Michigan and back. Check out the town of Glen Arbor while you are there.
Empire Bluffs Trail
On this 1.5-mile loop, see the beauty of Lake Michigan without having to hike far.
Pyramid Point Trail
A short hike to an amazing view.
Pierce Stocking Scenic Drive
Better yet, skip the hiking altogether and drive to various points along the Sleeping Bear Dunes National Lakeshore for expansive views of Lake Michigan.
The Cherry Republic
Michigan's famous cherry hub! Stop by for creative cherry lunch and snack items, ice cream, soda, candy, beer, and wine.
M22 Store
M22 is the highway you will likely travel around the Leelanau Peninsula. It is regarded as one of the most beautiful roads in the state and has become an important icon for both those who live in the area and those who vacation to it. This store sells all things M22 and also features a new outdoor wine bar.
Leelanau Peninsula Wine Trail
Calling all wine enthusiasts– see this site for a map of the wineries on the peninsula.