Best 103 things to do in Sister Bay, WI

Paddle clear-bottom kayaks over 1800s shipwrecks and a historic island lighthouse

Paddle the Lake Michigan shoreline to see Cave Point caves and cliffs

Cruise, fish, or relax at the beach on a 21-foot pontoon

See Door County by classic trolley, plus a 225-foot overlook

Ride the Trolley of the Doomed to Door County’s haunted sites

Sample Door County wine, spirits and beer with lunch and dessert

Sip wine and snack on chocolate and artisan cheese by trolley

Hear Door County’s notorious crime stories on a 3.25-hour trolley tour

30-minute trolley ride with kids’ songs and an I Spy game

Three winery tastings, chef-prepared lunch, and chauffeured trolley travel

A Sunday trolley tour with brunch and three drink stops

Ride an old-time trolley to three Door County lighthouses, with lunch included

Ride the Door County shoreline and learn its lakeside history

Ride an e-bike to Cave Point cliffs, sinkholes, and Clark Lake

Paddle Lake Michigan’s rocky shoreline to the Cave Point sea caves

Rent a stand-up paddleboard in Jacksonport with beginner-friendly boards

Rent an e-bike near Cave Point with 1–3 hour options

Pedal together on a 2- or 4-person surrey bike in Door County

Choose a kayak style that suits your plans

Paddle Door County sea caves on a fully guided Lake Michigan kayak tour

Explore Cave Point’s shoreline on a 2-hour e-bike tour

Fully guided Eagle Harbor tour with life jacket fitting

Take the helm of a classic runabout for a flexible day on the water

Rent a private party pontoon with bar seating and a dance floor