Adventure brief
Custom Private Charter
Set sail on a private boat charter with Friends of Plum and Pilot Islands to witness Door County's dramatic cliffs, shipwrecks, and secluded beaches. Customize your route or opt for the classic Deaths Door Lighthouse Cruise aboard a spacious, catered vessel.
Set along the rugged northern shores of Wisconsin’s Door Peninsula, Friends of Plum and Pilot Islands offer a truly distinctive way to connect with Lake Michigan’s striking coastal landscape through their "The Shoreline" Private Charters. Operating out of Ellison Bay and Gills Rock, this service invites visitors to trade crowded trails for vast open waters, where refreshing lake breezes and panoramic views set the tone for each private voyage. Whether you choose the iconic Deaths Door Lighthouse Cruise or opt to forge your own route, the boat’s generous aft deck creates a comfortable space for family gatherings or small groups to enjoy handpicked catering amidst the changing lake light.
The Deaths Door passage is famed for its churning straits and the stoic lighthouse that has guided mariners for generations. The route presents dynamic vistas of sheer cliffs, pristine sandy coves, and glimpses of historic shipwreck sites like the Louisiana, whose rusting hull lies silently below the surface. Guests can also direct the captain toward lesser-visited spots—such as the glittering quartz sand of Schoolhouse Beach or the historic grounds of Plum Island’s lifesaving station, a rare chance to disembark and walk the shoreline amidst preserved maritime heritage.
This bespoke charter service stands apart in the region by blending immersive local history with tailor-made itineraries on spacious, well-appointed vessels. The freedom to customize your journey encourages discovery beyond the well-trodden, offering a unique perspective on Door County’s geological diversity, lake ecology, and seafaring traditions. Perfect for outdoor enthusiasts seeking waterborne adventure, photographers in search of iconic lakefront shots, or families looking for a memorable, private outdoor experience, Friends of Plum and Pilot Islands elevate the classic boat tour into a personalized odyssey on one of the Midwest’s most captivating coastlines.
Adventure tips
Plan your experience.
Curated tips for an optimal adventure.
- 01Book in Advanceessential
Private charters require advance notice to customize your route and secure preferred dates.
- 02Dress in Layersinfo
Lake Michigan’s weather can shift quickly; bring a windbreaker and sun protection.
- 03Bring a Camerainfo
The mix of historic lighthouses and rugged shores offers excellent photo opportunities.
- 04Consider Seasickness Medicationwarning
The straits can get choppy; if you’re prone to seasickness, take preventive measures.
Recommended gear
What to bring.
Windbreaker Jacket
Protects against cool, lake winds especially common in spring and fall.
springEssentialSunscreen
Shields your skin from intense sun reflecting off the water during summer cruises.
summerEssentialPolarized Sunglasses
Reduces glare on the water and improves visibility for photography.
EssentialMotion Sickness Pills
Helpful for those prone to seasickness in choppy waters across all seasons.
Local insights
Context for the journey.
Nearby secrets
West side of Washington Island with towering cliffs, Historic lifesaving station on Plum Island
Local fauna
Bald eagles soaring over the straits, Migratory waterfowl during spring and fall
Historic heritage
The Deaths Door Strait earned its name for rough waters that challenged mariners, while Plum Island hosts one of the region’s few remaining lifesaving stations.
Mindful exploration
Friends of Plum and Pilot Islands actively support preservation of the islands’ natural habitats and promote responsible, low-impact boating practices.
Photography tips
Capture the moments
- Viewpoints
- From the aft deck facing Deaths Door Lighthouse, Overlooking Schoolhouse Beach shorelines, Near the Louisiana shipwreck site
- Subjects
- Historic lighthouses, Dramatic cliffs and shoreline, Waterfowl and eagle sightings
- Best times
- Golden hour at sunrise or sunset, Clear midday with calm water
Frequently asked questions
Before you go.
Can we customize the route of our private charter?
Yes, you can choose the popular Deaths Door Lighthouse Cruise or design your own itinerary to visit locations like Schoolhouse Beach or Plum Island.
How long do the private charters last?
Charters start at a minimum of 2 hours, with options to extend based on your desired destinations.
Is catering available on board?
Yes, the boat features a spacious aft deck with catering options to accommodate your group’s food and beverage needs.
Where do charters depart from?
Most charters leave from Gills Rock, with pick-up available at Washington Island for an additional fee.
Are private charters suitable for families with children?
Absolutely. The boats are spacious and accommodating, making trips enjoyable for groups of all ages.
What should I bring for the trip?
Layered clothing, sunscreen, sunglasses, and if you’re prone to seasickness, medication is recommended.