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Sailing: Crewed and bareboat sailing charters, day sails, and multi-day cruising.

Sailing · Wisconsin

Sailing in Wisconsin

1 operator across Wisconsin.

Wisconsin boating

Two Great Lakes, thousands of inland lakes, and the Mississippi on the western border, Wisconsin's boating map is almost all edges and water. You can run limestone bluffs in Door County, thread the wilderness anchorages of the Apostle Islands, or tie up on a city waterfront in Milwaukee or Green Bay, all without leaving the state. The marina network holds it together: transient dockage, services, and launch access spread across water that suits everyone from casual pontoon cruisers to committed Great Lakes anglers.

The Lake Michigan shore mixes sand beaches, high bluffs, and working port cities. Sturgeon Bay carries its shipbuilding history right to the waterline and opens onto both Green Bay and Lake Michigan; Sheboygan has built a serious sailing reputation. Milwaukee puts marinas, waterfront restaurants, and city life within a few blocks of your slip, while Racine and Kenosha give Illinois boaters an easy northern reach. These are big, honest Great Lakes waters, read the forecast before you commit.

About sailing

Crewed and bareboat sailing charters, day sails, and multi-day cruising.

Quick facts

Best season
May through October

Operators

Sailing charters

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Resources

More to explore in Sailing

Hand-picked videos and free guides from the community to help you plan your next trip.

Videos worth watching

Hand-picked clips, sorted by what you do.

  • How I Sail And Sleep Alone At Night FAR Offshore.

    Sailing Songbird

  • Learn How to Sail: A Step-by-Step Guide to SAILING

    Josh Post

  • Sailing Alone 11,500 Nautical Miles Across The Entire Pacific Ocean on a $2400 Sailboat

    Sailing Triteia

  • Kite-Powered Sailboat Aiming to Be the World's Fastest | What The Future

    CNET

  • Uncovering the True Beauty of the Caribbean : An Eye Opening Experience

    Sailing Honu Time

  • How to Sail in 3min

    Igor Stropnik

Free tools

Your free outdoor toolkit

In your pocket

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  • Every marina and boat ramp in your pocket

  • File a float plan and ETA before you cast off

  • Harbor and inlet webcams before you tow

  • GPS tracking that keeps recording beyond cell coverage

The Boating Hubs app dashboard

For operators

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