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If you see this badge on a charter or captain’s profile, that means our team has conducted a basic check using the information available in publicly available databases such as:

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This charter can take you boating over 9 miles offshore (Gulf of Mexico) and over 3 miles offshore (Atlantic) into federal waters.

This charter can take you boating up to 9 miles offshore (Gulf of Mexico) and up to 3 miles offshore (Atlantic) into state waters.

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Popular Sailing, Catamaran & Gulet Tours Charters in Lake Michigan  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Sailing, Catamaran & Gulet Tours in Lake Michigan- BoatBooker

Lake Michigan

Lake Michigan, United States

lake-michigan

Sail Lake, Michigan, and Milwaukee's iconic shoreline. Characterized by beautiful architecture. A 5-mile-long protected break wall. Sit back and relax, or take the helm of a large sailing yacht. With your family or a smaller group. Guided by a Coast Guard-certified captain and Crew.

United States

Sea Dog Sailing – Lake Michigan/Milwaukee

Milwaukee

Set sail on beautiful Lake Michigan and take in Milwaukee&rsquo;s iconic shoreline&mdash;complete with stunning architecture, a 5-mile-long protected break wall, and panoramic city views. Whether you&rsquo;re ready to relax on deck or take the helm, this 

Experience a magical 2-hour or more bareboat cruise on Lake Michigan. Sail along Chicago’s iconic skyline while enjoying a relaxed atmosphere on board. Watch the Navy Pier fireworks light up the sky, or groove to the sounds of the concerts at Northerly Island. Perfect for friends, families or a corporate outing looking to combine the city’s beauty with a the blue water of Lake Michigan.

40' Catamaran in Chicago for up to 7 ppl

Chicago

Set sail in style this Summer aboard our 40&#039; sailing catamaran, &quot;Just Be&#039;. Perfect for couples, celebrations, corporate outings, family gatherings, birthdays, memorials, and more. You and your guests will enjoy comfy cushioned seating on th

Start on the Chicago River, cruising past beautiful architecture, restaurants, and the Riverwalk, then head out onto Lake Michigan to the famous Playpen to anchor, relax, and enjoy the best skyline view in the world! 

Bring your own food, drinks, ice, and cups.
$1,135 + tip

Summer Wind Chicago Boat Rental Co.

Experience Chicago&rsquo;s skyline like never before aboard the Summer Wind Chicago, a 1996 Four Winns 215 Sundowner Cruiser. Perfect for up to six guests, this stylish and comfortable vessel is powered by a 225 HP Ford inboard engine, cruising smoothly a

Sailing, Catamaran & Gulet Tours in Lake Michigan

Top Sailing, Catamaran & Gulet Tours in Lake Michigan