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{1} %dest%: 1 boat available| [2,Inf] %dest%: %chartersCount% boats available

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%charters% %destinationName% available for online booking through BoatBooker%reviews%.
%regular_trips% %shared_trips% %price_desc% %boat_info%

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{1}The most popular fish species you can target is %fish1%.|{2}The most popular fish species you can target are %fish1% and %fish2%.|{3}The most popular fish species you can target are %fish1%, %fish2%, and %fish3%.

{1}%tt1% boat tours is commonly offered by local guides.|{2}%tt1% boat tours and %tt2% boat tours are commonly offered by local guides.|{3}%tt1% boat tours, %tt2% boat tours, and %tt3% boat tours are commonly offered by local guides.

To give you an idea of how much a boat tour in %destinationName% costs, the average price for a 4 hour private trip is %avg_price_half%, while an 8 hour private trip will cost you %avg_price_full%. These prices are based on trips booked on our site recently.

To give you an idea of how much a boat tour in %destinationName% costs, the average price for a 4 hour private trip is %avg_price_half%, while an 8 hour private trip will cost you %avg_price_full%.

To give you an idea of how much a boat tour in %destinationName% costs, the average price for an 8 hour private trip is %avg_price_full%.

To give you an idea of how much a boat tour in %destinationName% costs, the average price for a 4 hour private trip is %avg_price_half%.

Shared trips are available, with an average rate of %avg_price_shared% per person.

&nbsp;with an average score of %reviewScore% from %reviewNum% customers

{1}Top fishing technique is %t1%.|{2}Top fishing techniques include %t1% and %t2%.|{3}Top fishing techniques include %t1%, %t2%, and %t3%.

{1}If you’re looking to fish around %destinationName%, top nearby destinations include  %n1%.|{2}IIf you’re looking to fish around %destinationName%, top nearby destinations include %n1% and %n2%.|[3,Inf]If you’re looking to fish around %destinationName%, top nearby destinations include %n1%, %n2%, and %n3%.

These prices are based on trips booked on our site recently.

{1}If you’re looking to fish around %destinationName%, top destinations include  %n1%.|{2}If you’re looking to fish around  %destinationName%, top destinations include %n1% and %n2%.|[3,Inf]If you’re looking to fish around %destinationName%, top destinations include %n1%, %n2%, and %n3%.

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{1} %dest%: %chartersCount% boat available|[2,Inf] %dest%: %chartersCount% boats available

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Top Chicago Metropolitan Area boating charters in Summer 2026, from US $50 p/p. Best price guaranteed, verified reviews, and secure online booking. 4-12 hour boating trips for family and friends.

The 10 BEST Boat Tours in Chicago Metropolitan Area from US $150 (Summer 2026)

Chicago Metropolitan Area

chicago-metropolitan-area

Chicago Metropolitan Area, United States

Discover the stunning beauty of Lake Michigan and the Chicago lakefront aboard this exquisite 51&#039; Sea Ray Sundancer. Meticulously maintained, this modern and clean vessel offers an unparalleled sailing experience with a touch of luxury. Whether you&#

Captained 51' Sea Ray Sundancer Luxury Yacht

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

Summer Wind Chicago Boat Rental Co.

Bayside Voyage offers private, captain-led up to 6‑guest charters departing directly from iconic Navy Pier Marina, Chicago&rsquo;s lakefront playground. Experience the best of Chicago from the deck of our 37&#039; Sea Ray Sundancer. Whether you&rsquo;re l

Captained 37’ Sea Ray Sundancer: Navy Pier

Experience Chicago from a whole new perspective aboard Pura Vida Boat Charters, a stylish and spacious 2011 Sea Ray Sun Dancer 330 Cruiser designed for unforgettable days on the water. With room for up to 12 guests, this premium yacht is perfect for sight

Pura Vida Boat Charters

Experience Chicago from the best seat in the city aboard our spacious 38-foot catamaran. With incredible skyline views, plenty of room to spread out, Bluetooth music, a full galley, two restrooms, refrigeration, coolers, floaties, and comfortable indoor a

3rd Coast Cruising

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

40' Catamaran in Chicago for up to 7 ppl

Experience Chicago like never before aboard one of the most luxurious and sought-after Italian yachts. Perfect for swimming, sunbathing, or cruising the iconic skyline, this 62&#039; Azimut comfortably hosts up to 13 adults plus captain and crew. Every ch

Meridian Private Yachts – 62' Azimut Yacht

Kenosha Sunset Cruises operates a well-maintained 1999 Tiara 29 Open motor boat, offering an exceptional on-the-water experience departing from Kenosha. Designed for comfort and performance, this classic offshore cruiser accommodates up to 6 guests, perfe

Kenosha Sunset Cruises

Experience Chicago from the water aboard this stunning 47&rsquo; luxury motor yacht, the perfect way to enjoy Lake Michigan with friends, family, or coworkers. Whether you&rsquo;re soaking up the sun at the famous Playpen near Oak Street Beach, cruising p

Chicago Metropolitan Area Boat Tours

Top Boat Tours in Chicago Metropolitan Area

Chicago Metropolitan Area: 9 boats available

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