Chicago Sightseeing Boat Cruises-Tours & ChartersTry one of the many leisure boats docked along Navy Pier's Dock Street, the River or Burnham Harbor for a unique Chicago lakefront experience you won't soon forget. There are a variety of boat choices which offer you everything from fancy dinner cruises that include dancing and live entertainment to exciting speedboat rides along Lake Michigan and water taxi rides between lakefront attractions. From the luxury to the budget, there is a fun boat for every occasion along Chicago's Lake Michigan! Sightseeing Boat Cruises | Private Cruise Charters *** See our Chicago Boat Tours Comparisons before you book a boat tour. *** FEATURED CRUISE
Sightseeing Boat Cruises & Tours*** See our Chicago Boat Tours Comparisons before you book a boat tour. ***
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*** See our Chicago Boat Tours Comparisons before you book a boat tour. *** Chicago Private Cruise Charters
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ADVENTURE SEA TOURS – CHICAGO SKYLINE CRUISES |
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PRIVATE
ENTERTAINING SKYLINE CRUISES. For those who care about quality during their entertaining experience, Valara VI is a full-service luxury yacht serving Chicago’s most special occasions. Serving only one group at a time up to 149 guests with unmatched class. Get away from the old way of entertaining on land, to an atmosphere that will set your experience apart from the rest. In business over 35 years. Visit our website, or call 773-788-9494. |
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VALARA VI – For private entertaining in style |
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 Adventure Sea Tours, Inc. Burnham Harbor - Chicago, IL 773-788-9494, email: valara006@comcast.net Featuring the Luxury Yacht Valara VI with an unmatched atmosphere that is conducive to the mingling of your invited guests and viewing of our Chicago Skyline in ultimate style and comfort. Full-service luxury yacht for your private Corporate Entertaining, Weddings and Fine Family Gatherings. Serving group sizes up to 149 Guests. Valara VI sets your entertaining experience apart from the rest. Private Cruises only. In business over 35 years. |
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Anita Dee Yacht
Charters Navy Pier, Chicago 312-379-3191, email: info@anitadee.com Make Chicago Yours Exclusively! Located at Navy Pier, Anita Dee Yacht Charters specializes in private cruises for groups of 50-400. Choose your date, time and direction of sailing aboard one of two luxurious vessels. If you would like additional information please contact us at 312-379-3191 or online at www.anitadee.com. |
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Charter Boat Chicago 111 N. Lake Shore Dr. (312) 213-BOAT (2628) email: info@CharterBoatChicago.com Premier sport fishing and private boat excursions in DOWNTOWN CHICAGO! - fishing with a view - sunset & skyline cruises - fireworks - Chicago river tours - or just relax aboard a BEAUTIFUL 36 foot Egg Harbor Yacht. |
 Chicago Cruise's "Summer of George" Docked at State Street & the Chicago River. Chicago Cruises offers customized corporate outings & private party cruises, as well as daily Sunset Cruises. Call 866.213.5568 or visit web site for pricing and availability. Email: info@chicagocruises.com. |
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Chicago Sailboat Charters Belmont Harbor 773-960-7890 Come for a sail with us on the Chicago shoreline. Day or night, we provide a great experience for first timer sailors or enthusiasts. Fireworks, sunsets, sunny days, even sunrises! Our goal is to tailor your sailing experience specifically to you. 773-960-7890 |
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Chicago Sailing 2712 Campbell, Chicago, IL 60647 773-871-7245 Conveniently located in North Belmont harbor, Chicago Sailing, Inc. is one of the nation’s largest and most respected sailing facilities. We offer US SAILING Certified instruction, sailboat rentals and private sailing charters and and corporate and group events. For more information about us, our Fall Sailing Specials or any of our services, please call 773-871-SAIL or visit www.chicagosailing.com . |
 Chicago's First Lady Cruise Evening Private Charters, Weddings / 2, 3, 4 hours / $700-$990 hourly / custom food and beverage packages, additional fee. Private CAF Guide, additional fee. For charters reservations call 847-358-1330. |
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El
Presidente Yacht Charters Navy Pier 312-595-0059, email: info@el-presidente.com Luxury yacht available for up to 60 guests |
 Entertainment Cruises Give your group a fresh perspective on one of the most spectacular views in America-the Chicago Skyline. No matter what you demand of your venue, count on Entertainment Cruises to deliver it, effortlessly. We are the nation’s largest entertainment, sightseeing and dining cruise company. With unique, affordable and easy-to-plan packages for any size group with any budget, we provide the most memorable alternatives to land based venues year-round. Great service. Spectacular views. Flawless execution. Plus, talented event planners to help with every last detail. Perfect for groups of 2-2000. Call 866/391-8439 or visit the Entertainment Cruises web site to learn more today. |
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Free Spirit
Yacht Cruises Burnham Harbor, Chicago, Ill 708-361-2220, info@freespiritcruises.com The "Gypsy Spirit" and the "Free Spirit" are two luxurious yachts that are offered for charter, accommodating up to 120 people. |
 Lakeshore Sail Charters - Chicago Location: Burnham Harbor, in Museum Campus, near Soldier Field Phone: 312-404-5800 At Lakeshore Sail Charters in Chicago, we offer a unique, personalized, sail charter experience on our fleet of sail boats. The fleet ranges from 33 foot to our flagship Red Witch, which is 77 feet long!! We have affordable rates with hourly, daily and custom charter packages. Take a look at our web site for more details. We also have an online reservation system where you can check the availably and make your sailing reservations. Or… just call us, you will almost always be answered by a friendly voice. Advance reservations are not required. |
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Second
City Cruises 630-788-9202, email: forddad2003@yahoo.com Private charters (Captain included) along the Chicago Shoreline or on the Chicago River on our spacious 27' Sea Ray. Charter the whole boat for your group of 1 to 6 people. We offer Chicago River tours, fireworks cruises, romantic night cruises along the Chicago skyline. You can even cruise off Northerly Island during Charter One Pavilion concerts. |
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Set Sail
Chicago 77 West Washington Suite 1801 Chicago IL 60602 877-578-SAIL, email: info@setsailchicago.com Set Sail Chicago is Chicago's premier corporate and recreational sailing charter company. Showcasing the beauty and atmosphere of Chicago city sailing, our luxury sailboats and accommodating crews provide guests an intimate and personalized boating experience. Set Sail Chicago offers recreational cruises, sailing lessons, corporate entertainment and interactive team building events. Our charters are a great way to entertain clients, celebrate team success or just to relax and enjoy a day or evening out on the waterway. |
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Shoreline Charters Private charters are available for 50 to 240 guests on a choice of four vessels including the four-season Celebration. Cruise on Lake Michigan and/or the Chicago River. Architectural docents are available on request. Ideal for social and corporate events day or evening, casual to elegant themes. Shoreline's professional event planning staff will handle every detail. Please call 312-222-9328, ex 2232, or visit the Shoreline web site www.shorelinesightseeing.com. See the Shoreline Water Taxi Video.  |
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A Sophisticated
Lady Yacht Charters Burnham Harbor, Chicago, IL 60605 773-224-2783, fantasy1@flash.net A Sophisticated Lady Yacht Charters is a private luxury yacht in Chicago for 10 - 49 passengers specializing in corporate and personal events. Pricing starts at $65 per person including food and beverages. |
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SunSea Yacht
Charters Chicago's Lakefront - Burnham Harbor 773-284-4782, email: info@yachtparties.com Beautiful private charter yacht offering cruises on Lake Michigan. Home-like setting for your next party, wedding, or special event. |
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Tall Ship Red Witch,
Chicago's Schooner Chicago, Museum campus 312-404-5800, email: chicagotravelerRW@lakeshoresail.com The topsail schooner Red Witch is available in Chicago for hourly charter or ticketed events (call or check web site for availability), for up to 49 passengers. Ideally suited for day sails, corporate events, special occasion parties, weddings, informal dinner cruises, sales incentives, and fireworks cruises. |
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Windy City
Sailing Belmont Harbor 773-868-0096, email: info@windycitysailing.com Windy City Sailing, Inc. offers World-Class recreational, romantic and educational experiences to individuals and small groups. Experience the thrill of sailing, with professional captains on our custom sailing yachts, including the luxury, 39-foot, 2004 Beneteau. |
Selected Sightseeing Cruises Boat Descriptions
Windy
WINDY is Navy Pier's resident
148-foot, four-masted schooner. She offers 90-minute public cruises,
private charters and educational trips, are offered each day. The ship
pays tribute to the Great Lakes' rich maritime heritage by featuring a
design reminiscent of a traditional American schooner. WINDY holds up to
150 passengers per cruise and visiting landlubbers are encouraged to help
raise and trim her 11 sails and often take turns at the ship's wheel.
Cruises are available daytime and evenings from May to October. For more
information about Windy, please call (312) 595-5555.
Seadog I, II, III and IV
Shoreline Sightseeing/Water Taxis/Architecture Cruises/Charters
Offering 30-minute skyline tours from the west end of Navy Pier, Shoreline Sightseeing boats are the perfect way for the entire family to experience the majesty of Chicago's lakefront. Shoreline Sightseeing also offers water taxis on two routes: between the southwest corner of Navy Pier and the Museum Campus or the Sears Tower. Shoreline's popular one-hour architecture cruises depart from Ogden Slip at Navy Pier and travel the Chicago River viewing over 40 masterpieces of modern architecture. All cruises are led by architectural guides. Passengers receive a complimentary map and guide outlining the famous buildings along the route. Shoreline also offers private event charters on four vessels, including "Star of Chicago" and the brand new "Evening Star". Professional event planning staff available to assist with charter arrangements. For more information, including exact schedules, please call (312) 222-9328 or visit the Shoreline website at www.shorelinesightseeing.com.
Dinner Cruises
Spirit of Chicago
If you’re looking for a totally entertaining Chicago dining experience at one great value, look no further than the festive Spirit of Chicago. With a vibrant and fun dinner atmosphere, grande buffets, live solo performances, interactive DJs for dancing and amazing up-close views of Chicago’s world-famous skyline, there’s no better way to spend your evening. Make a lasting memory out on the water with a Brunch, Lunch, Cocktail, Dinner, Fireworks or specialty cruise. Departs year-round from Navy Pier. For more information on cruise options and tickets, please call 866.273.2469 or visit the Spirit of Chicago web site.
The Odyssey
For a truly elegant escape, create an unforgettable evening aboard the Odyssey II. Chicago’s most sophisticated cruising vessel, Odyssey offers plated appetizers, entrees and desserts prepared fresh onboard daily. Award-winning wines. Live entertainment. Dancing. All while unmatched views of the Chicago skyline, voted best in America, drift past your table. So treat yourself to a magnificent Chicago memory for less than you’d imagine. Brunch, Lunch, Cocktail, Dinner, Fireworks and holiday cruises depart year-round from Navy Pier. For more information on cruise options and tickets, please call 866.305.2469 or visit the Odyssey web site.
Mystic Blue Cruises
The coolest Chicago dining cruise experience, come aboard the fresh and contemporary decks of Mystic Blue. We’ve got it all – tasty buffets prepared fresh onboard, DJ music for dancing, a modern ambiance and the best views of Chicago’s world famous skyline. With the largest picture windows of any ship at Navy Pier, the sleek, silvery-blue, 500 passenger vessel was built specifically for cruising the famous Chicago skyline. So join us for a Brunch, Lunch, Lake-Breeze Dinner Lounge, Fireworks or specialty cruise. You won’t regret it – trust us. Cruising year-round from Navy Pier. For more information on cruise options and tickets, please call 877.299.7783 or visit the Mystic Blue web site.
Private Charters
Anita Dee I & II
The Anita Dee pampers its guests all year long, offering all the amenities of premier hospitality passenger boats and specializing in personal service. The Anita Dee I holds 50 to 149 passengers; the Anita Dee II is available for larger groups up to 400. Cruises can be customized for special parties or groups. For more information, please call 312-379-3191 or visit the website at www.anitadee.com.
El Presidente
During her years of government service, the El Presidente was used by US presidents, foreign dignitaries and heads of state for meetings and other official functions. She is docked at Ogden slip, just west of Navy Pier. The recently restored yacht offers her guests luxurious surroundings, including original Art Deco style furnishings, a teak afterdeck and companionways, and an elegantly appointed main salon trimmed in teak and mahogany. This historic cruising yacht can be chartered by the hour, day, week or month. For more information, please call (312) 595-0059 or visit the website at www.el-presidente.com.
Eleanor R.
Originally built as a whale-watching boat, this 90-foot-long vessel boasts wide side decks and a spacious upper deck ideal for viewing Chicago's magnificent skyline. Guests are protected from the elements in a 50-foot main salon and a partially enclosed upper deck. The Eleanor R is available for private charter. For more information, please call (312) 595-0059 or visit the website at www.el-presidente.com.
Visit the Picton Castle's website, a tall ship that was at Navy Pier's AT&T Tall Ships Chicago event over Labor Day weekend 2000. Their website is www.picton-castle.com