Activities & Tours: Illinois

Lake Michigan 30-Minute Speedboat Ride

Enjoy Chicago’s iconic skyline with an exciting speedboat Tour on Lake Michigan. Departing from Navy Pier, the Lakefront Speedboat Tour is the best way to view Chicago from the water. Seadog offers fun for the whole family (and the dog, too!) combining an exciting speedboat ride along the shoreline with informative and amusing descriptions of the world-famous Chicago skyline!

...More

based on 263 reviews

See Details → Duration :30 minutes
From $37.44

Chicago Fireworks Dinner Cruise with Buffet

Our Signature Chicago 4th of July Fireworks Dinner Cruise is the ultimate way to kick off summer's biggest celebration. The spectacular Chicago fireworks will captivate you as you enjoy the show from your front row seats on the water. Unparalleled festivities are in store this 4th of with dining, dancing, and magnificent skyline views on Lake Michigan for a casual evening out. Enjoy a delicious, chef-prepared buffet and gorgeous views of Chicago's spectacular architecture while soaking in the beautiful summer weather. You'll marvel at famed city landmarks, such as the Willis Tower, and Adler Planetarium, from our climate-controlled interior and open-air roof decks. We keep the spirits flowing with a fully stocked bar, games, and lively music from our DJ. Set sail on an unforgettable 4th of July celebration! Includes Must be 21 or older with valid ID 3-hour dinner cruise on Lake Michigan Delicious dinner buffet with freshly prepared entrees, salads, and desserts

...More

based on 56 reviews

See Details → Duration :3 hours
From $129.07

Chicago City Tour with Architecture River Cruise Option

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. On this tour, you will travel through Chicago with an expert guide in a comfortable minibus, enjoy world renowned architecture including the world's first skyscrapers, Museum Campus (for the BEST skyline view in town), Millennium Park (Home of "The Bean"), Buckingham Fountain, The Magnificent Mile, Lincoln Park, Chicago River, The Gold Coast, Lake Shore Drive and more! Along the way, your guide will provide historical, informational and at times humorous commentary about the area. Four photo stops are a part of each tour. The small-group atmosphere with a maximum of 10 people ensures a more personal experience. You also have the option to upgrade to include THE most popular Architecture River Cruise in Chicago! For good reason, our partner Shoreline Sightseeing, has been the most booked tour on TripAdvisor for the last 5 years! And yes, there is a bar on the boat.

...More

based on 613 reviews

See Details → Duration :2 to 4 hours
From $47.95

Chicago's Lake Michigan Plated Lunch Cruise

Experience the best of Chicago with a Premier Lunch Cruise and spend your afternoon on Lake Michigan with dining, picturesque views, and DJ entertainment. While onboard, you’ll enjoy our chef-prepared plated menus, creative cocktails, distinctive service, and breathtaking views of Chicago’s skyline and attractions from our climate-controlled interior and open-air rooftop decks. Whether for a scenic lunch for two or for an unforgettable afternoon with friends and family, our Lunch Cruises are the perfect way to elevate any occasion and see Chicago from the water!  Includes 2-hour lunch cruise on Lake Michigan 3-course, chef-prepared plated menu Spectacular views of the Chicago skyline including the Willis Tower and Adler Planetarium DJ curated music Guaranteed table for your party size Complimentary coffee, hot tea, and iced tea

...More

based on 84 reviews

See Details → Duration :2 hours
From $71.67

Chicago Skyline Tall Ship Sightseeing Cruise

Leave the hustle and bustle behind! Explore Chicago's shores with a leisurely trip around Lake Michigan. Take in the world-famous skyline, enjoy spectacular views, and discover the Windy City from the water. Windy is the Official Ship for the City of Chicago. At 148 feet long, she is one of only a few 4 masted Schooners built in the United States. You will enjoy a relaxing sail around aboard a truly historic vessel. Select from Pirates and Maritime Stories Sail at 1pm, Skyline/Architectural Theme at 3pm and 5pm, and Skyline Sunset Sail at 7pm. This sail is approximately 75 minutes. The ship leaves promptly at the scheduled time, please allow for time to park, off the pier if necessary.

...More

based on 434 reviews

See Details → Duration :1 hours 15 minutes
From $59

Chicago River Tiki Bar Cruise from Chicago Riverwalk

See Chicago the Island Party Way. Our floating Tiki Bar offers you the opportunity to take in all the sights and sounds as you relax and enjoy a beverage. Have questions about the buildings you'll see along the river? Our helpful staff will be happy to answer questions.

...More

based on 92 reviews

See Details → Duration :1 hours 15 minutes
From $35

Chicago Skyline Sunset Sail Aboard a Tall Ship

The famous Tall Ship Windy sunset sail is truly famous. Used in many world-renown photos, backdrops for special events, weddings, or just an evening out, the sunset sail aboard one of the only four-mast Schooners still in operation will not disappoint. You will enjoy a sail on Lake Michigan and at just the right moment, S/V Windy will gently turn toward the Chicago skyline for a view of our spectacular sunset. Sit back and relax, enjoy some soothing music, and gently complete your day with this dramatic sunset. ** Please note, tickets purchased for sunset sails on Monday evenings will be upgraded from our traditional 75 minute sail to our Monday Night Blues Summer Concert Series, which departs the dock at 7pm and returns at 9pm. Enjoy live Blues music and 45 extra minutes aboard beautiful Tall Ship Windy!

...More

based on 27 reviews

See Details → Duration :1 hours 15 minutes
From $59

Chicago Private Sunset Sail on Lake Michigan

Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route. All charters are NON-SMOKING experiences.

...More

based on 21 reviews

See Details → Duration :2 hours
From $483.96

Chicago's Navy Pier Firework Sail Aboard a Tall Ship

A Truly Special Event Sail! During the summer, every Wed & Saturday night, Tall Ship Windy sails from Navy Pier for our guests to enjoy the spectacular night fireworks from the best seat in town. Enjoy the amenities of the 148 foot, four masted Schooner that is the official ship of the City of Chicago. Sail from Navy Pier and see the picturesque Chicago Skyline. Enjoy one of the best summer fireworks displays in the nation aboard a world-class tall ship. Then, get your history fix with a rousing rendition of traditional shipboard working songs against the backdrop of the brilliantly lit Chicago skyline. This is a one of a kind uniquely Chicago experience. The Wednesday Fireworks Boat Tour departs promptly at 8:45pm. The Saturday tour departs promptly at 9:15pm.

...More

based on 37 reviews

See Details → Duration :1 hours 30 minutes
From $99

Lake Michigan Fireworks Cruise in Chicago

No city embraces summer quite like Chicago. Join in the celebration with friends and family on this epic fireworks cruise. Get up-close and personal every Wednesday and Saturday night with an unobstructed 360-degree view of this exciting and thunderous spectacle.

...More

based on 57 reviews

See Details → Duration :2 to 3 hours
From $50

Lake Michigan and Chicago River Architecture Cruise by Speedboat

Enjoy Chicago’s iconic skyline with an exciting architecture cruise on the Chicago River. Departing from Navy Pier, this 75-minute narrated cruise is the best way to get up-close views of Chicago’s unique architecture and famous landmarks. Seadog offers fun for the whole family (and the dog, too!) with live narration along the city’s shore. Enjoy the speed of Seadog afterward during a short speedboat ride on the lake! Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.

...More

based on 206 reviews

See Details → Duration :1 hours 15 minutes
From $61.15

Chicago 3D Fireworks Cruise

Be Dazzled on Mercury's 3D Fireworks Cruise! Capture stunning photos of Chicago’s skyline from the Lake on Saturdays or from the mouth of the river on Wednesdays. Saturday 3D Fireworks cruise is featured on the lake. A lively cruise past Buckingham Fountain, Museum Campus, the Chicago River Lock and more. Wednesday 3D Fireworks cruise is featured on the river only. Includes light narration on the main and south branches of the river. Ends with the fireworks spectacle at the mouth of the river. (Does not go on the lake.) Then put on your complimentary “3D” glasses and enjoy a musical soundtrack as you take in an unbeatable view of a spectacular fireworks display!

...More

based on 158 reviews

See Details → Duration :4 hours
From $49

Best of Chicago Small-Group Tour with Skydeck and River Cruise

Explore the Windy City with See Sight Tours, Chicago’s best small group tours (max. 7 guests). Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan .Enjoy the efficiency of having your own local expert and personal guide to share unique and fascinating stories about the surrounding area including exclusive local insights, historic highlights and personalized recommendations. The tour includes complimentary pick-up and drop-off, all attraction admission fees, and skip the ticket line entry - helping you avoid long wait lines and wait times and freeing up more valuable time to enjoy your vacation. Best way to see all of what Chicago has to offer in a limited amount of time!

...More

based on 149 reviews

See Details → Duration :4 hours
From $254

Chicago River Architectural Lunch Cruise

Experience the best of Chicago with a Premier Plus Architectural Lunch Cruise and spend your afternoon on the Chicago River with dining, picturesque views, and a narrated architectural tour of the city. While onboard, you’ll enjoy our chef-prepared, plated menus, creative cocktails, distinctive service, and breathtaking views from our climate-controlled interior and open-air outdoor deck. Whether for a celebratory lunch for two or for a special afternoon with friends and family, our Architectural Lunch Cruises offer the most breathtaking views of Chicago with an accompanying narrated tour highlighting the history of the city from the water.

...More

based on 26 reviews

See Details → Duration :2 hours
From $110.58

Chicago River Architecture Tour Aboard a Historic Yacht

Cruise the river on a less crowed, small historic yacht! When in Chicago, cruising down the Chicago River is a must. Except with us, you’ll be taking in the architecture of the buildings that line the beautiful river. We provide detailed explanations of the construction and history of over 50 significant buildings, wrapping up at the end of the river.

...More

based on 8 reviews

See Details → Duration :1 hours 30 minutes
From $59

Activities & Tours: Illinois

Lake Michigan 30-Minute Speedboat Ride

Chicago Fireworks Dinner Cruise with Buffet

Chicago City Tour with Architecture River Cruise Option

Chicago's Lake Michigan Plated Lunch Cruise

Chicago Skyline Tall Ship Sightseeing Cruise

Chicago River Tiki Bar Cruise from Chicago Riverwalk

Chicago Skyline Sunset Sail Aboard a Tall Ship

Chicago Private Sunset Sail on Lake Michigan

Chicago's Navy Pier Firework Sail Aboard a Tall Ship

Lake Michigan Fireworks Cruise in Chicago

Lake Michigan and Chicago River Architecture Cruise by Speedboat

Chicago 3D Fireworks Cruise

Best of Chicago Small-Group Tour with Skydeck and River Cruise

Chicago River Architectural Lunch Cruise

Chicago River Architecture Tour Aboard a Historic Yacht

Partner Resources

How it works

Travel

Insurance

Adventure

Contact