Top Experiences in Navy Pier

This tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just the past year have ranked as Top 10 in America by USA Today and Top 20 in the world by Tripadvisor. Biking is easy in Chicago because of it's miles of bike trails, flat terrain and easy connections between attractions. We’ll be sampling from each of Chicago’s well known and unique foods -- deep dish pizza, a true Chicago hot dog, and a dessert for good measure. You’ll learn the history behind the foods and also get a taste for some of Chicago’s most popular downtown districts as we cruise through the Gold Coast, Chicago Riverwalk, Millennium Park, Buckingham Fountain, Museum Campus, Navy Pier and along the Lakefront. Whether day or night, you'll get fantastic views of the skyline and feel the city's vibrant energy. Veggie options available.

Our Mission:
We are dedicated to curating exceptional boating experiences, offering day and night cruises, fireworks displays, and serene voyages along the Chicago River. Our goal is to share the magic of the city's waterways, blending the thrill of the open lake with the iconic skyline as a backdrop.

What sets us apart:
Nauti Chicago stands out for our commitment to personalized journeys. Whether it's cruising to popular spots like the Playpen, enjoying delectable meals onboard, or discovering hidden dining gems ashore, our charters promise an unforgettable blend of adventure and indulgence.

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

Our Father’s Day Dinner Cruise is the perfect way to gather for an unforgettable celebration. Create memories with your family as you dine and dance on Lake Michigan with magnificent skyline views for a casual evening out with the whole family. Chicago’s spectacular views are even more impressive from the water while you enjoy a delicious, chef-prepared buffet. You’ll marvel at famed city landmarks, such as the Willis Tower and Adler Planetarium, from our cozy, 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. Join us at Navy Pier for a memorable, one-of-a-kind Father’s Day celebration.

Embark on a Premier Chicago Father’s Day Dinner Cruise for an elegant evening with family on Lake Michigan. Create lifelong memories together as you indulge in delicious cocktails, plated, chef-prepared menus, and top-notch service. Our DJ sets the mood while you soak in the Chicago skyline from an intimate, climate-controlled interior and open-air rooftop decks. You’ll delight in exclusive views of Chicago’s awe-inspiring sights, like the Willis Tower and Adler Planetarium. Join us at Navy Pier for a memorable, one-of-a-kind Father’s Day celebration.

Embark on a Premier Chicago Father's Day Brunch Cruise for an elegant afternoon with family on Lake Michigan. Create lifelong memories together as you indulge in delicious cocktails, plated, chef-prepared menus, and top-notch service. Our DJ sets the mood while you soak in the Chicago skyline from an intimate, climate-controlled interior and open-air rooftop decks. You’ll delight in exclusive views of Chicago’s awe-inspiring sights, like the Willis Tower and Adler Planetarium. Join us at Navy Pier for a memorable, one-of-a-kind Father’s Day celebration.

Welcome to the amazing city of Chicago.
Check out the classical landmarks in Chicago while getting amazed by its post-modern architectures.
Discover the stories behind the city’s most significant buildings such as Cloud Gate and Chicago Theatre.
Take an in-depth tour of the city of Chicago and visit 360 Chicago for a full 360-degree panoramic view of Chicago from above.
Explore Millenium Park and Grant Park.
Itinerary:

Millennium Park & Cloud Gate (20 mins) → Grant Park (10 mins) → The Art Institute of Chicago (Optional, 120 mins) → Chicago Water Tower (10 mins) → Michigan Avenue (pass by) → Chicago Cruise (Optional, 75 mins, seasonal) → 360 Chicago (Optional, 75 mins)

We will pass by Navy Pier, Clarence Buckingham Memorial Fountain, Marina City, Trump International Hotel and Tower and Willis Tower Observation Deck.

Taste all of Chicago’s classic eats on this 4-hr guided bicycle tour! Join the expert tour guides of Bobby’s Bike Hike, America’s longest-running city bike tour company, on this exciting and informative adventure which recently ranked Top 20 in the World by TripAdvisor. The journey is 14 miles (at a leisurely pace) and includes deep dish pizza, a gourmet brownie, a Chicago-style hot dog, and a few samples of local craft beer! On the daytime version of the tour, you’ll drink in the sights of Chicago’s beautiful northside neighborhoods, including the Lakefront and Wrigleyville, home to our Chicago Cubs baseball team. On the nighttime version, you'll ride through the party districts of downtown and see the lights of Buckingham Fountain, Millennium Park and the glorious skyline. Cruise the Lakefront Trail, one of the most popular waterfront bike paths in the country. Don’t miss out on this fun tour! You’ll leave with a profound understanding of our town, even if you only came for the beer.

Join us for a 2-hour concert sail from 7pm-9pm every Monday this Summer! Chase your Monday BLUES away aboard the 148 foot Tall Ship Windy as you enjoy the breathtaking views of Chicago from the waters of Lake Michigan accompanied by the sweet sounds of the blues. Whether you’re a long-time fan or a newcomer to the blues, you’re sure to be transported by the talent and passion of each amazing artist. With a full bar and a friendly, knowledgeable crew, you’ll be able to relax and enjoy the music in comfort and style.

Each concert will bring a unique twist to the blues genre, showcasing the diversity and versatility of this legendary music form. We’ll be joined by music’s greats, including Grammy-elected Michael Charles and his band, Andrew Diehl and Dave Weld & the Imperial Flames.

Tall Ship Windy’s Monday Blues is set to become the concert event of the summer! Book now and experience the magic of blues music against the backdrop of one of the world’s most beautiful skylines.

This Mother’s Day, create family memories that will be treasured forever with an amazing Mother's Day Signature Brunch Cruise on Lake Michigan. While onboard, treat the mom in your life to a special day with our holiday buffet, classic cocktails, and Chicago's most incredible views. Celebrate with dining and dancing from our climate-controlled interior, or soak in the picturesque backdrop from our outdoor decks.

One of the best ways to explore a city is with a private tour. This tour isn't any different. Have your driver and separate tour guide take you around the most important sites and locations of Chicago.

Being a private tour, stop whenver you want to take pictures and also explore by foot specific locations.

Pick up is included from your hotel or place of choice inside the city and downtown Chicago. Please include this information as well as a contact number when booking.

This private tour will give you a great experience to get to know Chicago. This is a 4 hour private tour with driver and separate tour guide.

During this tour, you will explore great locations in Chicago like the Richard J. Daley Center. There will also be a photo stop at the Lakefront Trail and South Michigan Avenue.

Don't miss the Grant Park, Cloud Gate and of course the Downtown / The Loop.

This private tour will finish off at your hotel in Chicago.

Create your own sightseeing itinerary with the Chicago Explorer Pass, saving up to 50%* off compared to buying individual attraction tickets. This multi-attraction pass, valid for 60 days after your first use, provides admission to your choice of up to seven attractions, tours or activities - all one one pass. Select from more than 25 top sites and things to do, including SkyDeck Chicago, Navy Pier and a Shoreline Architecture River Cruise. It's the easiest and most affordable way to explore the Windy City at your own pace. Simply save your pass on your mobile device (available as your 'ticket' after purchase) and go – no voucher redemption required! With Go City you can see more, do more, and save more.

*Savings based on sample itineraries on the Go City website

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!

Create family memories that will be treasured forever with an amazing Chicago Mother’s Day Cruise on Lake Michigan. While onboard, treat the mom in your life to a special day with our spectacular holiday buffet, classic cocktails, and Chicago’s most incredible views. Celebrate with dining and dancing from our climate-controlled interior, or soak in the picturesque backdrop from our outdoor decks.

See Chicago's weekly summer fireworks display on this spectacular Chicago Segway Tour. You haven't seen Chicago until you have seen it at night. View Buckingham Fountain's romantic evening light show with the illuminated skyline as a backdrop. This evening fireworks tour glides along the lakefront to our secret spot for watching Navy Pier's Fireworks display. It's difficult to decide which is more spectacular — the fireworks or the Chicago skyline in its evening splendor! A perfect family activity, this is one of our most fabulous Chicago Segway tours.

Admire all of Chicago's fabulous lakefront sights and attractions on this Lake Michigan boat tour. Cruise along Lake Michigan and take in amazing views of the city’s famous skyscrapers from a great vantage point. Feel free to bring a lunch and enjoy drinks from the onboard bar as you relax on this sightseeing cruise.

This tour takes you along the Lakefront bike path. Which you'll be able to experience the beautiful nature that surrounds the city skyscrapers. You will get a chance to ride Electric Bikes and see the city from a different vantage point.

It all begins navigating through Buckingham Fountain, the Art Institute of Chicago, and the Museum Campus). As we admire the grounds and perfect location between the iconic skyscrapers and nature. We will then proceed and make our way over to the lakefront path. Riding along we will take you to a magnificent view of the skyline which is the best place for a photo shoot.

Afterward, we will take the lakefront bike path over the Chicago River and past Navy Pier. A quick ride back to our starting point ends the tour.

Experience the best of Chicago with a Premier Brunch Cruise and spend your afternoon on Lake Michigan with dining, bottomless mimosas, picturesque views, and DJ entertainment. While onboard, you’ll enjoy our chef-prepared buffet 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 celebratory brunch for two or for an unforgettable afternoon with friends and family, our brunch cruises are the perfect way to elevate any occasion and see Chicago from the water!

Includes
2-hour brunch cruise on Lake Michigan
Chef-prepared buffet-style dining
Bottomless mimosas (must be 21 or older with valid ID)
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

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!

The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier, Soldier Field, Fort Dearborn, Vietnam Memorial, Wolf Point, Shedd Aquarium, and many others. Come aboard our safe and seaworthy US NAVY built Rigid Inflatable Boat (RIB), and experience a unique & personal tour of the City!

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.

This Mother’s Day, create family memories that will be treasured forever with an amazing night on the water! Treat the mom in your life to a special Mother's Day Premier Dinner Cruise on Lake Michigan. While onboard, your family will enjoy chef-inspired, plated entrees with a selection of wine, Champagne, and classic cocktails. Celebrate with dining and dancing from our climate-controlled interior, or soak in the picturesque backdrop of Chicago's skyline from our outdoor decks. Start a new tradition the whole family will enjoy and celebrate Mother’s Day on the water!

Our popular 90-minute daytime river and lake tour, the Urban Adventure Cruise, delights family members of all ages with incredible views of Chicago's world-renowned architecture and stunning skyline. Lively, knowledgeable tour guides bring Chicago’s rich history to life with fun stories and interesting facts. Relax and unwind on a scenic tour of the city from the unique perspective of the Chicago River and Lake Michigan. Welcome aboard!

The Flyover experience takes 30 minutes from beginning to end. First, on-the-ground stories connect you with the spirit of the Windy City. Then, you’ll discover Chicago from a whole new perspective, as Flyover transports you over, around and through remarkable locations. You'll explore in motion with scenes captured by an award-winning creative team using custom-made drones and helicopter-mounted cameras, while scents, sounds and music deepen the immersion. It’ll take your breath away (we promise you’ll get it back).

Glide along the Chicago River and Lakefront as you're dazzled by the sparkle of the city at night! Enjoy breathtaking views of the dramatic skyscrapers and Buckingham Fountain's spectacular light display. Hear lively commentary as you feel the night breeze and see Chicago’s skyline transformed into a glittering jewel. A one-of-a-kind experience to scratch off your Chicago bucket list. Family-friendly cruises are our specialty!

Enjoy a panoramic night-time sightseeing bus tour and be dazzled by the bright lights of Chicago. See the entire skyline lit up from the Museum Campus, discover River North’s vibrant nightlife scene, and travel every inch of Michigan Ave from The Magnificent Mile to The Cultural Mile, all in one exciting loop.

Discover Chicago's best on our Big Bus tour. Board our open-top, double-decker bus and see the city's iconic landmarks, from the Magnificent Mile to Millennium Park. Utilize our convenient stops to explore vibrant neighborhoods and attractions, including Willis Tower, the Chicago Riverwalk, and more.

Spend your day shopping on Magnificent Mile, enjoying Navy Pier's Ferris Wheel, or tasting authentic Chicago Deep Dish Pizza. Our flexible tour lets you create your own itinerary, with a free app to track bus arrivals.

Listen to digital commentary in multiple languages, offering expert insight into Chicago's history and culture, while recommending the best places to eat, drink, and shop. Offering comfortable seating and panoramic views, our Hop-On Hop-Off Sightseeing Tour is an ideal way to explore the city. Hop off as often as you like within your ticket's validity period, and simply hop on again when ready to continue.

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

Luxury vehicles
Professional chauffeurs
Updated fleet
Licensed chauffeurs
Knowledge about navigating in the city

Experience Chicago's Magnificent Fireworks from the Water with Navy Seal Adventure Boat

Are you ready for an unforgettable evening of breathtaking views and heart-pounding excitement? Look no further than our Navy Seal Adventure Boat, where we bring you front-row seats to the most spectacular firework show in Chicago! Get ready to embark on a journey like no other, as we take you on an adrenaline-fueled adventure that will leave you in awe.

The Ultimate Waterfront Spectacle

Situated on the glistening waters of Lake Michigan, our Navy Seal Adventure Boat offers an unparalleled vantage point to witness the city's iconic firework extravaganza. As the sun dips below the horizon, the anticipation builds, and our expert crew navigates the boat to prime position for the best views of the show. Feel the thrill as the sky comes alive with a mesmerizing kaleidoscope of colors, perfectly synchronized to an enchanting symphony of music.

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.

Experience the best of Chicago with a Premier Dinner Cruise and spend your evening on Lake Michigan with dining, picturesque views, DJ entertainment, and dancing. 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 romantic dinner for two or for a special evening with friends and family, our dinner cruises are the perfect way to elevate any occasion and see Chicago from the water!

Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.

Includes
- 3-course, chef-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

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!

Welcome to Chicago River Boat Architecture Tours! We’re proud to present you with an in-depth, expert architectural-based river boat tour that delves into one of the most remarkable American cities today. Known for unique, daring, and historical architectural pursuits, it’s hard to cover all of the design and building treasures that make up the Windy City today. If you’re ready to learning more about the designs, people, and innovations behind these creations, throw on your captains hat and get ready to cruise along the Chicago River and see what architects from around the world travel to see in Chicago. Tour departures from 465 N. McClurg Ct.

On this private walking tour our expert local guide will take you to see some of Chicago’s best-known attractions!

The day will begin with you meeting with your friendly local guide at Millenium Park, home to Cloud Gate.From there, your tour will begin as you start your walk through Chicago, exploring the most famous and beautiful locations in the city!

Experience one of the world’s most beautiful cities on a cruise down the historic Chicago River. On this architecture cruise, head down the main branch of the Chicago River, up the north branch to the East Bank Club, and then south past Willis Tower (Sears Tower) to the old Post Office Building. Take in magnificent city skyline views as you see more than 40 notable buildings, including the John Hancock Center and the Wrigley Building, and learn about their distinctive architecture from your onboard guide, an expert in architecture.

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.

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.

Our Chicago Signature Dinner Cruise is an unforgettable way to experience the city from the water. Spend your evening on Lake Michigan with dining, picturesque views, dancing, DJ entertainment, and an assortment of games. While onboard, you’ll enjoy our chef-prepared dinner buffet, a fully stocked bar, and incredible views of Chicago’s skyline and attractions from our climate-controlled interior and open-air rooftop decks. Whether for a romantic dinner for two or for a special evening with friends and family, our dinner cruises are perfect for any occasion!

Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.

Includes
- 2 - 3-hour dinner cruise on Lake Michigan
- Chef-prepared buffet-style dining
- 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

This Mother’s Day, create family memories that will be treasured forever with an amazing Mother's Day Signature Dinner Cruise on Lake Michigan. While onboard, treat the mom in your life to a special night with our holiday buffet, classic cocktails, and Chicago's most incredible views. Celebrate with dining and dancing from our climate-controlled interior, or soak in the picturesque backdrop from our outdoor decks.

Enjoy Chicago’s iconic skyline at night and a fireworks display, with an exciting cruise on Lake Michigan. Experience a speedboat tour with a pause to enjoy the Navy Pier fireworks show. Our open-aired vessels provide uninterrupted panoramic views of the sparkling fireworks displays with the beautiful Chicago skyline as the setting. Join us on Wednesday and Saturday evenings during the summer months for an unforgettable memory.

Includes
60-minute speedboat tour* with a break to take in the fireworks
Amazing views of the skyline and fireworks display

Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.

Disclaimer: This ride is not recommended for guests with conditions to the neck or back or that may be pregnant. Children under 12 must be accompanied by an adult.

*Please note: Lakefront and Architecture tours on Seadog are dog-friendly, but Fireworks tours are strictly people-only.

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. Three departure times offered daily. All charters are NON-SMOKING experiences.

Treat yourself to an unforgettable Chicago experience with this private sailboat cruise under the Navy Pier fireworks. Over the course of two hours, you’ll sail along Chicago’s beautiful lakefront with a view of the city skyline. You’ll have the perfect vantage point to enjoy the incredible fireworks from Navy Pier. This customizable experience allows you to choose your own, route, music, and guest list.

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.  The unique view of the Navy Pier fireworks from the water is an unforgettable experience!  Offered Saturday evening in season.  All charters are NON-SMOKING experiences.

The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only Chicago architecture boat tour led by highly trained expert docents. On this 90-minute cruise, you will enjoy an overview of historic and modern architectural styles including stories about the people who designed and built Chicago.
As a certified nonprofit, all ticket purchases directly support education efforts and community engagement projects. No visit to Chicago is complete without experiencing this award winning tour, so accept no substitutes.

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.

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.  Three departure times offered daily.  All charters are NON-SMOKING experiences.

This tour is unique as it offers the ability for you and two of your friends or family (a total of 3 passengers) to experience what it is like to fly over the city of Chicago on a 45 minute thrill seeking guided tour. The price is the total for all 3 passengers (saving you money compared to other operators who charge per person.)

Enjoy a private two and a half hour sailing experience for up to four 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.

Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome.

Each architecture river tour is narrated by a professional guide which leads passengers down the Chicago River to discover the city’s most renowned landmarks. In addition to historical insight on well known structures such as the Civic Opera House, Trump Tower & the Merchandise Mart, passengers will also get a chance to learn about current and upcoming developments. The Chicago River Cruise navigates the three primary branches of the river including the main branch to Navy Pier, the north branch to Goose Island and the south branch to Chinatown.

Join Cranberry Tours for an exhilarating bus journey to the Windy City—Chicago! Our comfortable and scenic ride from Toronto will whisk you away to the heart of American urban culture. Upon arrival, immerse yourself in the architectural wonderland, with a planned itinerary including the towering Willis Tower, the historic Wrigley Building, and the art-filled expanses of Millennium Park. We'll cruise down the Magnificent Mile for some world-class shopping and dine on authentic deep-dish pizza. With expert guides to lead the way, you'll discover the rich tapestry of Chicago's neighborhoods, each brimming with stories and local flavor. This tour promises not just sights and sounds but a deep dive into the vibrant spirit of one of America's most iconic cities. Get ready for a Chicago adventure that will leave you with memories to last a lifetime!