Tours & Activities in Chicago

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

Get the best of Chicago with a local guide on this walking tour featuring the city’s best neighborhoods, top attractions, and the Chicago ‘L’!

Whether you’re a movie fanatic or simply want to take a Chicago sightseeing tour that hits iconic landmarks, this private walking tour is for you!

Discover the wonders of Chicago on this 2-hour family walking tour. With an expert guide, see some of the city’s most famous landmarks, visit cultural and architectural sites, and learn about local history and life.

Set sail on a breathtaking celebration with a Premier Chicago New Year’s Eve Fireworks Dinner Cruise on Lake Michigan. Indulge in an unforgettable evening of delicious craft cocktails, plated, chef-prepared menus, top-notch service and the best views of the spectacular Chicago fireworks display. 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 awe-inspiring sights, like Adler Planetarium and Navy Pier as you ring in the new year with a magnificent celebration! Includes 21+ Only Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.

Set sail on a breathtaking celebration with a Premier Chicago New Year’s Eve Fireworks Dinner Cruise on Lake Michigan. Indulge in an unforgettable evening of delicious craft cocktails, plated, chef-prepared menus, top-notch service and the best views of the spectacular Chicago fireworks display. 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 awe-inspiring sights, like Adler Planetarium and Navy Pier as you ring in the new year with a magnificent celebration! Includes 21+ Only Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.

Set sail on a breathtaking celebration with a Premier Chicago New Year’s Eve Fireworks Dinner Cruise on Lake Michigan. Indulge in an unforgettable evening of delicious craft cocktails, plated, chef-prepared menus, top-notch service and the best views of the spectacular Chicago fireworks display. 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 awe-inspiring sights, like Adler Planetarium and Navy Pier as you ring in the new year with a magnificent celebration! Includes 21+ Only Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.

Set sail on a breathtaking celebration with a Premier Chicago New Year’s Eve Fireworks Dinner Cruise on Lake Michigan. Indulge in an unforgettable evening of delicious craft cocktails, plated, chef-prepared menus, top-notch service and the best views of the spectacular Chicago fireworks display. 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 awe-inspiring sights, like Adler Planetarium and Navy Pier as you ring in the new year with a magnificent celebration! Includes 21+ Only Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.

Set sail on a breathtaking celebration with a Premier Chicago New Year’s Eve Fireworks Dinner Cruise on Lake Michigan. Indulge in an unforgettable evening of delicious craft cocktails, plated, chef-prepared menus, top-notch service and the best views of the spectacular Chicago fireworks display. 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 awe-inspiring sights, like Adler Planetarium and Navy Pier as you ring in the new year with a magnificent celebration! Includes 21+ Only Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.

Discover Chicago by private boat with a local Chicagoan to highlight its fascinating history and architectural marvels along the way! Before we board, we’ll take a short walk in the Chicago Loop, a bustling area filled with gems like the ostentatious Marshall Field building, the stained-glass-domed Cultural Center, and the Chicago Theatre, adorned with its emblematic marquee. After arriving at the dock, you’ll board your own private boat and set sail along the Chicago River. As we glide along, your guide will point out some of the city’s most fascinating landmarks. Stare up in awe at Willis Tower, once the world’s tallest building. Spot Union Station, which you might recognize from several famous films. And gaze upon a behemoth Art Deco building so large it once had its own zip code! We’ll also pass by Wolf Point, formerly occupied by Native Americans and later by many of Chicago’s first commercial buildings. Afterwards, you might want to explore all these sites and more on foot!

Discover Chicago by private boat with a local Chicagoan to highlight its fascinating history and architectural marvels along the way! Before we board, we’ll take a short walk in the Chicago Loop, a bustling area filled with gems like the ostentatious Marshall Field building, the stained-glass-domed Cultural Center, and the Chicago Theatre, adorned with its emblematic marquee. After arriving at the dock, you’ll board your own private boat and set sail along the Chicago River. As we glide along, your guide will point out some of the city’s most fascinating landmarks. Stare up in awe at Willis Tower, once the world’s tallest building. Spot Union Station, which you might recognize from several famous films. And gaze upon a behemoth Art Deco building so large it once had its own zip code! We’ll also pass by Wolf Point, formerly occupied by Native Americans and later by many of Chicago’s first commercial buildings. Afterwards, you might want to explore all these sites and more on foot!

Discover Chicago by private boat with a local Chicagoan to highlight its fascinating history and architectural marvels along the way! Before we board, we’ll take a short walk in the Chicago Loop, a bustling area filled with gems like the ostentatious Marshall Field building, the stained-glass-domed Cultural Center, and the Chicago Theatre, adorned with its emblematic marquee. After arriving at the dock, you’ll board your own private boat and set sail along the Chicago River. As we glide along, your guide will point out some of the city’s most fascinating landmarks. Stare up in awe at Willis Tower, once the world’s tallest building. Spot Union Station, which you might recognize from several famous films. And gaze upon a behemoth Art Deco building so large it once had its own zip code! We’ll also pass by Wolf Point, formerly occupied by Native Americans and later by many of Chicago’s first commercial buildings. Afterwards, you might want to explore all these sites and more on foot!