Travel Guide for
Chicago

Chicago Night Crimes Tour by Bus

Join us for a fun night of exploring Chicago's crime history on this 2-2.5-hour bus tour that includes: * World famous crime scenes like the St Valentine's Day massacre * Stops on-and-off the bus at famous crime sites * True Crime history * Historic video footage * Interactive live commentary * Crime quiz * Souvenir pamphlet with photos * Luxury climate-controlled bus * So much more! Some of the world’s most notorious criminals, mobsters & gangsters bamboozled their way through Chicago. Escape into the city’s criminal underworld as you investigate stories about Al Capone, The Untouchables, the Chicago Mob and more. From a luxury coach, see the sites of storied crime scenes including Biograph Theatre, Holy Name Cathedral, and the St Valentine's Day Massacre, one of Chicago's most notorious murders. Snap photos of the historic criminal courthouse, and hop on-and-off the coach to walk the path that Chicago gangsters John Dillinger and Hymie Weiss followed just before their deaths.

Chicago's Ultimate City Bike Tour

Get acquainted with Chicago’s most iconic landmarks on this riotous guided bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s longest-running city bicycle tour company, on this exciting and informative adventure. Over the course of a 3-hour bike ride (traversed at a nice leisurely pace), you’ll get up close and personal with Chicago’s legendary Museum Campus, Grant Park, and Millennium Park. You’ll become intimately familiar with Soldier Field, The Adler Planetarium, Buckingham Fountain, The Pritzker Pavilion, and Cloud Gate (the formal name of Chicago’s dearly-beloved “Bean”). This tour is perfect for first time visitors looking to see all of the classic hotspots, and for returning guests looking to understand more about the landmarks they know and love. Hop on two wheels, and come make memories that are sure to last a lifetime!

Lakefront Segway Tour in Chicago

Segways are amazingly fun, and Chicago's lakefront, parks, and skyline are absolutely gorgeous! Add our smart, entertaining tour guides to the mix, and you have the experience of a lifetime!

African American Heritage Tour of Chicago

On this tour we visit the DuSable Museum of African American History. We visit the museum for 45 minutes. This tour visits the homes of Louis Farrakhan, the former home of Elijah Muhammad and the former home of Muhammad Ali. We will pass by the home the 44th President of the Unites States, Barack Obama as well as the home of Reverend Jessie Jackson. We provide insight on how African Americans have made a huge impact on Chicago as well as the rails, how during the Great Migration African Americans traveled to Chicago. Come tour with us!

Chicago Loop Walking Tour

The Loop is the heartbeat of downtown Chicago! It is filled with great architecture, drop-dead gorgeous interiors and fantastic works of art from famous artists. Along the way, we'll discuss some of the people, and people groups, that have helped to make this one of the "must see" communities, in Chicago!

Chicago Lakefront Electric Bike Tour

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 our meeting point and going by the bike path to Navy Pier, 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. A quick ride back to our starting point ends the tour.

Small-Group Tour of Chicago Neighborhoods: North and South Side

This unique tour of Chicago will allow for tourist to see most of Chicago’s 77 neighborhoods and city parks. There is no other tour that tours multiple neighborhoods in Chicago. Some tours show 1 or 2 neighborhoods, we travel through the South Side, North Side, Southwest, Northwest and a portion of Downtown showing more then 10 neighborhoods and attractions.

Chicago Tour - South Side

The Blue-Collar side of Chicago many call it! This tour will show The Ford Factory, home of the steel mills, the blue-collar neighborhoods and many places on the South Side, home to the 44th President of The United States, Barack Obama. We tour Bronzeville! A historical African American neighborhood and early business district as well as Hyde Park, home of the World renowned University of Chicago (the spot where the atomic bomb was born and yes we show the spot!) We explore South Lake Drive and life along the lake. Chicago has a border with Indiana, we show how that special dynamic works. We visit Beverly Hills, Chinatown, and the large and highly populated Puerto Rican Neighborhood “Little Village”. We also pass through Pilsen, a proud Mexican community. Cook County jail, we pass by it too! We go thru Little Italy Greektown. It’s blue-collar! We visit a lime quarry in the Bridgeport neighborhood. After this tour you will know tons about The Southside of Chicago.

Chicago-Style Holiday Hike: Festive Food and Walking Tour

There’s nothing more magical than downtown Chicago during the holiday season. Bobby’s Bike Hike & Food Tours, internationally recognized for food tour quality, presents our Holiday Hike, a 3hr guided Walking & Chicago Food Tour through top holiday attractions. You’ll get to sample the Windy City’s favorite winter treats; including a slice of deepdish pizza, Chicago-style hot dog, Italian Beef, chocolate brownie, & hot apple cider. Upon arrival, you can add a VIP holiday drink pairing($19.99/person). Our entertaining, local guides will get your holiday spirit primed with plenty of food & stories. Did you know Rudolph the red-nosed reindeer was a story created in Chicago? You’ll see the Christmas window displays at the original Marshall Field’s store, the Chicago Christmas tree, ice skating rink at Millennium Park, & VIP entrance to the legendary Christkindlmarket, a traditional German Christmas Market. No other tour offers such an all-inclusive experience of Chicago during the holidays!

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

Taste all of Chicago’s classic eats on this 4 1/2 hour 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 13 miles (at a leisurely pace) and includes deep dish pizza, a gourmet brownie, a Chicago-style hot dog, and 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.

2 Hour Chicago Landmarks & Lakefront E-Bike Tour

Discover the unique flavor of our Absolutely Chicago E-Bike Tour. Experience the city's rich history, stunning architecture, and breathtaking views as you pedal along on our state-of-the-art electric bikes. From iconic landmarks to hidden gems, this unforgettable adventure combines adventure, warmth, and loads of fun. Immerse yourself in the vibrant atmosphere of Milton Olive Park, the wonder of Soldier Field, and capture unforgettable photos at the majestic Buckingham Fountain. With flexible routes and a focus on hidden treasures, our tour offers a truly unique and memorable experience through the heart of Chicago.

City Cruises Chicago: Fireworks Signature Dinner Cruise

Elevate your evening with a delicious dinner and jaw-dropping panoramic views of the Navy Pier fireworks display illuminating the Chicago city skyline! On our Fireworks Signature Dinner Cruise on Lake Michigan, a dazzling show of light and color will be the backdrop to a chef-prepared buffet meal, specialty cocktails, live DJ entertainment, and dancing. From the breezy open-air decks and comfortable indoor spaces, you’ll soak in spectacular views of Chicago’s most famous landmarks, such as the Willis Tower and the Alder Planetarium. A spectacular fireworks dinner cruise on the water awaits!