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Chicago Guided Tours

With so many things to see and do, a tour of the Chicago metropolis is essential. There are walking, cycling, and bus/trolley tours of the city on offer, as well as Lake Michigan and Chicago River cruises. See Buckingham Fountain while riding a segway (two-wheeled cart) or visit Hancock Observatory, one of Chicago's tallest landmarks. Go to Tommy Gun's Garage for dinner and a 'roaring twenties' show, or enjoy the feast and knights in battle at Medieval Times. There are also shopping tours to Lincoln Park, Bucktown, and Wicker Park. A Chicago 'Club Crawl' features the best of blues and late night entertainment.


Here is a selection of hand-picked tours and excursions, bookable through tour partner Viator:


Chicago CityPass

Chicago CityPass is the best deal in the Windy City, giving you discounted admission to five of the city's premier attractions. The Chicago CityPass ensures you'll get the most out of your vacation - yet it is so compact it will fit into your back pocket. It's all you need to see the best of Chicago!Chicago CityPass includes entry to: Hancock Observatory including Sky Tour OR Sears Tower Skydeck Field Museum including Underground Adventure Museum of Science and Industry including Omnimax Adler Planetarium and Astronomy Museum including Sky Theater Show Shedd Aquarium: VIP entry including Oceanarium, Wild Reef, Amazon Rising and Special Exhibit This is the best way for you to save time and money. Each ticket booklet is packed with useful information, including hours of operation, contact and transportation information and insider tips.Save up to US$50 on five attractions with one Chicago CityPass  that's a 47% saving, plus you won't wait in long ticket lines!Most venues included in the pass have different minimum ages for free entry. It is your choice whether you purchase a pass for infants and children to avoid standing in ticket lines to verify ages and pay admission upon entry. You may purchase a Child Pass for infants and children, however this may not be cost saving. Click here to find out more about this deal!


Chicago City Hop-on Hop-off Tour

See all the sights of Chicago at your own pace! On a Chicago City Hop-on Hop-off Tour you can get off the bus at any scheduled stop to visit Chicago's most popular attractions, then pick up the tour where you left off or get on at any other regular stop on the route. For individuals and families, this is the best way to see the sites in a day!Your fully-narrated trolley (heated in winter) or double decker bus will tour 13 magnificent miles of Chicago's downtown and The Loop, taking you by the city's premier shopping, dining and attractions. The tour is about two hours if you do not get off.Special Offer - Price displayed currently includes a discount of 10% off the recommended retail price - BOOK NOW! Click here to find out more about this deal!


Go Chicago™ Card

The Go Chicago Card is the perfect way to save on your Chicago vacation. You'll get FREE admission to over 25 attractions and tours for one low price! Chicago has dozens of great attractions, so the Go Chicago Card has something for everyone.With the Go Chicago Card you'll enjoy the ultimate in freedom, choice, flexibility and value in the city. It gives you over $500 in value and savings at shops and restaurants, FREE gifts at select attractions, and a full-color pocket guidebook to Chicago.The Go Chicago Card is an all-inclusive visitor pass which gives you unlimited admission to over 25 attractions, including: Adler Planetarium Shedd Aquarium (includes Skip-the-Line admission and souvenir photo!) Museum of Science and Industry (includes Skip-the-Line admission!) Kohl's Children's Museum Museum of Contemporary Art Field Museum Art Institute of Chicago The Go Chicago Card also includes a pass to ride all five of Navy Pier's attractions: the Carousel, Cliff Climb, Wave Swinger, Adventure Golf and the famous Ferris Wheel. There are many other great inclusions: Two-day Hop-On Hop-off Trolley Pass Skyline Cruise Architectural walking tours Admission to the Hancock Observatory and Sears Tower Sky Deck FREE day trips including the North Shore Tour and South Side Tour Savings of up to 20% on shopping and dining throughout the city See 'Itinerary' below for complete list of inclusions. Click here to find out more about this deal!


Tommy Gun's Garage Dinner and Show

Welcome to the only speakeasy dinner show in Chicago Tommy Gun's Garage! Just say the password and you'll be transported back to the roaring twenties. You'll be entertained by gangsters and flappers, dancing the Charleston to the music of Cole Porter and George Gershwin. It's a night out in Chicago you'll never forget!Entering Tommy Gun's Garage through the "El" tracks, you'll swear you've time traveled back to the 1920s and the era of speakeasies! You'll see silent movies playing, memorabilia from the 1920s, the Boss's 1928 Model A Ford car, a replica of the wall from the St. Valentines Day Massacre and pictures of gangsters and coppers from those times.The "Mugs" and "Molls" dance and sing to Cole Porter, George Gershwin, Fats Waller, Duke Ellington and more ... All played by Chicago's Sinfully Orchestra.After a great dinner of pasta, steak, fish or chicken, join "Vito, "Gloves", the "Mugs" and the "Molls" for non-stop comedy and dangerous fun, as they entertain you with singing, dancing, and a LOT of audience participation!You'll be raided by the cops, complete with raid sirens and flashing lights. Perhaps you'll even be pulled up onstage to perform a hilarious sobriety test given by Officer Murphy, and be "interviewed" by Vito!Special Offer - All kids 12 years and under receive a free Tommy Gun's Garage souvenir! - BOOK NOW! Click here to find out more about this deal!


Chicago Land and Lake Half-Day Tour

See Chicago from the land and the water on this scenic half-day tour. This comprehensive tour shows you the South Shore business district, the Loop and the exclusive shopping areas and neighborhoods. Then, you will see Chicago from the water as you cruise past the shoreline in a beautiful streamliner yacht!From the lake you'll see lakefront views of the Chicago River, the city's bridges and the famous Chicago Locks. There's also Navy Pier, the Coast Guard Station and other points of interest lining the shores of the longest lake in the world, Lake Michigan. South Side sights: Grant Park Soldier Field Adler Planetarium Joseph Petrillo outdoor band-shell Art Institute of Chicago Orchestra Hall Shedd Aquarium Field Museum of Natural History South Commons Jackson Park University of Chicago Museum of Science and Industry Lake Point Towers Navy Pier Click here to find out more about this deal!


Chicago Grand Half-Day Tour

This comprehensive half-day tour is the perfect introduction to the Windy City. From the highlights of the North Side and South Shore, to driving virtually the entire length of the scenic Outer Drive, you'll come away with an overview of the best Chicago has to offer.The tour takes you to Chicago's beautiful Lincoln Park, Washington Park and Grant Park. A stop will be made at the fascinating Lincoln Park Conservatory and there's a camera stop at the Adler Planetarium (or substitute stop) for breathtaking views. North Side sights: Loop and State Street Richard J. Daley Plaza with its Picasso sculpture Wacker Drive Chicago River Wrigley Building Magnificent Mile and Michigan Avenue Water Tower Place John Hancock Center Lincoln Park Wrigley Field Botanical Gardens Chicago Historical Society Newberry Reference Library South Side sights: Grant Park Soldier Field Adler Planetarium Joseph Petrillo outdoor band-shell Art Institute of Chicago Orchestra Hall Shedd Aquarium Field Museum of Natural History South Commons Jackson Park University of Chicago Museum of Science and Industry Lake Point Towers Navy Pier Click here to find out more about this deal!


Chicago River and Lake Architecture Tour

Chicago is renowned for its stunning and original architecture – and the most relaxing way to see it is on a cruise on the Chicago River! You'll learn all about Chicago's history and landmarks before the tour's grand finale, a thrilling speedboat ride on Lake Michigan.From the land, you'll see and hear about the dozens of skyscrapers lining the Chicago River, including the Sears Tower and the Tribune Tower.Then, for a spectacular view of the Chicago skyline from Lake Michigan, you'll take a thrilling speedboat ride along the lake. From the water, you'll see Buckingham Fountain, Grant Park, beautiful Chicago Harbor and Chicago's Museum Campus.Your best choice for experiencing Chicago, this tour combines coach and boat travel. It's the only tour that takes you from the lakefront, through the locks and along the river.Along the way, you'll:Learn when and why the flow of the Chicago River was reversedLearn how Chicago architects pioneered skyscraper constructionLearn why the beautiful Chicago lakefront is almost all parklandLearn about an $80 million dollar skyscraper construction mistakeTravel through the historic Chicago River Locks and up the Chicago River to Sears Tower Click here to find out more about this deal!


Chicago Dinner Cruise

Step aboard the Chicago Dinner Cruise and enjoy a three-hour escape on Lake Michigan. Relaxing in the elegant ambiance that only a true luxury cruising vessel can provide, you'll sail along the lake shore and have unmatched views of the world-famous Chicago skyline.For an experience that begins well before the cruise departs, arrive early dressed in your most festive attire. Enjoy the electric atmosphere of Navy Pier, alive with wandering entertainers and remarkable views that offer a taste of the experience to come.The Captain and crew will greet you as you step aboard, and the ship's photographer will record the moment for your party. Once on deck, your host will greet you and escort you to your private table, where your wait staff will introduce themselves and give you the opportunity to decide how you'd like them to pace your service. From the three climate-controlled dining decks to the Observation deck, the dinner cruise offers a unique setting with understated Art Deco accents, reminiscent of the classic ocean liners. Be sure to visit the Captain's bridge, open to all passengers throughout most of the cruise.A menu of creative seasonal hors d'oeuvres, appetizers, entrees and desserts is freshly prepared onboard daily, perfectly complemented by an excellent wine list. With soft piano music, spacious dance floors on each deck and live music provided by a five-piece band, the entertainment doesn't end until well after the ship returns to the pier. Dance to everything from classic jazz to contemporary favorites. Click here to find out more about this deal!


Chicago Lunch Cruise

Welcome aboard Chicago's largest luxury yacht at Navy Pier! Tantalize your taste buds and discover Chicago's wonderful city skyline on this two-hour lunch cruise. While you cruise, and enjoy a freshly prepared three-course meal, you’ll enjoy magnificent views of the Windy City skyline and hear your favorite music from a live trio.Your cruise experience begins as you board the luxury yacht at Navy Pier. After a quick stop for a commemorative boarding photo, you host will greet you and escort you to your private table.Relax with a beverage or tour the ship's three climate-controlled decks. Watching the boat cast-off from one of the observation decks is a great way to start your afternoon cruise.When you are ready to begin lunch, order your meal from the extensive menu of creative appetizers, entrees and desserts. Bring an appetite as the food is delicious, plentiful and prepared freshly to your specifications.Throughout the cruise the live trio sets the mood...Enjoy a wide range of music, from classic jazz to contemporary favorites.Return to the pier relaxed and refreshed. As you depart, you'll find your boarding photo ready for purchase. Click here to find out more about this deal!


Chicago Grand Tour and Hancock Observatory

Enjoy the Grand Tour of Chicago and a visit to the Hancock Tower! See the sites from one of Chicago's tallest landmarks.It takes the world's fastest elevators just 39 seconds to take visitors to the 94th floor to The Hancock Observatory. On a clear day you can see up to 80 miles away and view four states - Illinois, Indiana, Michigan and Wisconsin. Experience the open-air Skydeck, 1,000 feet above Chicago's Magnificent Mile, where you can feel the wind, take in the sun and check out the dynamic city below. Click here to find out more about this deal!