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Illinois Jeep & 4WD tours

Our most recommended Illinois Jeep & 4WD tours

Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

1. Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

Spend an evening visiting the Chicago speakeasies that have been open since the Prohibition Era in the 1920s, many preserved in their original conditions. With your own private group, enter by way of secret entrances and enjoy the same cocktails ordered by infamous Chicago gangsters and bank robbers at these venues nearly a century ago. Relive the glamor of the 1920s while listening to stories of the rampant racketeering and bootlegging of the era.   Alcohol is available for purchase at the three to four different speakeasy stops. Your private tour guide will make Prohibition Era drink recommendations and tell you the stories behind them. Travel around with your young, professional guide and be chauffeured in luxury transportation, ranging from a luxury SUV to a full-sized luxury motor coach.

Chicago: Private 3-Hour Al Capone Gangster Tour

2. Chicago: Private 3-Hour Al Capone Gangster Tour

Experience amazing stories of true crime coming to life on this three-hour private tour. Visit many of the old venues where gangsters used to operate, including old speakeasies and historic hotels. Your expert historian guide will accompany you and your private group in luxury accommodation to historically significant locations in the city. View crime scenes immortalized in vintage news footage, the theater where the law caught up with Dillinger, and the restaurant where the North Side Gang riddled Al Capone’s motorcade with rounds from their Tommy guns. See the site of the infamous St. Valentine’s Day Massacre, and sit in Al Capone’s booth at the Green Mill. Finally, visit the location where Public Enemy #1 John Dillinger was assassinated by the FBI.

Los Angeles: Make The Most of LA Private Tour

3. Los Angeles: Make The Most of LA Private Tour

This is an example of your private customizable highlights tour. Meet your guide and get comfortable in a new, climate controlled vehicle. You'll begin with a brief drive to the beautiful neighborhood of Venice Beach. Once a seaside resort town, this surfer’s paradise is crisscrossed with canals, just like its Italian namesake. Venice is the center of counterculture in LA and is home to some of its most eclectic and bohemian residents. Stroll down the vibrant Venice Boardwalk and enjoy its street vendors, artists and performers as you learn about the birth of skateboarding and surfing culture and make your way towards the iconic Santa Monica Pier. Along the way, you will see the "Baywatch" headquarters, Muscle Beach, pass by the local Freak Show and let the laid-back ambiance of Venice Beach wash over you. Next, head to Santa Monica to learn about its interesting history. On the iconic pier, you will be dazzled by the local flavor of live music, laughing children, happy travelers and carnival noises which will heighten your senses and you will quickly come to understand why this is such a beloved part of the city. Try your luck at one of the carnival games and feel instantly transported back in time. Finally, snap a photo beneath the landmark sign and say you made it to the end of the historic Route 66. After a leisurely lunch, now it's time to glitz it up in the center of cosmopolitan LA. Your group will cruise by La Cienega’s restaurant row and see some of the world's most famous restaurants. View legendary institutions like the Saban Theater, home to many famous plays, musical events and filmed television segments from shows such as "Glee." Along the way, you'll cruise the Miracle Mile and see some of LA County Museum of Art outdoor exhibits. Right next door, the group will behold the wonder that is the La Brea Tar Pits - a natural pit of tar that has trapped prehistoric animals and now displays their large, dinosaur like fossils throughout the park. As you make your way into Hollywood, you will pass notable locations including the iconic Hollywood sign. Count stars on the Walk of Fame. Fit your hands into the impressions of legendary actors at Sid Grauman's Chinese Theater. Don't forget to strike a pose at the Dolby Theater, where the Oscars are held. Now cruise down Sunset Blvd. See iconic venues of famous rock stars such as the Doors, Jimi Hendrix, the Ramones, Aerosmith and more. The day will wrap up scoping out the homes of the stars in glamorous Beverly Hills. Join your guide and walk the grounds of a billion dollar estate, Greystone Manor. Drive past impressive estates such as the Playboy Mansion, the homes of Frank Sinatra, Lucille Ball, Marilyn Monroe, Simon Cowell and more. The journey will end on a high note with a visit to the premier shopping spot in America: 90210's Rodeo Drive.

Chicago: Private Architecture Tour - 3 or 6 Hours

4. Chicago: Private Architecture Tour - 3 or 6 Hours

Start with pickup from your hotel and meet your local tour guide, an expert on the architecture of Chicago. Travel through the city in luxury private transportation to discover its rich architectural history. See famous buildings such as the Sears Tower, The John Hancock Building, and the Wrigley Building Discover Gothic gems along the Magnificent Mile, historic brownstones, and the Frank Lloyd Wright homes of Oak Park. Enjoy a unique added value opportunity to view not only the outside but the amazing hidden interior of many of the buildings on the tour. At your discretion, make numerous stops along the tour to go to the top of the sky decks of famous skyscrapers. Walk along the Chicago River and enter the inside of buildings designed by many famous architects. This tour has several different options. Enjoy the sites of the downtown Chicago area with its many skyscrapers, amazing interiors and great photo opportunities. You may also choose the Oak Park Frank Lloyd Wright Homes and Studio option in lieu of the downtown tour where you will have the opportunity to view the interior of his very first home and studio along with over two dozen of his original structures lining Forest Street in Oak Park anchored by Unity Temple, considered to be the world's first building of the modern architectural style. Each of the above separate options are 3 hours long. If you are to choose both options for a full 6-hour touring experience, enjoy a lunch stop at one of Chicago's many famous hot dog stands or deep-dish pizza joints.

Chicago: Private Neighborhood Food Tour with a Local Guide

5. Chicago: Private Neighborhood Food Tour with a Local Guide

Discover the best eats in Chicago on a private food tour with a local guide. Explore areas like Downtown Chicago and the Loop, visit a local coffee roastery, or try sweets at a chocolate factory. Enjoy a completely custom itinerary, created just for you and your group’s taste buds. Following pickup from your address in Chicago, meet your guide to start your personalized food journey. Choose specific spots to see or let your guide create a custom itinerary that fits you and your group’s interests, budget, mobility, and time. Try an iconic deep-dish pizza, go behind the scenes at a local coffee roastery, or try some tasty desserts at a chocolate factory. Typically, tours spend most of their time in and around downtown Chicago, but the possibilities are endless.

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