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Chicago tours and excursions

Chicago tours

Gangster tours

The Untouchables Gangster Tour takes a step back to the days of prohibition. It traces the paths of some of the city's most infamous 1920s and 1930s residents, like Al Capone and John Dillinger. Wisecracking guides relate gangster lore on the way to famous hoodlum haunts like Little Italy and the St Valentine's Massacre. All tours depart from 600 North Clark Street, and reservations are necessary.

Tel: +1 773 881 1195.

Boat tours

One of the best ways to appreciate the beauty of the city as well as learn about its iconic architecture is from the water. Tours generally operate from May to early November, but it is best to check with the company for schedules and costs. The Chicago Architecture Foundation offers an informative boat trip, as well as excellent walking tours. Chicago Line Cruises runs both history and architectural boat trips. Alternatively, boats departing from Navy Pier run the gamut from schooners to yachts; some include meals and cocktails. The tall ship Windy sails around Lake Michigan.

Tel: +1 312 922 8687; +1 312 527 1977; +1 312 451 2700.

Chicago excursions

North Shore

Rent a car and discover Chicagoland's North Shore. Take the Outer Drive north and continue down Sheridan road to Evanston past the scenic lakeside campus of Northwestern University, the Grosse Pointe Lighthouse to the delicately sculptured Baha'i Temple in Wilmette. Continue on Sheridan Road toward the winding roads, ravines and stately homes of Kenilworth, Glencoe and Winnetka. Turn left on Lake Cook Road to the Chicago Botanic Garden and stroll along the numerous lush green paths and through the lovely English and Japanese gardens. Admission is free, but there is a charge for parking.


No longer merely the land of beer and brats, Milwaukee is taking great pains to reinvent itself. It is worth the trip up there just to have a look at the stunning winged (or as some think of it, whale-fluked shaped) white Quadracci Pavilion of the Milwaukee Art Museum. Designed by Santiago Calatrava, it has a moveable roof that opens and closes twice a day. When open, it spans over 66m (217ft). Milwaukee has many other interesting attractions to explore: museums, a respected zoo, Potawatomi Bingo Casino, brewery tours and funky neighbourhoods. For motorcycle buffs, there is the House of Harley. You can learn all about the illustrious bike, plan a trip and talk with other bike enthusiasts.

Tel: +1 800 554 1448.

Oak Park Neighbourhood

Two famous residents, architect Frank Lloyd Wright and writer Ernest Hemingway, made their home 16km (10 miles) west of the Loop in the suburb of Oak Park. The Frank Lloyd Wright Home and Studio Foundation (, 951 Chicago Avenue, was where, between 1898 and 1908, Wright developed his new approach to architecture. Foundation offerings include Prairie School of Architecture educational programmes, daily tours of Frank Lloyd Wright structures in the area, and maps for exploring on your own. Discover aspects of the author's life and history at the Ernest Hemingway Museum (, set in his childhood home.

Tel: +1 888 625 7275.
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Featured Hotels


Hotel Felix

One of the best deals in the central area of Chicago, the Felix is a modern hotel with an environmentally friendly rating and lashings of style. Plush rooms are kitted out in shades of cocoa and offer flat-screen TVs, contemporary bathrooms, and handy desk space. Unwind at the hotel's spa, or work out in their state-of-the-art gym. Service is brisk and efficient.

Wheeler Mansion

This 130-year-old mansion is an elegant, 11-room boutique hotel that offers a nice alternative to the big bustling hotels. Its lovely garden area, polished woodwork and special mattresses with goose feather duvets radiate warmth and comfort. Attention to detail is revealed in the property's original artwork and furnishings.

The Fairmont Chicago

This 37-floor, Rosetta-pink granite structure, which overlooks both Grant Park and Lake Michigan, has a spacious lobby that mixes contemporary furnishings with antiques and original art. Guests can relax after a busy day with a choice of candles, scents and bubbles in their drawn bath. The large and comfortably furnished rooms include premium mattresses, dressing areas, marble baths and built-in bars. Its chic Aria restaurant features a wide selection of wines and an interesting selection of regional American cuisines and its lounge has become a unique sushi bar.

The Drake

In a landmark building on the Magnificent Mile and across from Oak Street Beach, this Chicago original opened in 1920 and has been the premier place to stay ever since. The spacious guestrooms combine elegance with all the expected modern touches, from flat-screen HDTVs to iPod adapters. Some have views of the city skyline or Lake Michigan.

Ritz-Carlton Chicago

The Ritz has always been a symbol of luxury and the Ritz-Carlton Chicago is no exception. An award-winning dining room, oversized rooms with a view, L'Occitane bath toiletries, state-of-the-art business facilities and 24-hour concierge service are some of the reasons its reputation is deserved.

Four Seasons Hotel Chicago

At the Four Seasons, personal service, attention to detail and elegant appointments are basics. The opulent seventh-floor lobby has a French art deco look, while spacious guest rooms include 1940s French décor and, for viewing stunning city and lake vistas, some have leather window seats. Marble bathrooms are spa-like.