Reimaging the Luxury Chicago Private Tour Experience: UNCOMPROMISED LUXURY
Personalized itineraries. Flexible schedules. Private small groups.
More than a private tour, your luxury travel experience doesn't exist until we custom design an itinerary unique to your needs.
Chicago ~ also known as The Windy City, Chi-Town, Second City, The 312 ~ will knock your Sox off once you grant our gracious local guides an opportunity to showcase its glamorous and gritty history, with everything in between during your private customized experience. Bypass the crowds with a private architectural tour of city landmarks, peruse the upscale boutiques of the Magnificent Mile and access the diverse neighborhoods with an insider during your city overview. Our time is your time, and we’ll design your days as you wish.
Any time of the year, Chicago has something to offer visitors, both indoor and outdoor. Whether you seek high class or low-brow, skyscrapers or underground, snowy winters or sunny summers, we’ll utilize our resources, network and skills to engage and entice your private small group during your custom luxury tour.
Truly Bespoke Designs Range From: $2,000 - $200,000 and beyond
Chicago grew from a small river-based trading post into a booming multicultural center of commerce and creativity. Although the Great Fire of 1871 devastated much of the young city, it rose from the ashes to become a modern center of opportunity – a reputation it proudly maintains today balancing tradition and innovation, welcoming people and businesses from around the world. Incorporate history into your Chicago Private Tour.
EclecticArchitecture
While much of the city’s original architecture was lost, Chicago moved forward, shaping its own destiny in the form of prominent architecture from Art Deco to Post-Modern. Known as the birthplace of the skyscraper, Sullivan’s structural innovation created an avenue of opportunity for prolific builders influencing diverse Chicago neighborhoods from north to south, including the first 20 years of Frank Lloyd Wright’s impressive career. Incorporate architecture into your Chicago Private Tour.
AuthenticLifestyle
With 26 miles of lakefront, 552 parks, beaches, bike trails, and ever-busy streets, Chicagoans enjoy four distinct seasons of entertainment and activity. Five major-league sports teams, the renowned Art Institute of Chicago, theaters, an acclaimed symphony center, ethnically diverse cultural centers, and chic shopping along the Magnificent Mile ensure Chicago’s 40 million annual visitors leave with memories that will last. Incorporate lifestyle into your Chicago Private Tour.
DelectableDining
Whether you choose ninety-five stories above, or several feet under-ground, water-front, curb-side or Michelin-starred, Chicago is home to much more than just deep dish pizza and famous hot dogs. The city’s drinking culture, infamous since Prohibition lets you sneak into a speakeasy from a bygone era for a relaxing cocktail, or indulge your taste for the best of the Midwest’s established microbrewery culture. Incorporate dining into your Chicago Private Tour.
NaturalLandscapes
Lake Michigan and the Chicago River provide an aqueous backdrop to the manmade structures of Chicago’s picturesque skyline, granting guests an opportunity to explore the Windy City at sunset with a Chicago River cruise from Navy Pier. If you prefer a grounded approach, we’ll bring the family to the vast Botanic Gardens or escape winter’s chill amidst the lush temperate foliage of The Garfield Park Conservatory. Incorporate landscapes into your Chicago Private Tour.
UnforgettableExcursions
As the largest city in Illinois, Chicago has no shortage of adventures awaiting you within, and beyond, the city limits. Explore one of the Great Lakes by boat, head to Grosse Point Lighthouse, or we’ll explore the various state parks. Further afield, enjoy an expedition along the lakeshore sand dunes with bird sanctuaries. And did you realize the states of Indiana, Wisconsin and Michigan are each less than two hours away? Incorporate excursions into your Chicago Private Tour.
THE GREATEST LUXURY TODAY IS SERVICE: Our Philosophy
We're not alone in believing Chicago is one of the most extraordinary cities in the world. We believe you deserve an opportunity to enjoy more of our beloved home, delving deeper than the surface. Let us invest time to choreograph your own rich, meaningful adventure.
By definition, we believe your experience should be as unique as you.
Bespoke is your definitive source for a private, fully escorted luxury travel experience in Chicago.BESPOKE IS YOUR DEFINITIVE SOURCE FOR A CHICAGO PRIVATE TOUR, A FULLY ESCORTED LUXURY TRAVEL EXPERIENCE.