Top Chicago Private and Luxury Tours

THE 10 BEST Chicago Private Tours (Updated 2024) - Tripadvisor

Welcome to the epitome of elegance and exclusivity in the heart of Chicago! Our top-tier private and luxury tours redefine the art of indulgence, offering discerning travelers a bespoke journey tailored to their every desire. From chauffeured Rolls Royce rides along the Magnificent Mile to private gallery viewings at world-renowned art institutions, each moment is crafted to surpass expectations. Whether you’re savoring bespoke culinary creations in hidden gastronomic gems or enjoying VIP access to sold-out shows, our meticulously curated experiences promise to elevate your Chicago visit to unparalleled heights of luxury and

Top Chicago Private and Luxury Tours

Chicago Architecture Private River Cruise

Welcome aboard our Chicago Architecture River Cruise, where the stunning skyline of the Windy City becomes the backdrop for an unforgettable journey through architectural history. As we glide along the tranquil waters of the Chicago River, you’ll be treated to panoramic views of the city’s most iconic buildings, each one a testament to the innovation and creativity that define Chicago’s architectural landscape. From the towering skyscrapers of downtown to the historic landmarks of the Magnificent Mile, our expert guides will share fascinating insights into the stories behind these architectural marvels, providing a captivating glimpse into Chicago’s past, present, and future. Sit back, relax, and let the beauty of Chicago’s skyline unfold before your eyes as you embark on an architectural adventure like no other. Welcome aboard! View Tour Details

Chicago: Gangsters and Private Ghosts Walking Tour

Step back in time and uncover the dark and mysterious underbelly of Chicago’s past with our Gangsters and Ghosts Walking Tour. Join us as we journey through the shadowy streets of the Windy City, where tales of notorious gangsters and restless spirits come to life. Led by expert guides well-versed in Chicago’s chilling history, this immersive tour will take you on a spine-tingling adventure through the city’s most haunted locations and infamous crime scenes. From the notorious haunts of Al Capone to the ghostly legends of the city’s most haunted buildings, prepare yourself for an evening filled with intrigue, suspense, and a touch of the supernatural. Whether you’re a history buff, a true crime enthusiast, or simply seeking a thrill, our Gangsters and Ghosts Walking Tour promises an unforgettable experience that will leave you spellbound. So, lace up your walking shoes and join us as we explore the darker side of Chicago’s past. View Tour Details

Lake Michigan Sunset Private Cruise in Chicago

Experience the enchanting beauty of a Chicago sunset from the serene waters of Lake Michigan with our Sunset Cruise. Step aboard our luxurious vessel and embark on a journey that promises unparalleled views of the city’s skyline bathed in the warm hues of twilight. As you glide along the tranquil waters of Lake Michigan, you’ll witness the breathtaking spectacle of the sun sinking below the horizon, painting the sky with a palette of vibrant colours. Whether you’re celebrating a special occasion or simply seeking a serene escape from the hustle and bustle of the city, our Sunset Cruise offers the perfect setting to unwind and embrace the magic of the moment. Join us for an unforgettable evening as we toast to the beauty of nature and the splendour of Chicago’s skyline against the backdrop of a stunning sunset on Lake Michigan. View Tour Details

Chicago River 45-Minute Architecture Private Tour from Magnificent Mile

Experience the unparalleled beauty of Chicago’s architectural wonders from the picturesque waters of the Chicago River with our 45-Minute Architecture Tour. Departing conveniently from the iconic Magnificent Mile, this immersive cruise offers a unique perspective on the city’s skyline, renowned for its innovative and iconic buildings. Led by knowledgeable guides, you’ll glide past world-famous landmarks such as the Willis Tower, Tribune Tower, and Wrigley Building, while learning about the rich history and intricate designs that define Chicago’s architectural landscape. Whether you’re a history enthusiast, an architecture buff, or simply seeking a memorable sightseeing experience, our Architecture Tour promises an unforgettable journey through the heart of the Windy City’s architectural marvels. View Tour Details

360 CHICAGO Observation Deck Admission

Elevate your Chicago experience to new heights with admission to the 360 CHICAGO Observation Deck. Situated atop the iconic 875 North Michigan Avenue (formerly the John Hancock Center), this renowned attraction offers unparalleled panoramic views of the Windy City’s skyline, Lake Michigan, and beyond. Whether you’re a first-time visitor or a seasoned local, a visit to the 360 CHICAGO Observation Deck promises awe-inspiring vistas and unforgettable memories. View Tour Details

BYOB Spray Paint ‘n’ Sip(Private) at Studio W.I.P. Chicago

Unleash your inner artist and indulge in a unique creative experience at Studio W.I.P. Chicago with our BYOB Spray Paint ‘n’ Sip event. Step into our vibrant studio space, located in the heart of Chicago, and prepare to embark on an artistic journey like no other. Bring your favorite bottle of wine or beverage of choice as our talented instructors guide you through the exhilarating process of creating your own masterpiece using spray paint techniques. Whether you’re a seasoned artist or a beginner, our Spray Paint ‘n’ Sip event promises an evening filled with fun, creativity, and the opportunity to unleash your imagination while enjoying your favorite drink. View Tour Details

Field Museum of Natural History Private Guided Tour


Immerse yourself in the wonders of the natural world with admission tickets to the Field Museum of Natural History in Chicago. As one of the world’s premier natural history museums, the Field Museum offers an unparalleled opportunity to explore the Earth’s diverse ecosystems, ancient civilizations, and fascinating creatures. From towering dinosaur skeletons to ancient artifacts and cultural treasures, the museum’s extensive collections provide a captivating journey through the history of life on our planet. Whether you’re a nature enthusiast, history buff, or simply curious explorer, a visit to the Field Museum promises an enriching and unforgettable experience for visitors of all ages. View Tour Details

Flyover Private Transfer in Chicago

Experience the thrill of flight and explore the iconic landmarks of Chicago like never before with Flyover in Chicago. This immersive flying attraction takes you on a virtual journey through the city’s most famous sights, from the soaring heights of skyscrapers to the tranquil shores of Lake Michigan. With state-of-the-art technology and breathtaking visuals, Flyover offers an unforgettable adventure for visitors of all ages. View Tour Details

Field Museum of Natural History Private Guided Tour with All-Access Pass

Step into a world of wonder and discovery with the Field Museum of Natural History All-Access Pass. Immerse yourself in the captivating exhibits, ancient artifacts, and awe-inspiring collections that make this renowned museum a must-visit destination in Chicago. With the All-Access Pass, you’ll enjoy unrestricted entry to all the museum’s galleries and special exhibitions, including iconic attractions like SUE the T. rex, Inside Ancient Egypt, and the Hall of Gems. Whether you’re a history enthusiast, nature lover, or simply curious explorer, this pass offers an unparalleled opportunity to explore the wonders of the natural world and uncover the fascinating stories of our planet’s past. View Tour Details

Chicago Evening Crime Private Tour by Bus

Experience the darker side of the Windy City with our Chicago Evening Crime Tour by Bus. Delve into the city’s notorious past as you journey through its streets, uncovering tales of gangsters, mobsters, and infamous crimes. Led by knowledgeable guides, this immersive tour takes you to the scenes of some of Chicago’s most notorious events, including the St. Valentine’s Day Massacre and the Capone-era gang wars. Hear gripping stories of prohibition-era bootlegging, organized crime, and the law enforcement efforts to bring justice to the city. Whether you’re a history buff or simply fascinated by true crime stories, this tour offers a captivating glimpse into Chicago’s intriguing and often turbulent past. View Tour Details

Chicago Murder Mystery Tour

Step into the thrilling world of mystery and intrigue with our Chicago Murder Mystery Tour. Immerse yourself in an evening of suspense and detective work as you navigate through the city’s streets, solving clues and piecing together the puzzle of a fictional crime. Led by expert actors and guides, this interactive experience offers a unique blend of storytelling, theatricality, and historical exploration. Whether you’re a seasoned sleuth or a newcomer to the mystery genre, prepare for an unforgettable adventure filled with twists, turns, and unexpected surprises. View Tour Details

Chicago Crime and Mob Bus Tour

Step back in time and immerse yourself in the captivating world of Chicago’s infamous crime and mob history with our Chicago Crime and Mob Bus Tour. Join us for a thrilling journey through the city’s shadowy past as we explore the stomping grounds of notorious gangsters and uncover the secrets behind some of the most notorious crimes in American history. Led by expert guides, this immersive experience offers a fascinating glimpse into the dark underbelly of the Windy City, from the era of Prohibition to the rise and fall of legendary mobsters like Al Capone. Get ready for an unforgettable adventure filled with intrigue, suspense, and untold stories from Chicago’s criminal underworld. View Tour Details