Meet Me in Chicago: Solos & Singles Adventure Club

Come Solo. Leave with New Friends.

Meet Me in Chicago is a monthly adventures club for singles and solo travelers designed to spark connections through guided outings across the city. Events range from bike tours and sunset kayaking to food tastings, urban hikes, and social mixers. Each experience is crafted to encourage natural conversation ...

Chicago
3-4 hours
Bike Tour, City Tour, Food Tour, Kayak, Rentals, Sightseeing Tour, Walking Tour, Winter Activities
Bobby's Bike Hike
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Private Luxury Yacht Rental (12 Person Max)

47 Ft Private Yacht Rental- (Bareboat Charter)

Take in the beautiful views of the Chicago skyline, shoreline, and riverfront from your private chartered yacht. (CAPTAIN IS NOT INCLUDED IN THE PRICE AND MUST BE PAID SEPARATELY)

Chicago
Varies
Private Tours
Cruise / Large Boat, Rentals, Yacht Charter
Chicago Boat Rentals
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Diva Royale - Drag Queen Show Chicago

Starting at $40.07 • Weekly Drag Queen Shows • Fridays 7:00PM • Saturdays 7:00PM • Sundays 1:30PM

The finest drag queen dinner, brunch shows, and female celebrity impersonations in the world! Rates (Including Taxes and Fees) General Admission - $40.07 VIP Admission Guaranteed VIP seating • Expedited entry - $68.70 General Admission with 3-Course Meal Food currently not available at this location, ...

Chicago
Rentals
Diva Royale Show
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Mercedes-Benz S-Class

These reservations are subject to a refundable security deposit! Vehicle Description If you want to know what’s going to be on your car in 10 years time, the first place you should look is the Mercedes-Benz S-Class. Through all its generations, the S-Class has become an unintentional testbed for the ...

Chicago
Rentals
DS Luxury
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Lamborghini Urus

These reservations are subject to a refundable security deposit! Vehicle Description As the most successful vehicle ever in Lamborghini’s history, the Urus has instantly earned itself a spot as one of the most coveted vehicles ever put up for sale. While Lamborghini has always been known for building ...

Chicago
Rentals
DS Luxury
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Porsche 911 Turbo S

These reservations are subject to a refundable security deposit! Vehicle Description The Porsche 911 Turbo's delivery of speed is nothing short of freaky fast. Its all-wheel- drive launches are courtesy a standard 572-hp 3.7-liter flat-six or a 640-hp version for Turbo S models. It's among ...

Chicago
Rentals
DS Luxury
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Lamborghini Huracán

These reservations are subject to a refundable security deposit! Vehicle Description Since its initial release in 2014, the Lamborghini Huracán has quickly become a top- selling model for the renowned Raging Bull brand. By the end of 2017, it had already claimed the title of their most popular car. ...

Chicago
Rentals
DS Luxury
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Porsche Taycan

These reservations are subject to a refundable security deposit! Vehicle Description In case you’ve been living under a rock for the last three to five years, the Porsche Taycan is a compact electric sedan. It’s clearly a Porsche model visually, with wide hips and fenders that rise like mountain ...

Chicago
Rentals
DS Luxury
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Lamborghini Huracán Evo Spyder

These reservations are subject to a refundable security deposit! Vehicle Description Since its initial release in 2014, the Lamborghini Huracán has quickly become a top- selling model for the renowned Raging Bull brand. By the end of 2017, it had already claimed the title of their most popular car. ...

Chicago
Rentals
DS Luxury
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Rolls-Royce Phantom

These reservations are subject to a refundable security deposit! Vehicle Description An untameable legend. An icon for icons. Phantom exists alone at the apex of luxury. Its unprecedented design is an evolution in mastery — invigorating the mavericks who command its splendour. The Rolls-Royce Phantom ...

Chicago
Rentals
DS Luxury
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McLaren 720S

These reservations are subject to a refundable security deposit! Vehicle Description The McLaren 720S is a force of nature. Its 4.0L twin-turbocharged V8 delivers 720PS and 770Nm of torque. 0-60mph takes just 2.8 seconds. And 124mph arrives in an astonishing 7.8 seconds. But the 720S is all about the ...

Chicago
Rentals
DS Luxury
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Rolls-Royce Phantom EWB

These reservations are subject to a refundable security deposit! Vehicle Description The 2019 Rolls-Royce Phantom Extended is a luxurious and spacious sedan, known for its refined interior and powerful engine. It features a 6.75L V12 twin-turbocharged engine, an 8-speed automatic transmission, and a ...

Chicago
Rentals
DS Luxury
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Mercedes-Benz AMG G63

These reservations are subject to a refundable security deposit! Vehicle Description Although originally put to use by the German military, Mercedes-Benz brought out a civilian version of the G-Class in the 1970s, and it immediately became the definition of rugged dependability for any driving situation. ...

Chicago
Rentals
DS Luxury
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Rolls-Royce Cullinan

These reservations are subject to a refundable security deposit! Vehicle Description The 2024 Rolls-Royce Cullinan is a luxury full-size SUV that blends traditional elegance with modern capabilities. It features a powerful 6.75-liter V12 engine, an advanced self-leveling air suspension, and all-wheel ...

Chicago
Rentals
DS Luxury
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Mercedes-Benz Sprinter

These reservations are subject to a refundable security deposit! Vehicle Description Mercedes-Benz Sprinter Limousines are the next generation of luxury transportation. With full standing room inside, plush seating, and a premium sound and video system, the Sprinter has all the refinements one can expect ...

Chicago
Private Tours
Rentals
DS Luxury
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Ferrari Portofino

These reservations are subject to a refundable security deposit! Vehicle Description The 2020 Ferrari Portofino allows drivers to soak up the sun and have fun chasing the horizon. With a body that looks seductive no matter if the retractable hardtop is up or down, this front-engine four-seater epitomizes ...

Chicago
Rentals
DS Luxury
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Mercedes Maybach EQS 680 SUV - White

From $1599/day

About this Exotic Car The Mercedes-Maybach EQS 680 SUV is the pinnacle of electric luxury. Born from Maybach's storied heritage of ultra-premium craftsmanship, this all-electric SUV redefines what ""grandeur"" means in the age of zero-emission driving. Dual electric motors deliver ...

Chicago
1-7 Days
Rentals
SS Luxe
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Ferrari SF90 Spider Hybrid Matt Grey

Daily rentals from $5499/day

The Ferrari SF90 Spider Hybrid represents the pinnacle of hybrid supercar engineering. Born to celebrate Ferrari's 90th anniversary, this plug-in hybrid marvel combines a 769 hp twin-turbo V8 with three electric motors delivering 217 hp—totaling an astounding 986 horsepower. Accelerate from 0-60 ...

Chicago
1-7 Days
Rentals
SS Luxe
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Mercedes-AMG SL Roadster - White Convertible

From $2499/day

About this Exotic Car The Mercedes-AMG SL 63 S E Performance is the most powerful SL ever built. Combining legendary AMG engineering with cutting-edge hybrid technology, this convertible roadster redefines open-air performance luxury. A handcrafted 4.0-liter twin-turbocharged V8 engine pairs with an ...

Chicago
1-7 Days
Rentals
SS Luxe
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Robinson R44 Raven Chopper

Daily rentals from $2499/day

The Robinson R44 Raven II is the world's best-selling civilian helicopter—a testament to its simplicity, reliability, and unmatched versatility. For nearly 35 years, the R44 has redefined what's possible in personal and commercial rotary-wing aviation. Powered by a Lycoming IO-540 fuel-injected ...

Chicago
1-7 Days
Rentals
SS Luxe
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