THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Wind in your hair and a twin‑turbo V8 at your command: drive the Ferrari Portofino through Chicago’s iconic lakefront corridors. This high-performance convertible pairs raw speed with skyline views—an ideal way to experience the city’s roads with style.
Wind in your hair and a twin‑turbo V8 at your command: drive the Ferrari Portofino through Chicago’s iconic lakefront corridors. This high-performance convertible pairs raw speed with skyline views—an ideal way to experience the city’s roads with style.
Book with DS Luxury
Verified experiences and guided adventures in the surrounding area.
Operated by DS Luxury · Chicago, Illinois
Chicago’s skyline and the broad sweep of Lake Michigan make a surprising and thrilling backdrop for an indulgent driving experience: the Ferrari Portofino. Offered as a bookable performance drive in Chicago, Illinois, this convertible grand tourer trades closed‑circuit formality for open‑road theater—top‑down acceleration against a city framed by steel, glass and water.
Slide into the Portofino and the first impression is composure: a 3.9‑liter twin‑turbo V8 with 591 horsepower sits behind a sensibly laid‑out cockpit that seats four. The car marries grand‑tour comfort with sports‑car sharpness—rear‑wheel drive, automatic transmission, and a 0–60 time of 3.5 seconds that you'll feel in your ribs when the road clears. Its retractable hardtop flips the script from coupe to convertible, letting wind and the Chicago lake breeze rewrite the soundtrack from quiet cruise to full‑throttle rumble.
This experience works particularly well here because Chicago’s shoreline roads and broad boulevards offer something rare: urban speed with scenic context. Lake Shore Drive, the Museum Campus curves, and stretches beside Oak Street Beach provide photo-ready turns where the car’s balance and suspension shine. Architectural highlights—riverfront steel and landmark towers—become moving stagecraft as you thread avenues and pull over for a skyline pause.
A practical note: these reservations require a refundable security deposit. The Portofino is built for both city promenades and bursts of performance; a calm passenger may enjoy the ride as much as the driver does. Passenger capacity for four makes this a shared splurge for small groups or a couple who want extra room for a camera and coat.
Why book it? If you’re seeking a premium way to sample Chicago’s roads without committing to ownership, this is direct—measureable—exhilaration. It’s also a special slice of local recreation because it pairs automotive performance with place: urban vistas, lakefront parks, and the city’s layered architectural history. The Portofino stands out in Chicago by offering convertible freedom at high power and a refined chassis that forgives city surfaces while rewarding open stretches.
Plan to combine this drive with a lakeside stop, a meal in a riverfront neighborhood, or a short architectural riverwalk. Bring a small camera, a light jacket for the wind, and your driver’s license; otherwise the car does most of the talking—fast, articulate, and surprisingly civilized. Reserve early for weekends and holidays.
easy.
1–3 hours.
Minimal physical exertion; mostly seated driving but requires alertness and good reaction time
Bring a valid government‑issued driver's license; operators may also require proof of insurance or a credit card for a refundable security deposit.
The Portofino seats four with modest rear space—comfortable for two adults in front and shorter adults or children in back.
Age and experience requirements vary by operator; check your booking confirmation or the provider’s terms before arrival.
No helmets are required for this on‑road experience—standard road clothing and a light jacket for top‑down runs are sufficient.
Routes are typically recommended by the operator; confirm allowed roads during check‑in to avoid restricted or unsafe areas.
These reservations note a refundable security deposit; the exact amount and terms will be listed on your booking or provided at check‑in.
Chicago’s lakefront roads grew alongside the city’s late‑19th and 20th‑century expansion and have long been used for scenic drives and civic recreation.
Keep speeds within legal limits, avoid driving on grass or sensitive shoreline areas, and minimize idling to reduce emissions along the lakefront.
DS Luxury is a Chicago, Illinois-based provider of high-end vehicle experiences and transportation services. The company offers an extensive luxury fleet that includes supercars, grand tourers, high-performance SUVs, classic Rolls-Royce and Bentley models, and chauffeur-driven limousines. Booking options range from self-drive experiences in models like the Porsche 911 Turbo S, Lamborghini Huracán variants, Ferrari Portofino, McLaren 720S and Audi R8, to chauffeured transfers and limousine services using vehicles such as the Mercedes‑Benz Sprinter, Maybach GLS 600 and Rolls‑Royce models. DS Luxury provides curated city cruises and guided tours, including Chicago-focused routes like lake shore and city cruise experiences, plus specialized ten-mile ride tours for individual passengers. On-site services include exotic car photo sessions and car display photoshoots for events and marketing needs. The business supports corporate outings, weddings, special occasions and automotive enthusiasts seeking premium driving or passenger experiences. Reservations and transfer services are designed to accommodate single-passenger ride tours, group transport in Sprinter limousines, and bespoke requests for exclusive models such as the Rolls‑Royce Phantom or Cullinan Black Badge. Fleet variety spans Lamborghini, Ferrari, Bentley, Rolls‑Royce, McLaren, Porsche, Mercedes‑Benz and select luxury SUVs. DS Luxury operates from Chicago and focuses on delivering high-comfort, high-performance vehicle experiences with professional vehicle options, chauffeur services, and tailored tours for guests seeking luxury transportation and memorable automotive experiences. Clients can reserve single drives, chauffeured transfers, photo shoots, or full event transportation through DS Luxury for flexible hourly, daily and tour-based bookings that accommodate personal preferences, special events, and corporate schedules across Chicago region.
Book with DS Luxury