Luxury Self-Drive Vacation through Upstate New York
New York ▸ Hudson Valley ▸ Pocono Mountains ▸ Catskills ▸ Berkshires
Experience the best of the majestic American Northeast with our incredible Upstate New York vacation package.
After selecting the perfect exotic car from our fleet of latest release supercars, it’s time to begin your sensational self-drive adventure. Your journey begins in Upstate New York and continues through the verdant valleys and stately mountains of Hudson Valley, the Poconos, the Catskills and Berkshires.
Your days will be spent exploring the superb roads and exquisite scenery of every adventurer’s paradise. Along the way, enjoy a selection of our favourite boutique hotels and gourmet dining suggestions at several of the region’s most renowned restaurants. Alternatively, discover your own local gems — after all, it’s your adventure.
Our self-guided driving vacations come complete with a curated route and the supercar of your choice. Select from a stunning convertible or hardtop from the likes of Aston Martin, Bentley, Ferrari, Lamborghini, McLaren, Porsche and more. Then simply arrive in New York and enjoy the journey!
Explore our extraordinary, award-winning European Tours in 2025
Your self-guided vacation through Upstate New York, Connecticut and Massachusetts
- Couple/Pair
Our Fleet (Drive One Car)- Duration: 5 days / 4 nights
- Driving: 3 days / 900 km
- Tour Start: New York City
- Tour End: New York City
Discover the Best of Upstate New York
Spend five days discovering the best of the north-eastern states of America, exploring their most scenic landscapes, along with renowned wineries and decadent restaurants.
Journey Along Scenic Roads
Drive a selection of the best and most scenic roads America has to offer, exploring the Catskills and Berkshires, as well as Hudson Valley and the Pocono Mountains.
Enjoy a Fully Managed Experience
Drive with confidence with a fully managed drive experience, including car rental, insurance, delivery and pick-up, a detailed walk-through, and on-call support.
Follow an Expertly Curated Route
Enjoy the certainty of a fantastic driving route curated by our on-ground team, coupled with a programmed GPS and detailed routebook.
Unwind in Upstate New York's Finest
Stay in luxurious and experiential five-star accommodation each evening, including breakfast and valet parking.
Be Part of Unique Regional Experiences
Opt to extend your journey with lifestyle experiences unique to Upstate NY, from scenic helicopter flights to exceptional wine tasting tours, and more.
*Prices are yet to be confirmed. Enquire now to register your interest
A sample of your Upstate New York luxury vacation package
Arrival and Welcome
Arrive in New York. Following transfers, spend the afternoon relaxing at the property and enjoying its amenities. The property is a 20th-century Tuscan-inspired mansion on a sprawling estate in scenic Hudson Valley. In the afternoon you will meet our representative for a detailed walk-through and handover of your chosen vehicle ahead of your self-guided driving vacation.
First Drive Day
Your first day of driving will be beautifully scenic: traverse the Hudson Valley with its lush vegetation, scenic river views and wonderful wineries, before making your way into the forested peaks, azure lakes and picturesque valleys of the Pocono Mountains. In the late afternoon you will arrive at an award-winning, all-inclusive spa resort in the heart of the Poconos.
Second Drive Day
Day two takes you back through Hudson Valley via the renowned backroads of the Catskills. From here you will venture to the beautiful Berkshires. Along your way, you will have the pleasure of experiencing the region’s spectacular scenery and delightful sense of remoteness and peace — discovering why it's a popular hideaway from the hustle and bustle of daily life.
Third Drive Day
Your final drive day is a masterpiece. Although you will return to some of the same spectacular locations, you will also discover a series of new and unexplored roads as you cruise through the Berkshires back down to the Hudson Valley. Conclude your journey with a final stay back at the picturesque property where your journey began.
Departures and Onward Travel Plans
Today is yours to relax. Enjoy a lie-in and a leisurely start. After breakfast, check out of the hotel and spend the day exploring, or simply take it easy. Later that afternoon, a representative from Ultimate Driving Tours will meet you for transfers back to the airport.
*Prices are yet to be confirmed. Enquire now to register your interest
Choose your favourite exotic car for your Upstate NY self-drive holiday package
If you’re hungry for a gorgeous, driver-friendly supercar that’s quick-as-lightning, the new release update to the incredible R8 delivers, and then some. Consider your wish granted.
With a dauntingly low driving position, way back over the rear axle, the devastatingly handsome GT R draws heavily on the lauded SLS. An agile yet comfortable grand tourer.
Hailed by critics and fans alike as one of the finest 911s of the modern era, the 991 GT3 features the legendary 4.0L flat-six capable of singing far beyond 8,000 rpm for a truly exceptional driving experience.
The successor to the adored 458 sees the eager-revving and naturally aspirated V8 retired in favour of a turbocharged powerplant. This supercar will propel you from 0 - 100 in just three seconds.
The Huracan is a fantastic combination of fast, loud, and sharp. With an ingenious 4WD system, the Performante offers impressive technical specs and performance to boot.
Be warned: while there are many fast cars out there, few have the performance capabilities that require drivers to up their game so profoundly. Are you ready for this beast?
*Prices are yet to be confirmed. Enquire now to register your interest
See what's in store on your luxury vacation in Upstate New York
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*Prices are yet to be confirmed. Enquire now to register your interest
Hear from past guests
Probably the most fun you could ever have; it's beyond first class, it's a class of its own.
Chuck & Margo, USA
The tours are fantastic – the cars, the people, the hotels and restaurants, and the comradery.
Sab & Antonia, AustraliaExplore other luxury experiences
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