Luxury Self-Drive Vacation through Upstate New York
New York ▸ Hudson Valley ▸ Pocono Mountains ▸ Catskills ▸ Berkshires
Experience the best of northeast America 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. Your journey begins in Upstate New York and continues through the verdant valleys and stately mountains of Hudson Valley, the Pocono Mountains, 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 the likes of a stunning convertible or hardtop from the likes of Aston, Bentley, Ferrari, Lamborghini, McLaren, Porsche and more. Then simply arrive and enjoy.
Your self-guided vacation through Upstate New York, Connecticut and Massachusetts
- Small Exclusive Groups
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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 northeastern 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 Poconos Mountains.
Enjoy a fully managed experience
Rest assured with a managed drive experience including car rental, insurance, delivery and pick-up, a detailed walkthrough, 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.
*based on two guests per vehicle and in a shared room
A sample of your Upstate New York luxury vacation package
Arrival and Welcome
Arrive into 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'll meet our representative for a detailed walk through and handover of your chosen vehicle for 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'll arrive into an award-winning, all-inclusive spa resort in the heart of the Pocono Mountains.
Second Drive Day
Day two takes you back through Hudson Valley via the renowned backroads of the Catskills. From here you’ll venture to the beautiful Berkshires. Along your way, you’ll 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, we’ve also planned a series of new and unexplored roads for you to discover 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.
*based on two guests per vehicle and in a shared room
Choose your favourite exotic car for your Upstate NY self-drive holiday package
Labelled as the most important Aston in the marques history, the DB11 is a supremely sophisticated blend of hypermodern, road-crushing technologies and old-school Gran Tourer charm.
Solely responsible for the revival of the modern Bentley brand, the Continental GT is the perfect grand tourer, sporting a unique twin-turbo W12 and a truly luxurious interior.
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?
With a dauntingly low driving position, way back over the rear axle, the devastatingly handsome GTR draws heavily on the lauded SLS. An agile yet comfortable grand tourer.
For decades, the 911 has been the stuff of legend - a title it continues to claim today. Capable in all situations, this precision instrument remains a timeless inclusion on our tours.
*based on two guests per vehicle and in a shared room
See what's in store on your luxury vacation in Upstate New York
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*based on two guests per vehicle and in a shared room
Customise your five-star Upstate NY vacation package
Our tours are designed to be end-to-end luxury travel experiences that consider every detail from the moment you arrive to the moment you depart.
Your final tour investment comprises your Tour Package (as outlined above) and any Optional Add-Ons you choose to include. Please view the tour brochure for a full list of inclusions.
Choose your preferred currency
$ 8490
$ 6490
£ 4990
per person-
Add additional days/nights
POA per person
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Upgrade your supercar for the drive
POA per person
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Add optional lifestyle experiences
POA per person
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Monthlydeposit
$ 2000
$ 1500
£ 1000
+per month from$ 540
$ 415
£ 330
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Quarterlydeposit
$ 5000
$ 3500
£ 3000
+per quarter from$ 1160
$ 990
£ 660
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In Fullfrom
$ 8490
$ 6490
£ 4990
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
Just unbelievable; out of this world – a bucket-list dream with new but now lifelong friends.
Adam & Kerryn, Australia