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
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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.

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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.

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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.

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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.

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Unwind in Upstate New York's Finest

Stay in luxurious and experiential five-star accommodation each evening, including breakfast and valet parking.

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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.

from $ 10490 $ 6490 £ 5490 per person*

*Prices are yet to be confirmed. Enquire now to register your interest

A sample of your Upstate New York luxury vacation package

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Tour Start & End Transfers Driving Route Overnight Stop
Day 1

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.

A magnificent estate set amid rolling hills
Fine dining in an intimate and exclusive space
Day 2

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.

Award-winning destination spa resort
A gourmet farm-to-table restaurant
Day 3

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.

An exquisite five-star country retreat
Upscale contemporary American cuisine
Day 4

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.

A magnificent estate set amidst rolling hills
Informal evening in the hotel's cosy tavern
Day 5

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.

Own arrangement
Own arrangement
from $ 10490 $ 6490 £ 5490 per person*

*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

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Audi R8 V10 Spyder
Audi R8 V10 Spyder

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.

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Mercedes AMG GT R
Mercedes AMG GT R

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.

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Porsche GT3/GT3 RS
Porsche GT3/GT3 RS

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.

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Ferrari 488/F8 GTB/Spider
Ferrari 488/F8 GTB/Spider

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.

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Lamborghini Huracan Performante
Lamborghini Huracan Performante

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.

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McLaren 720S
McLaren 720S

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?

from $ 10490 $ 6490 £ 5490 per person*

*Prices are yet to be confirmed. Enquire now to register your interest

Hear from past guests

Chuck & Margo, USA

Probably the most fun you could ever have; it's beyond first class, it's a class of its own.

Chuck & Margo, USA
Sab & Antonia, Australia

The tours are fantastic – the cars, the people, the hotels and restaurants, and the comradery.

Sab & Antonia, Australia

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