Classic Motorsports Road Tours: Last chance to save

Photograph by Chris Tropea

What’s less than a week away? Yes, the first day of June–but also the deadline to book any of our signature Classic Motorsports Road Tours before the price to register increases by $500.

Join us on our Empire State Tour or Orange Blossom Tour, and you’ll not only get to experience some of the finest driving roads in the country in your favorite car; you’ll also enjoy easy-to-follow turn-by-turn navigation, a five-night stay in luxurious lodging, hand-selected dining experiences and much more.

Classic Motorsports Road Tours: Book before June 1 to save

Yes, June represents several things, including growth, renewal and youth, though it also marks your last chance to save on any of our signature Classic Motorsports Road Tours.

Whether it's the verdant valleys of the Shenandoah Valley, the majesty of New York’s Finger Lakes or the Florida you never knew existed that's calling you, be sure to register before June 1–that’s the day the price for registration for all of our road tours increases by $500.

By joining us on a Classic Motorsports Road Tour, you won’t just get the chance to experience some of the finest driving roads in the country in your favorite car; you’ll also enjoy easy-to-follow turn-by-turn navigation, a five-night stay in luxurious lodging, hand-selected dining experiences and much more.

Enjoy rare experiences on our Classic Motorsports Empire State Tour

Photograph by Chris Tropea

A driving tour like few others? Join us on our Classic Motorsports Empire State Tour, and you won’t just be treated to the finest driving roads in the Finger Lakes, but you’ll also enjoy several one-of-a-kind experiences.

Take, for example, last year’s tour, which included participants driving on track at the legendary Watkins Glen International, plus a visit to the renowned International Motor Racing Research Center.

Also included in our Empire State Tour? Hand-selected dining experiences, turn-by-turn navigation through custom-programmed GPS units, professional photography of you and your vehicle, a judgment-free, friendly group of up to 30 couples, as well as a hub-style structure that sees each day’s adventures begin and end from the Watkins Glen Harbor Hotel in Watkins Glen, New York.

Learn more about our Empire State Tour and keep an eye on the Classic Motorsports Road Tours website for future updates.

The Classic Motorsports Empire State Tour is presented by Classic Motorsports Road Tours in association with Chubb Insurance.

Why join us on our Empire State Tour? Here are several reasons.

Photograph by Chris Tropea

At first glance, our Classic Motorsports Empire State Tour looks a lot like a driving tour of New York’s stunning Finger Lakes region, and you’d be correct–but there’s so much more in store than driving.

September 6-11, we’ll lead you to a one-of-a-kind exploration of the Finger Lakes, including significant historic sites, exclusive access to private car collections, hand-selected dining experiences and, of course, plenty of twisty back roads to enjoy from behind the wheel of your favorite car.

And, unlike some driving tours, our Empire State Tour features a hub-style structure that sees each day’s adventures begin and end from the same hotel–in this case, the Watkins Glen Harbor Hotel in Watkins Glen, New York.

You’ll also receive turn-by-turn navigation through custom-programmed GPS units, professional photography of you and your vehicle, plus a judgment-free, friendly group of up to 30 couples.

For a taste of what to expect for this year’s tour, here are some highlights from the 2025 Empire State Tour:

• A private cruise down the Erie Canal

• Visits to the fascinating Finger Lakes Boating Museum and the world-famous Corning Museum of Glass

• The chance to drive the legendary Watkins Glen International

• A stop at the breathtaking Taughannock Falls

Learn more about our Empire State Tour and keep an eye on the Classic Motorsports Road Tours website for future updates.

The Classic Motorsports Empire State Tour is presented by Classic Motorsports Road Tours in association with Chubb Insurance.

Classic Motorsports Empire State Tour: Hollerhorn Distilling

Photography courtesy Hollerhorn Distilling

What better way to stay in good spirits than by enjoying some good spirits?

Join us on our Classic Motorsports Road Tours Empire State Tour, and we’ll take you to visit Hollerhorn Distilling, in Naples, New York, for a tasting experience of its unique offerings, including its signature “Tree Spirits” distilled from maple syrup.

Our stop at Hollerhorn is just the tip of the iceberg (or, rather, ice cube) of our Empire State Tour, September 6-11.

Participants will also enjoy significant historic sites, breathtaking natural attractions, unique museums, access to private collections and, thanks to the tour’s hub-style structure, there’s no need to pack and unpack your bag each night.

Learn more about our Empire State Tour and keep an eye on the Classic Motorsports Road Tours website for future updates.

The Classic Motorsports Empire State Tour is presented by Classic Motorsports Road Tours in association with Chubb Insurance.

Classic Motorsports Empire State Tour: Watkins Glen Harbor Hotel

Photograph by Chris Tropea

Join us on our Classic Motorsports Road Tours Empire State Tour for a journey along some of the finest driving roads New York’s Finger Lakes have to offer, and you’ll also enjoy hand-selected dining experiences, unique historic sites, exclusive access to museums and private collections plus a five-night stay at the luxurious retreat known as the Watkins Glen Harbor Hotel in Watkins Glen, New York.

That’s right, the hub-style structure of all of our road tours mean no need to pack and unpack your bags each night, as each day of driving adventures begins and ends at our host hotel for the week.

What else can you expect on our 2026 Empire State Tour, set for September 6-11?

Last year saw participants enjoy a private cruise down the Erie Canal, a visit to the Finger Lakes Boating Museum, paced laps around Watkins Glen International, a stop at the breathtaking Taughannock Falls and more.

Learn more about our Empire State Tour and keep an eye on the Classic Motorsports Road Tours website for future updates.

The Classic Motorsports Empire State Tour is presented by Classic Motorsports Road Tours in association with Chubb Insurance.

A quintessential Florida ending | Orange Blossom Tour: Day 4

Photograph by Patrick Tropea

Florida may be best known for sandy beaches, orange groves, a larger-than-life mouse and alligators in virtually every body of water, but that’s not all the Sunshine State has to offer.

Instead, our Classic Motorsports Orange Blossom Tour takes you on an exploration of the Florida you never knew existed, including one-of-a-kind destinations, first-class cuisine and hidden gems known only to longtime residents, all from behind the wheel of your favorite car.

Our 2026 Classic Motorsports Orange Blossom Tour takes place this week, March 8-13, with Thursday, March 12, the fourth and final day of driving.

Here's a look at what you missed out on:

We started our final day on the road heading toward the very center of the state for a little-known gem–and the second tower of the week–Bok Tower.

Standing over 200 feet tall, the Gothic Revival and art deco masterpiece sits on one of the highest points on the Florida peninsula and houses a 60-bell carillon that rings every hour and a half.

After strolling the gardens and enjoying lunch on site, we set out to finish our touring adventures with a quintessentially Florida experience: an airboat ride.

During their journey through the wetlands, tour guests were treated to the full gamut of Florida wildlife, including alligators, turtles, a wide variety of birds and much more.

Following our thrilling airboat adventures, we then headed out on the last leg of our journey together, back toward our host hotel, Lakeland’s Terrace Hotel.

Our week together ended the same way it started: with cocktails on The Mezzanine at 6:30 p.m., followed by dinner in the Cypress Ballroom, where we had a few final surprises for our guests.

Thank you to everyone who joined us on this one-of-a-kind exploration of the Sunshine State, and we hope to see you again on any of our future Classic Motorsports Road Tours.

The Classic Motorsports Orange Blossom Tour is presented by Classic Motorsports Road Tours in association with Chubb Insurance.

Track time at a world-class circuit | Orange Blossom Tour: Day 3

Photograph by Chris Tropea

Florida may be best known for sandy beaches, orange groves, a larger-than-life mouse and alligators in virtually every body of water, but that’s not all the Sunshine State has to offer.

Instead, our Classic Motorsports Orange Blossom Tour takes you on an exploration of the Florida you never knew existed, including one-of-a-kind destinations, first-class cuisine and hidden gems known only to longtime residents, all from behind the wheel of your favorite car.

Our 2026 Classic Motorsports Orange Blossom Tour takes place this week, March 8-13, with Wednesday, March 11, the third day of driving.

Here's a look at what you missed out on:

The day started with a short drive from our home base at Lakeland’s Terrace Hotel to Auburndale for a very special driving experience: track time at Circuit Florida.

The brand-new, world-class motorsports country club opened in 2024 and has quickly become one of our favorite places to test press cars and project cars for the magazines.

Track driving is hungry work, so we followed up our time at Circuit Florida with some down-home Florida Soul Food and southern hospitality at Brookesville’s Florida Cracker Cook Shack, a family-run favorite of numerous car clubs touring the area with deep local roots.

After lunch, we took a nice, long drive to Clermont to visit an icon of Old Florida: The Florida Citrus Tower.

Built in 1956, the 226-foot-tall structure offers sweeping vistas of the surrounding area–even though that view has changed considerably since then.

After departing the Citrus Tower, our tour group headed back to the Terrace Hotel to enjoy the parking lot bar and get freshened up for dinner at nearby Harry’s Seafood Bar & Grille.

The Classic Motorsports Orange Blossom Tour is presented by Classic Motorsports Road Tours in association with Chubb Insurance.