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Kentucky Wine Tasting Train Rides: A Complete Guide

Published: May 28, 2025

By: Adam Burns

Kentucky, often celebrated for its rolling pastures, thoroughbred horses, and bourbon legacy, has been cultivating another gem in its storied landscape: wine by rail. This unique confluence of rail travel and viniculture offers visitors an unforgettable way to experience the state's scenic beauty and burgeoning wine industry.

A Journey Back in Time

Train rides have an intrinsic allure, evoking nostalgia and romantic imagery of a bygone era of travel. In Kentucky, this sentiment is lovingly preserved and paired with wine tasting excursions that traverse some of the most picturesque locales in the state. Amidst the sound of a gently chugging train, passengers are whisked away through verdant hills and charming small towns, all while indulging their palate with Kentucky’s finest wines.

Kentucky's Growing Wine Regions

Kentucky sits at a fertile crossroads conducive to viniculture. Historically, the state was a prominent wine producer before Prohibition curtailed the industry. Recent years have seen a resurgence, with vineyards setting down roots across the landscape.

Today, these regional vineyards not only showcase an array of varietals but also provide the basis for wine train excursions that marry the state’s rich history with its promising vinicultural future.

My Old Kentucky Dinner Train

The My Old Kentucky Dinner Train offers a unique dining experience that seamlessly blends the allure of train travel from a bygone era with exquisite dining and southern hospitality. Located in Bardstown, Kentucky, this scenic excursion takes guests on a captivating journey through the heart of bourbon country, amidst the lush landscapes and charming small towns that define the region.

Founded in 1988 by the RJ Corman Railroad Group, the dinner train operates along a 37-mile stretch of rail line, originally part of the Louisville & Nashville. The line was established in the 1860s, adding a touch of historical significance to the journey. The vintage train cars, beautifully restored to their former glory, evoke the elegance and grandeur of the early 20th-century rail travel, with polished wood, gleaming brass, and plush interiors creating an inviting atmosphere.

The dining experience is central to the train's charm. Guests are treated to gourmet meals freshly prepared by an onboard culinary team, offering a selection of Southern-inspired dishes that celebrate local flavors and ingredients. The menu is a testament to Kentucky's rich culinary heritage, featuring dishes such as bourbon-glazed chicken, slow-roasted prime rib, and delectable desserts including bread pudding with bourbon sauce. The meal is complemented by a curated selection of wines, cocktails, and of course, Kentucky bourbons, allowing guests to savor the region's famed spirits.

As the train departs from Bardstown and winds its way through the picturesque countryside, passengers are treated to breathtaking views of rolling hills, lush forests, and quaint towns. The leisurely pace of the train allows ample time to appreciate the scenery and relax in the comfortable surroundings. The round-trip journey lasts approximately two and a half hours, providing a leisurely escape from the ordinary.

While the train does not offer a specific wine tasting event, their opulent dinners are all available with wines, alcohol, and other spirits.

My Old Kentucky Dinner Train offers an unforgettable journey that combines history, gastronomy, and the romance of rail travel. It's a unique way to experience the charm and warmth of Kentucky while indulging in a first-class dining experience that transports guests back in time. Whether for locals or visitors, it's a must-try adventure that showcases the best of what the Bluegrass State has to offer.

Conclusion

Wine tasting trains are a testament to the state's rich heritage and evolving winemaking prowess. They offer an intimate yet profound way to experience the beauty and culture of the Bluegrass State, promising riders a journey that is as flavorful and rich as the wines themselves.

Whether you're a lifelong Kentuckian or a curious traveler, a wine train ride provides a unique escape into the heart and soul of this enchanting region. So sit back, sip your wine, and let the gentle rhythm of the rails carry you through the captivating story of Kentucky's vineyards.