Virginia Wine Tasting Train Rides

Published: February 24, 2026

Virginia has never been short on postcard-worthy landscapes—Blue Ridge ridgelines, tidy farms, river valleys, and small towns that still feel tied to the rhythms of the past. What’s new is how easy it has become to experience that scenery the old-fashioned way: by rail, from a comfortable seat with a drink in hand and the countryside sliding by at a relaxed pace. That’s the core appeal of the Virginia Scenic Railway, a modern excursion operation that has quickly become one of the state’s most talked-about leisure experiences, with departures from Staunton in the Shenandoah Valley and Louisa in Central Virginia.

Among its lineup of rides, the railway’s tastings have built a loyal following—especially the Sip & Savor Express, a three-hour wine tasting excursion that pairs a curated flight with scenic railroading charm. Each trip spotlights a different Virginia winery, meaning the experience is designed to feel fresh month after month, not like a one-and-done novelty.

What follows is a detailed look at the Virginia Scenic Railway as a whole—how the experience is structured, what the ride feels like, and why Sip & Savor stands out as a signature event for wine lovers and railfans alike.

The Virginia Scenic Railway

The Virginia Scenic Railway positions itself as Virginia’s only regularly scheduled tourist train, built around consistent service, professional operations, and a “dress up or dress casual” atmosphere that works for couples’ outings, friend groups, and celebrations. It’s owned and operated by Buckingham Branch Railroad, a well-known Virginia short line freight operator—an important point because it suggests the excursion is backed by an established railroad company with real operating depth.

In other words, this is not a once-a-year museum shuttle. It’s a purpose-built tourism product running on real railroad infrastructure, with an emphasis on comfort, scenery, and themed experiences.

Virginia's Wine Regions: The Stars of the Journey

Virginia's wine regions each possess unique characteristics and offerings. Wine tasting train rides frequently showcase some of the most prominent areas, such as:

Monticello Wine Trail: Named in honor of Thomas Jefferson’s estate, this region captures the spirit of Virginia's wine rebirth. Here, passengers can savor bold reds and crisp whites that are a testament to Jefferson’s vision of Virginia as a wine-producing state.

Shenandoah Valley: Known for its cooler climate, the Shenandoah Valley produces wines that are distinctively crisp and aromatic. Train routes through this region offer the chance to taste elegant Rieslings and bright Chardonnays while soaking in the valley’s majestic beauty.

Northern Virginia: With its proximity to Washington D.C., Northern Virginia boasts a diverse array of wineries. The train ride acts as a conduit linking urban sophistication with rural charm, featuring tasting stops with varietals that appeal to a wide range of palates.

VSR Departure Cities and Boarding Locations

One of the railway’s strengths is that it gives visitors two distinct gateways into Virginia scenery:

Staunton (Shenandoah Valley)

Staunton is the classic Shenandoah Valley rail town—easy to reach via I-81 and a natural base for weekend trips. The Virginia Scenic Railway’s Staunton boarding address is listed as 415 Bridge Street, Staunton, VA 24401.

Louisa (Central Virginia)

Louisa adds a second hub that’s especially convenient for travelers coming from the Richmond–Charlottesville orbit. The boarding location is listed as 105 Church Avenue, Louisa, VA 23093 on the railway’s “Getting Here” page. (The FAQ also references the Louisa boarding address as 103 Church Avenue, so it’s wise to confirm the exact check-in location on your ticket email.)

Both locations offer on-site parking, and the railway recommends arriving early—plan to be there about 30 minutes before departure, since boarding begins shortly before train time and late arrivals can’t be accommodated.

What the Ride Feels Like: More “Experience” Than Transportation

If you’re expecting a bare-bones coach ride, the Virginia Scenic Railway generally aims higher. The marketing leans hard into a comfortable, hosted outing: restored or renovated passenger equipment, a social atmosphere, and themed events that feel closer to a “moving venue” than a simple sightseeing run.

Scenery is the constant. Depending on route and excursion type, riders can expect a mix of fields, forests, and mountain views, with moments that feel distinctly “railroady”—bridges, cuts, curves, and the satisfying cadence of wheels over jointed track (where present). The railway describes the experience as a front-row seat to Shenandoah Valley and Blue Ridge vistas, with the sense of moving through landscapes you simply don’t see from a highway.

And crucially for a tasting event: this is paced for leisure, not speed. Sip & Savor is built around having time to taste, listen, chat, and look out the window, rather than rushing through a flight.

Introducing the Sip & Savor Express

The Sip & Savor Express is the Virginia Scenic Railway’s wine tasting excursion—an adult-oriented ride that combines scenery with a structured, guided sampling of Virginia wines. The core idea is simple: you’re not just buying transportation; you’re buying a curated tasting experience that happens to take place aboard a moving train.

Here’s what the official description emphasizes:

A roundtrip rail excursion through the Shenandoah Valley heading toward the Blue Ridge mountain range
Guided tastings of four premium Virginia wines, selected by the featured winery
Charcuterie boards designed to pair with the wines
An onboard wine expert who walks passengers through tasting notes and winery stories
A rotating “new winery featured every month” format

The result is an excursion that appeals to multiple audiences at once: wine enthusiasts, couples looking for a date-night alternative, and railfans who want something more elevated than a standard out-and-back sightseeing run.

The “Monthly Winery” Format: Why Repeat Riders Keep Coming Back

A lot of tourist railroads offer a “wine train,” but it’s often the same supplier, the same pours, and the same script every time. Sip & Savor is designed differently. The railway explicitly frames it as a rotating spotlight: a different winery and a different set of wines featured each month.

That matters because it turns a single excursion into a series—almost like a season ticket concept for locals. If you live within a couple hours of Staunton or Louisa, you can treat it as a monthly outing where the scenery stays familiar but the tasting changes. It also gives visitors a “Virginia wine trail” feel without needing to drive from vineyard to vineyard.

The format tends to work especially well for groups: a friend circle can go once, love it, and then plan another month because it’s not a repeat performance. Even for first-timers, the monthly feature creates a little extra buzz—people like knowing they’re catching this month’s winery.

The Tasting Experience: What to Expect Onboard

While specific service details can vary by date and consist, the official structure is consistent: four pours, guided commentary, and curated pairings. Here’s what that usually translates to in practical terms:

1) A hosted welcome and setup

Expect an organized “start” to the experience rather than a casual cash-bar setup. The wine expert (and often winery representation) frames the tasting, what you’ll be sampling, and how the pairings are meant to work.

2) A paced flight

Four wines is a sweet spot: enough variety to feel like a proper tasting, but not so much that the ride becomes rushed or the palate gets overwhelmed. Since the excursion is about three hours, there’s time for spacing—taste, talk, enjoy the view, then move to the next selection.

3) Charcuterie that’s meant to pair, not just snack

The railway specifically calls out charcuterie boards as part of the tasting design, emphasizing that the foods are chosen to complement each pour. This small detail elevates the experience: it’s not simply “wine plus crackers,” but a more deliberate pairing approach that helps newcomers understand why certain flavors work together.

4) Scenery as the “fifth ingredient”

On a stationary tasting, your surroundings are the room you’re in. On Sip & Savor, your background changes constantly—winter trees, spring greens, summer fields, fall color depending on the time of year. The movement adds a subtle sense of occasion, like a traveling tasting room.

Duration and Price Point

The Virginia Scenic Railway lists Sip & Savor as a three-hour experience. Pricing is shown on the official Sip & Savor page as approximately $141 per person (expect taxes/fees to apply and prices to vary by date or service class).

That places it above a basic scenic ride, but in the same conversation as a hosted wine event—especially given the flight, the pairing board, and the onboard presentation.

Who Will Love Sip & Savor Most?

Sip & Savor is a particularly strong fit if you’re in one of these camps:

Wine fans curious about Virginia varietals (without committing to a full day of vineyard hopping)
Couples looking for a date with built-in structure—it’s romantic without requiring you to “plan every detail”
Groups celebrating birthdays, anniversaries, or reunions, where conversation is the point as much as the ride
Railfans who appreciate passenger ambiance and enjoy the novelty of a themed, hosted experience rather than a purely technical chase

If you want maximum quiet, maximum photography freedom, or a pure “railroad history lecture” format, you may prefer a standard sightseeing run. Sip & Savor leans social by design. In any event, for more information about this unique excursion and purchasing tickets please click here to visit the VSR website.