Autumn Wine Trails & Train Rails

Package Price Per Person:

$199 per passenger

November 5, 2026

 

Climb aboard for an Ozarks day out that blends vintage rail romance, mountain scenery, local flavor, and a relaxed wine-country finish. This rail-and-vine adventure begins in Van Buren as you board the historic Arkansas Missouri Railroad for the scenic Van Buren-to-Winslow excursion, where you will witness the rugged beauty of the Boston Mountains. Settle into beautifully restored railcars and enjoy lunch as the train rolls across lofty trestles, through deep green valleys, and into the famed 1,700-foot Winslow Tunnel—one of the most memorable stretches of railroad in Arkansas. The route is packed with classic Ozark views and the nostalgic charm of old-fashioned train travel, making the ride itself one of the day’s true highlights.

 

After the rail adventure, the experience shifts to the heart of Northwest Arkansas with time on the Fayetteville Downtown Square, where boutique shopping, lively sidewalks, and local character create the perfect afternoon stop. Browse the shops, enjoy wine tasting on the square, and soak in the energy of one of the region’s most beloved gathering places before heading out for an elegant finale at Sassafras Springs Vineyard. Tucked among rolling hills and wooded patios, the vineyard offers a beautiful setting to unwind with Arkansas-made wine and an included dinner. It’s a fitting close to a day that captures the best of the region—historic railroads, mountain landscapes, downtown charm, and a vineyard evening under the Ozark sky. From the rhythm of the railroad to the relaxed elegance of the vineyard, this itinerary is a celebration of train rails, wine trails, and the timeless pleasures of discovering Arkansas one scenic sip and one mile of track at a time.

 

 

 

 

 

 

Included in the price for this tour are:

 

• Roundtrip Luxury Motorcoach Transportation

• Scenic train ride on the Arkansas Missouri Railroad

• Included lunch on the train

• Wine tasting, tour and dinner at Sassafras Winery

• Wine Tasting at two additional local Northwest Arkansas Wine Cellars

• Little Rock Tours guide

• all taxes and fees