Top Vermont Half-day Tours

Vermont’s blend of history, craftsmanship, and beauty is best experienced on a scenic drive through its most charming towns. On this self-guided driving tour, you'll journey along picture-perfect roads, over historic covered bridges, and into the heart of the region’s artistic culture. The tour starts in Woodstock, in what’s often called one of the most beautiful small towns in America. You’ll set off towards Quechee, passing through Taftsville to see its striking red covered bridge, one of the most attractive in Vermont. From there, you’ll have a chance to browse a bounty of antiques, vintage finds, and fine art at Vermont Antique Mall and BF Southgate & Company. You’ll follow a historic route to Windsor that parallels the Connecticut River, affectionately known as the “Birthplace of Vermont.“ I’ll show you the Cornish-Windsor Covered Bridge, the longest wooden covered bridge in the United States, before you make your way back to Woodstock via West Windsor and South Woodstock.

Taste your way through Vermont’s world-class beers—and enjoy a more personalized way to explore—on this small-group craft beer tour in Burlington. Get an insider’s perspective on the city's thriving craft beer scene, and head to several top breweries in one excursion. With round-trip transit and up to 12 locally produced beers included, logistics are made easy.

In recent years, Vermont has become known for its artisanal food scene, as well as its destination-worthy craft breweries and distilleries—and this small-group tour makes it easy to taste the best of the Green Mountain State. Following pickup at your Killington or Woodstock accommodation, travel via air-conditioned vehicle to three breweries, two distilleries, and additional foodie spots, and taste what interests you most (own expense).

No matter the occasion—whether it's an anniversary, birthday, corporate event, day out with friends, or a girls' getaway—you'll likely need a designated driver, and that's where we come in. With a maximum of six customers per tour, this experience is intimate and feels like traveling with a group of friends! We are a small boutique tour company with over decade of experience! Available in spring and summer only, this guided tour visits three Vermont wineries, one hard cidery, and other local attractions. Most wines in Vermont are crafted from hybrid grape varieties suited to the harsh climate. When booking a hotel for this tour, please choose a location in either the Burlington, South Burlington or Killington areas. We offer door-to-door pick-up service! Available Wednesday – Sunday ONLY

Privately guided 3-4 hour tours give you a bite-sized taste of Vermont’s scenic backroads, charming villages, and local favorites, all in a compact, easygoing experience. Guided by a local, gain insider knowledge of some of the best spots to visit and find even more beautiful routes to explore as you find your way to favorite spots in and around the Connecticut River Valley of Vermont. Various themes for the tour are offered, including 'Bridges and Brews', 'Antiques and Artisans', and 'Ridges and Rivers' and we get started from Woodstock, Ludlow or Springfield Vermont. Be sure to check out the Vermont Wayfinders website for more information on tours and availability! It’s the perfect way to explore if you’re short on time, love a good scenic detour, or just want a more budget-friendly private tour. You’ll still get a local expert as your guide, a perfectly planned route, and plenty of time to soak in the sights—just in a smaller, snackable package.