Top Vermont Tours, Sightseeing & Cruises

Experience the beauty of Lake Champlain from a unique perspective aboard classic Friendship Sloops, Friend Ship and Wild Rose. With a maximum of 10 guests, this intimate sailing adventure is perfect for anyone looking to escape the ordinary. Bring your own food and drinks to enhance your journey while our friendly crew ensures a safe and enjoyable trip. Listen to fascinating stories about the region's history as you glide through the stunning landscapes surrounded by mountains. - Sail aboard historic Friendship Sloops with intricate craftsmanship - Maximum of 10 guests for a personal and intimate experience - Bring your own food and drinks, with amenities provided - Knowledgeable crew sharing local stories and legends during the cruise

The Trolley is a 32-seater, all-weather vehicle operating year-round and is ADA accessible. It is an all-season trolley. As we drive on this tour, we shall highlight some historical sites and things you must do before you leave Burlington. Burlington is a four-season city, so do not forget to check the weather and carry your sunglasses, sunscreen, raincoats, cameras, and water bottles depending on the weather.

Witness the captivating Burlington sunset while sailing across Lake Champlain on a classic Friendship Sloop. This two-hour cruise offers an unparalleled view of the Adirondack Mountains as you relax and enjoy the charming atmosphere. With a licensed captain and deckhand onboard, safety and enjoyment are top priorities. Guests are encouraged to bring their favorite food and drinks to create a personalized experience. Discover the rich history and unique geological features of Lake Champlain as you sail to different highlights, making each cruise a memorable adventure. - Duration: 2 hours of scenic sailing on Lake Champlain - Maximum of 10 guests for an intimate experience - Bring your own food and drinks; ice water provided - Explore unique landmarks and enjoy the historical stories from the crew

Set sail on Lake Champlain aboard the charming Buttercup for a two-hour sunset picnic cruise. This unique experience invites you to bring your own food and drinks, all while enjoying stunning waterfront views and the company of up to five friends. The friendly Captain will navigate the waters, allowing you to relax and savor the moments. As you glide across the lake, take in sights like the Champlain Thrust Fault and the first lighthouse built on the lake. This is the perfect chance to unwind after a long day with good food, great views, and memorable conversations. - Two-hour BYO food and drink cruise on Lake Champlain - Comfortable seating with canopied protection and restroom on board - Explore notable sights including shipwrecks and breathtaking mountain views - Suitable for ages 13 and up, accommodating groups of up to 6 guests

Explore Vermont's Route 100 on a self-guided tour. Embark on a captivating road trip along Vermont's most scenic drive, where brilliant fall foliage and the quintessential charm of New England await. This journey takes you through picturesque towns, idyllic villages, and historic covered bridges. As you travel, explore historic landmarks, visit hidden treasures, and enjoy scenic vistas. Come fall, the route transforms into a vivid tapestry of autumn colors, offering a stunning visual feast that makes this drive truly unforgettable. Purchase one tour per car, not per person. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want.

Download the GuideAlong self-guided audio tour and you'll discover more on your Vermont Scenic Route 100 Byway drive. Hear fascinating stories, local tips, and directions play automatically based on your location. Explore the charming stops along the way, starting with a taste of Apple Cider and a visit to Ben & Jerry's. Enjoy the artisanal flavors at the Cabot Annex and marvel at the historic Covered Bridges. Discover the President Calvin Coolidge Homestead, the beauty of Smugglers Notch, and the charm of Stowe. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. Stories, tips, and directions play automatically based on your location. Travel at your own pace. Tour offline using GPS, no cell service or WiFi needed. Suggested itineraries for half, full, or multi-day use. Buy once, use forever! No expiry, includes free updates. Like having a tour guide along for the drive. Purchase one tour per vehicle.

It takes guests through Burlington, Shelburne, Monkton, Heinsberg and the Lake Champlain corridor during peak foliage season. The tour uses a classic red-and-green trolley (a bus styled as a trolley) and offers a journey focused on Vermont’s culture, landscape, and seasonal beauty. It goes through Chittenden County’s most vibrant fall corridors—lake views, rolling farmland, and tree‑lined backroads known for strong color change. It has 3stops that offer very unique relation as breaks while connecting and seeing and blending with the local things.

Set sail on Lake Champlain aboard the Friend Ship, a classic 31’ Friendship sloop, and uncover the intriguing history of this beautiful lake. Led by Captain Matt Harrison, a Champlain historian, this 2-hour cruise explores iconic shipwreck sites like the General Butler and the Burlington Horse Ferry. Enjoy captivating tales of naval battles, prohibition smugglers, and modern archaeological discoveries while soaking in the stunning views. This small group experience—limited to just 10 guests—offers an intimate atmosphere perfect for history buffs and curious travelers alike. Plus, a portion of your ticket supports the Lake Champlain Maritime Museum's mission. - Expert-led tour by historian Captain Matt Harrison - 2-hour sailing experience on a classic Friendship sloop - Explore famous shipwreck sites and learn about their history - Small group size of up to 10 guests for a personalized experience

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.

See quaint villages, striking scenery, and more on this full-day, small-group tour of northern Vermont. Leave the driving and logistics to your guide, and set off via minivan—your first destination is the famed Ben & Jerry’s Factory in Waterbury, where you can enjoy tasty samples. Tour a cider mill before continuing to Smugglers’ Notch State Park, the von Trapp Family Lodge, the village of Stowe, and more.

Enjoy a sailing experience like no other as you cruise Lake Champlain guided entirely by the wind—making every journey unique. Along the way, your captain shares local stories while navigating scenic routes that may include landmarks such as: • The world-famous geological feature 'Champlain Thrust Fault' • A few of the over 70 named islands • Marked shipwrecks from the 1800's • The first lighthouse ever built on Champlain in 1825 • Breathtaking views of the Adirondack and Green Mountains • Cliff-jumpers at Lone Rock Point and Red Rocks • Champ!

From the chilling tales of the Ghosts of the Shanty to the haunted site of Nectar’s to the serial killer HH Holmes, this tour will guide you in the footsteps of Burlington’s haunted history, uncovering the stories that have shaped this city. Go at your own pace, anytime. This is a location aware walking tour and the app plays the stories as you walk. The tour never expires, go as many times as you want.

This tour is built just for you! You provide what you'd love to see and do (scenery, farms, photography, food, artisans, etc.) and what you'd rather skip and I'll create a customized itinerary for your day. We'll travel in a built-for-back roads Bronco, with a (weather permitting) top-down, open air experience you won't soon forget! As much as possible, we keep off the main routes and stick to dirt roads where traffic doesn't exist, the scenery is breathtaking, and hidden views abound. There will be plenty of opportunities to pause and take it all in. Be sure to check out the Vermont Wayfinders website for more information on tours and availability, including add-on options like heading to the top of Killington or going for a horse-drawn carriage ride. The places provided listed here are just the start; this truly is a signature tour, tailored to you and your small group.

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.

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

This 7-hour tour begins with a trip to Montpelier, Vermont’s capital city—the smallest and least populous state capital in the nation. There, we will enjoy a guided tour of the Vermont State House*, led by a dedicated guide who will share its history and answer questions. *Guided tours in the Vermont State House are only available from early July through October. The building is closed for visitors on Saturdays and Sundays. Our weekend tours will therefore admire the state house from outside, then explore downtown Montpelier by foot. While in Montpelier, we will also visit the family-run Morse Farm Maple Sugarworks for a maple syrup tasting. Next we will drive scenic VT RT 100 to the villages of Waitsfield and Warren. Popular attractions include an 1833 covered bridge ("The Big Eddy") and Appalachian Gap. Lunch is available for purchase at the Warren Store, a uniquely Vermont experience with great local food. The Warren Store features its own deli, bakery, wine shop, and gift store.

In Spring and Summer, we offer 5-day guided tours around the state of Vermont. With a maximum of six customers per tour, our Vermont tours are an intimate experience that feels like traveling with a group of friends Note: If flying to Vermont (Burlington International Airport), we ask that you arrive the night before the tour begins. We will pick you up at your hotel in Burlington at 9:00 AM on the first day of the tour.

See the sights of Burlington while having fun with your friends during an active scavenger hunt via your smartphone. Follow the prompts via an app to uncover hidden gems, solve clues, and get to know Burlington better. You can take as much or as little time as you like, as you set the pace. This is an ideal tour for travelers who don’t like traditional guided tours.

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.

This tour brings together two iconic Vermont features - craft beer and covered bridges. The pace is relaxing and easy going, with minimal walking required. Enjoy Vermont beer with a built-in designated driver! We'll travel in a built-for-back roads Bronco, with a (weather permitting) top-down, open air experience you won't soon forget! As much as possible, we keep off the main routes and stick to dirt roads where traffic doesn't exist, the scenery is breathtaking, and hidden views abound. There will be plenty of opportunities to pause and take it all in! Be sure to check out our website for more information on tours and availability! We'll stop at Long Trail and Harpoon but will tailor the route before, between and after to your preferences... some examples of what we suggest are provided for you. Just reach out after you book with any requests!

There’s nothing like fall in Vermont! The crisp air, the burst of color from maple leaves, and sunlight filtering through the trees make every back road feel like an adventure. Be sure to check out the Vermont Wayfinders website for more information on tours and availability, including add-on options like heading to the top of Killington or going for a horse-drawn carriage ride. Your curated tour takes you through the most scenic routes during foliage season. Whether you’re looking for panoramic views, covered bridges framed by colorful leaves, or charming villages bursting with fall vibes, we put together each itinerary to give you the ultimate Vermont fall experience. Tour Highlights: - Breathtaking foliage views from iconic overlooks and winding back roads - Visits to cozy Vermont towns - Stops at local farms, breweries and hidden vistas - Chances to wander near fields and forests and capture postcard-worthy photos

You and five of your guests (Max 6 customers) will make your own Itinerary! Whether it's a need for speed, a slow relaxing cruise, or just a swim in the lake to cool off. This charter opens Lake Champlain to a number of possibilities. Visit and learn the stories of the iconic shipwreck sites like the General Butler, OJ Walker and the Burlington Horse Ferry. View the Champlain Thrust Fault which is one of the most famous and accessible geological exposures in the northeastern United States. Visit areas such as Lone Rock in Burlington Bay and the Red Rock Cliffs in Shelburn Bay or take a high-speed ride over to Willsboro Bay to see the train trestle and waterfall beneath. - 2.5-hour of exploration, swimming and relaxing (Contact the vendor prior to the cruise to discuss adding additional time) *** As a reminder in Vermont and New York All Children 12 and under must wear a life jacket at all times when underway. Customers must supply their own children's life jackets.

Download GuideAlong’s self-guided audio tour bundle to make the most of your Eastern USA road trips. As you drive, hear stories play automatically as you explore scenic drives, national parks, lakeshores, and historic parks. This is the ultimate collection of 14 iconic destinations, including Acadia, Blue Ridge Parkway, Catskills, Florida Keys, Great Smoky Mountains, Lake Superior, Outer Banks, Shenandoah, and Vermont’s Route 100. A memorable adventure awaits on America's iconic roads. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. Stories, tips, and directions play automatically based on your location Travel at your own pace Tour offline using GPS. No cell service or WiFi is needed Suggested itineraries for half, full, or multi-day use Buy once, use forever! No expiry, includes free updates Like having a tour guide along for the drive Purchase one bundle per vehicle.