Classic Vermont Bike Tour

The Heart of New England

Download a Detailed Itinerary

Our comprehensive itineraries are a one-stop-shop for all the delightful details of our carefully crafted tours, including:

  • A thorough daily itinerary
  • Details for exact accommodations
  • What to expect
  • Travel planning tips

Please provide your contact information so that we can say “benvenuto”. After submitting the form, you will be able to download the itinerary immediately.


Once you have a trip confirmed, we will feed you a steady diet of additional pre-departure information that includes: How to train, prepare, pack and all the wonderful, inspirational and practical things you want and need to know before you go! Our Travel Advisors will be available to help plan your pre- and post-tour travel.

  • All accommodations
  • 4 breakfasts
  • 3 dinners
  • Ciclismo Guides
  • Van Support 
  • Snacks 
  • Cultural visits and walks
  • Ciclismo Classico Jersey & Water bottle
  • Welcome cocktail

  • All accommodations
  • 4 breakfasts
  • 3 dinners

  • Visits to micro-breweries and artisan wineries either en-route or within a stone’s throw
  • Middlebury College with its spectacular campus of limestone buildings and views of the Adirondack Mountains of New York and Green Mountains of Vermont
  • Branbury State Park and the award-winning Moosalamoo National Recreation Area:  take a swim, paddle a kayak or canoe, or enjoy a hike to the Falls of Lana waterfall
  • Stop at the eclectic Lemon Fair Sculpture Park to visit it’s varied art exhibits



Aug 25-29
Sep 30-Oct 4
Foliage Tour!
Any of our tours can be made private. Contact us to learn more.

Confirmed tours are dates that have been selected by us that have a very high probability of reaching the minimum group size for us to run the tour and for you to receive the best Ciclismo Classico experience. These tours are confirmed as much as a year in advance, compared to our regularly scheduled tours which are confirmed around 90 days prior to departure.  When you place your deposit for a confirmed tour, you have the green light to make your pre and post travel plans and even book your flight with our personal guarantee that your tour will run!

If you are traveling alone, this optional single supplement will guarantee you a room to yourself at each hotel. The cost of a single room is often more than half the price of a shared room, so this additional supplement reflects that increased cost for each night over the course of the trip.

Meet Our Guides