Boston – New England Explorer

Guided Tour 9 Days / 8 Nights
Tour Map
  • 1166.0 mi = 1865.6 km
  • Summer
  • 50.0 - 80.0°F = 10.0 - 26.7°C

Gorgeous mountain views, endless switchbacks, fresh crab and clam bakes along the rugged New England coast, and history around every corner – this is what you can expect from our 9-Day Boston-New England Explorer Tour. Starting in Boston, the home of Paul Revere and the Boston Tea Party, we’ll work our way to the Inland Mountain Ride, Route 100 in Vermont, one of the top 5 motorcycle roads in the country! After exploring the amazing roads and colors provided by New Hampshire and Vermont we’ll head to the coast and the famous seaside resort of Bar Harbor in Maine before descending along the Atlantic shoreline through the fishing towns of Rockport and Gloucester and back to Boston. Come join us for this New England adventure!

Tour Itinerary

Let the EagleRider team know if you want to arrive in Boston a day or two early in order to explore this vibrant, historic city. Tonight we’ll meet up with the rest of the riders for an Orientation Meeting and then head out on the town for a Welcome Dinner Boston style!
Today we pick up our bikes, turn to the West and head to the Green Mountains of Vermont where we’ll spend the next two days on gorgeous, historic and sinuous roads that run along these eastern slopes. We will ride the Molly Stark Scenic Byway which follows the path carved out in 1777 when, after the Battle of Bennington, General John Stark and his army returned to New Hampshire via the nearest passage. We’ll stop at the famous 3-state overlook at Hogback Mountain before stopping in the beautiful mountain village of Wilmington, Vermont for the night.
We’ll hit the road early this morning as today is all about Vermont’s Route 100 -widely recognized as one of “the most scenic drives in New England,” providing a wide range of historical, cultural, scenic and recreational resources – as well as being a perfect ride for motorcycles! Stop and visit the Plymouth Notch Historic District, the birthplace and boyhood home of Calvin Coolidge, the 30th President of the U.S., explore coffee shops and cafes in small mountain towns and soak in the incredible mountain views on the northern portion of the route. Our stop tonight is in the laid-back town of Newport, nestled up against the Canadian Border. Stroll through the historic district, hit the farmers market or wander along the waterfront's boardwalk and soak in the day you’ve just had!
Another day of beautiful mountain roads awaits us as we head out of Newport and into New Hampshire – our third state in as many days! Entering New Hampshire, we will pick up the Kancamgus Highway. Officially known as the highest roadway in the northeast, this route is one of the most famous in the entire northeast and traverses a gorgeous stretch of mountains through the White Mountain National Forest. Our ride takes us over a mountain pass with many pullouts where we can stop and take in the diverse views of rolling mountains, river beds, and lush woods. This evening we’ll explore the historic seacoast town of Portland, Main with its funky vibe, working waterfront, loads of galleries, hundreds of one-of-a-kind shops, and award-winning restaurants serving everything from classic lobster rolls to exotic nouvelle cuisine.
We head north today to explore the coastline of the cold North Atlantic waters. This area has historically served as fishing grounds for Native cultures and the earliest Europeans. To this day, the harbors and coves are filled with lobster boats and wooden piers that come alive with the daily catch. Our destination is Bar Harbor, on the beautiful Mount Desert Island. With its rock-bound coast and soaring cliffs this area was long fought-over between the French and British. In the first half of the 20th century, a number of wealthy families built sprawling shingle-style cottages with John D. Rockefeller, Jr., contributing a vast network of carriage roads. Connected to the mainland by a bridge, Mount Desert Island and Acadia National Park are the most frequently visited locations in Maine.
We continue our exploration of the rugged Atlantic shoreline, marked by lighthouses, wildflowers, osprey, eagles and views of Cadillac Mountain and Mount Desert Island. Blueberry barrens turn the surrounding hills violet and green in late summer and brilliant scarlet in the autumn. Seaside villages and working harbors from Sullivan to Prospect Harbor reveal well-preserved examples of simple New England architecture from the 18th and 19th centuries. Perhaps visit Maine's northernmost lighthouse in Calais, located on the St. Croix River near the international border with Canada, eventually heading back west to quintessential town of Bangor in the center of Main.
Today we head south and back out to the coast to ride along Old Route 1 on our way to another awesome New England town. Portsmouth is a beautifully colorful historic coastal city on the border between New Hampshire and Maine. Highlights in Portsmouth include numerous microbreweries, seafood restaurants and Strawbery Banke, a gorgeous neighborhood of centuries-old colored wooden houses and an open-air museum. Our last night on the road will have plenty to celebrate!
This is it! After an extraordinary 8 days in the saddle we head back along Old Rt 1 towards Boston. We’ll take our time as we explore this last stretch of coastline, perhaps stopping at Woodman’s of Essex, “where the fried clam was invented” for lunch. After lunch we’ll pass through the towns of Rockport / Gloucester, stopping in Salem if desired, before heading back to the EagleRider. Tonight we will toast of roads well-traveled and new friends made!
It is time to say goodbye and hope to be able to welcome you back on another Guided Tour. Safe travels.
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