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Tour de Boston Bike Route

This leisurely ride takes you to some of Boston's wonderful waterways, following the beautiful Charles River paths.

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Difficulty: Easy
Length: 10.7 miles
Duration: 1-3 hours
Family Friendly

Overview :  This leisurely ride takes you to some of Boston's wonderful waterways, following the beautiful and historic Charles River on both the ... more »

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Points of Interest

1. Urban AdvenTours: Boston Bicycle Tours & Rentals

Begin our grand Tour de Boston from our North End Waterfront shop.

2. Christopher Columbus Park

Directly across from our store front, is the beautiful Christopher Columbus Waterfront Park. From this park you can look out onto the Boston Harbor to see ships and boats coming and going. Opened in 1976, this park happens to be the first waterfront park designed in Boston. Over the course of the years a rose garden was added to honor Rose... More

3. Harbor Walk

The Boston Harbor Walk follows the edge of shoreline around the Boston Harbor. Along the pedestrian walkway you pass piers, wharves and beaches.

4. Charles River Locks

The Charles River Locks are part of the Charles River Dam built in 1978 as a structure to control floods on the Charles River. Part of the Harborwalk, pedestrians can cross over the three locks of the dam.

The USS Constitution was built in 1797 and has fought in three wars. The first was the Barbary War where the ship protected American merchants from pirates in the Mediterranean. The second war was the infamous War of 1812 between the United States of America and the British Empire. The third was the deadliest war in American history, the American ... More

6. Charles River Esplanade and Bike Path

Looking across the Charles River to Cambridge you can see part of the Massachusetts Institute of Technology’s (MIT) buildings. Still facing Cambridge but looking to the far right, you can see the Museum of Science. Behind you within the park itself, is the open dome structure, the Edward A. Hatch Memorial Shell. Also known as the Hatch Shell, this... More


Boston is commonly referenced as a “college town” because it houses over fifty institutes of higher education. Boston University (BU) provides a large portion of the college students that diversify the city. BU’s campus is spread out along Commonwealth Avenue (Comm. Ave.) and if you haven’t noticed yet, along the B-line of Massachusetts Bay... More

8. Boston University Bridge

The Boston University Bridge, a steel truss bridge, connects Cambridge to Boston. The bridge was built in 1928 and replaced an 1850’s drawbridge. The Cotton Farm Bridge was the original name of the bridge but it was renamed in 1949 most likely due to the overwhelming presence of Boston University.

9. MIT and Memorial Drive

Just over the MIT Bridge into Cambridge is the Massachusetts Institute of Technology. MIT is a private research university, including five schools and one college. The institute was founded in 1861 as a response to the industrialization of the United States and emphasizes the study of applied technology. MIT is off of Memorial Drive which runs... More

10. The Longfellow Bridge

The last bridge of the tour, The Longfellow Bridge, runs across the Charles River to connect Boston’s Beacon Hill area with Cambridge’s Kendall Square. The bridge is shared by the Red Line of the MBTA system. To the locals the bridge is referred to as the “Salt-and-Pepper-Shaker Bridge” or the “Salt-and-Pepper Bridge” because of the central stone ... More