easy
2–3 hours
Suitable for most fitness levels; primarily walking on flat, urban terrain with frequent stops.
Discover Boston’s Fort Point and Seaport neighborhoods on a private walking tour that explores historic architecture, waterfront transformation, and vibrant city life. Dive into the stories that shaped this urban hub.
Explore the evolution of the South Boston waterfront
Embark on a captivating journey through Boston's Seaport and Fort Point neighborhoods, where history meets modernity. Discover the transformation from tidal marsh to vibrant urban hub, explore architectural gems, and uncover the rich past of Summer Street's wool trade. This unique tour promises an unforgettable blend of culture and innovation.
1.5 hours 1 mile at a moderate walking pace, stopping at various sites along the tour Likely uneven surfaces and significant inclines
New Tour for 2023 Join us on a members only Member Preview Tour, or later in the season when this new tour is open to general registrations.
The Seaport and Fort Point, two waterfront neighborhoods with the same roots but that look and feel completely different. How did the Seaport turn from a tidal marsh to the newest, hottest part of Boston with gleaming glass towers, high-end restaurants, luxe shopping, and some of the most expensive real estate in town? While only steps away is the historic, architecturally distinct urban loft neighborhood of Fort Point? Answer these questions and more on this tour as we walk through time from the late 19th century to today exploring the history of these two unique neighborhoods. Learn about how Summer Street was once the center of the wool trade in the United States and about how the Seaport became Boston’s “Innovation District.”
Meeting Location: Meet your guide at on the corner of Dorchester Ave and Summer St (south side), immediately before the Summer Street Bridge (the small plaza adjoining 245 Summer St).
Finding Your Guide: All guides carry an 8×11 sign that says “Boston By Foot Walking Tours.”
Nearest Accessible MBTA Station: South Station (Red & Silver Lines and Commuter Rail)
Comfortable shoes, dress for the weather, water bottle
The tour covers several blocks on paved urban paths, so comfortable shoes will keep your feet happy.
Waterfront breezes can be cool, especially in the evening, so bring a light jacket or windbreaker.
Carry a water bottle to stay refreshed, as there aren’t always fountains along the route.
Some historic buildings are private or have restricted access; always ask before entering or photographing private spaces.
Fort Point was once a key industrial district focused on shipping and textiles, playing a critical role in Boston’s 19th-century economy.
Recent redevelopment initiatives aim to preserve historic buildings while promoting sustainable urban growth, including green spaces and improved waterfront access.
Supportive shoes help navigate city streets and keep you comfortable throughout the tour.
Staying hydrated is important during the walk, especially on warmer days.
Protect yourself from waterfront breezes and variable spring weather.
spring specific
Shield your skin from sun exposure during outdoor exploration.
summer specific