View of Boston Skyline from Tip of Deer Island
View of Boston Skyline from Tip of Deer Island
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View of Boston Skyline from Tip of Deer Island
Road cycling
5.0
(11)
Tips
May 30, 2020
Road cycling
May 9, 2024
Road cycling
December 10, 2024
Road cycling
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Nearby routes
Best routes near View of Boston Skyline from Tip of Deer Island
5.0
(4)
28
riders
25.1km
01:03
80m
80m
The East Boston Greenway and Deer Island Loop Trail offers a refreshing urban escape, combining scenic harbor views with glimpses of the Boston skyline. You'll cycle past varied landscapes, from the murals along the Greenway to the continuous water vistas around Deer Island, especially from its southernmost tip. It's a predominantly flat and paved route, making for a smooth and enjoyable ride.
This easy 15.6-mile (25.1 km) road cycling route has a minimal 270 feet (82 metres) of elevation gain and can be completed in about 1 hour and 3 minutes. Public transport access is excellent, with several MBTA Blue Line stops along the East Boston Greenway, including the Airport Station. The trail is open year-round, so you can enjoy its beauty in any season.
What makes this route unique is its transformation of a former railroad corridor into a vibrant linear park, connecting key community hubs and offering a unique perspective on Boston Harbor. The Deer Island Loop Trail, despite encircling a water treatment plant, provides exceptional panoramic views where the outer harbor meets the city skyline, making it a distinctive urban cycling experience.
4.5
(4)
36
riders
49.7km
02:02
200m
200m
This road cycling loop from Medford/Tufts to Bremen Street Park and Donovan's Beach offers a diverse urban adventure, combining dedicated bike paths with city street navigation. You'll transition from suburban settings to the East Boston Greenway, a largely flat and paved section that winds through green spaces like Bremen Street Park. The route culminates at Donovan's Beach, also known as Constitution Beach, providing refreshing coastal views before you head back. It's a moderate 30.9-mile (49.7 km) ride with 665 feet (203 metres) of elevation gain, typically taking about 2 hours and 1 minutes.
To plan your ride, note that both the Medford/Tufts starting point and the East Boston Greenway are easily accessible via public transportation, including the MBTA Green Line and the Airport T station. BlueBikes are also an option for parts of the route. While the East Boston Greenway section is quite easy, the full loop involves navigating city streets, so it's best for cyclists comfortable with urban traffic. There are no specific permits or seasonal restrictions, making it a flexible option for most of the year.
This route highlights the transformation of urban areas into multi-use paths, creating vital corridors for active transportation and recreation within a densely populated region. The East Boston Greenway, in particular, is notable for connecting several green spaces in East Boston, providing valuable public open space in a neighborhood that historically had limited access. It's a great way to experience Boston's evolving urban landscape and waterfront connectivity on two wheels.
5.0
(1)
16
riders
93.7km
03:58
410m
410m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Distance 271 m
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Saturday 15 August
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