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Routes
Road cycling routes
United States
Massachusetts
Dukes County
Vineyard Haven

Historic Edgartown – Joseph Sylvia State Beach loop from Vineyard Haven

Routes
Road cycling routes
United States
Massachusetts
Dukes County
Vineyard Haven

Historic Edgartown – Joseph Sylvia State Beach loop from Vineyard Haven

Easy

4.6

(8832)

17,569

riders

Historic Edgartown – Joseph Sylvia State Beach loop from Vineyard Haven

01:16

30.8km

80m

Road cycling

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: April 23, 2026

Tips

Includes movable bridges

Check opening times.

After 1.64 km for 109 m

After 29.1 km for 109 m

Waypoints

A

Start point

Bus stop

Get Directions

1

24 m

Vineyard Haven Harbor

Highlight • Structure

Vineyard Haven Harbor has been the main port for Vineyard for over 300 years. You'll spot traditional sailboats bobbing in the water – hundreds of boats use the harbor today.

Tip by

1.33 km

Lagoon Bridge Park & Boat Landing

Nature Reserve

3

6.21 km

Farm Pond

Highlight • Lake

Farm Pond looks more like a lake from the bike path with how big it is. You also get a pretty good view of the surrounding wetlands and the ocean on the other side of the highway from here.

Tip by

4

8.70 km

Harts Harbor

Highlight • Lake

Sandwiched between Joseph Sylvia State Beach and the Felix Neck Conservation Area, Harts Harbor is a large body of water. It's actually an extension of Sengekontacket Pond and is nice to look at as you ride along the bike path.

Tip by

5

13.8 km

Historic Edgartown

Highlight • Cafe

Edgartown is a wonderful historic town with many well-preserved houses. Today, the harbour hosts yachting events although it was once a major whaling port. There are plenty of shops and restaurants to explore around the pretty centre.

Tip by

6

19.3 km

Joseph Sylvia State Beach

Highlight • Beach

With soft, golden sand and shallow water, Joseph Sylvia State Beach is a popular hangout spot on Martha's Vineyard. The beach extends 5 miles (8 km) between Oak Bluffs and …

Tip by

B

30.8 km

End point

Bus stop

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Way Types & Surfaces

Way Types

16.7 km

12.1 km

1.96 km

< 100 m

< 100 m

Surfaces

28.3 km

2.06 km

427 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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Weather

Powered by Foreca

Today

Friday 10 July

26°C

19°C

42 %

Additional weather tips

Max wind speed: 13.0 km/h

to get more detailed weather forecasts along your route

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Description

If you're looking for a quintessential Martha's Vineyard road cycling experience that's big on coastal views and light on effort, the Historic Edgartown – Joseph Sylvia State Beach loop from Vineyard Haven is definitely worth your time. This easy 19.1-mile (30.8 km) route covers 246 feet (75 metres) of elevation gain in just over an hour and 16 minutes, making it a perfect high-payoff ride for nearly any cyclist.

What to expect on Historic Edgartown – Joseph Sylvia State Beach loop from Vineyard Haven

This route delivers a fantastic mix of coastal beauty and historic charm. You'll cycle along dedicated bike paths, especially the stunning section by Joseph Sylvia State Beach, where Nantucket Sound stretches out on one side and Sengekontacket Pond on the other. Don't miss the famous Jaws Bridge, a popular spot for a quick dip. While rated easy, be aware of some gently rolling hills, particularly between Vineyard Haven and Edgartown, and keep an eye out for cracked pavement or sand on the path surfaces. It's a great ride for anyone wanting to soak in the island's iconic sights without an overly strenuous workout.

Planning your visit

This loop connects the charming towns of Vineyard Haven, Oak Bluffs, and Edgartown, making it easy to start from any of them. The route largely uses Martha's Vineyard's excellent network of dedicated bike paths, which are generally separated from traffic for a safer ride. You'll find plenty of opportunities to stop and explore the historic architecture and picturesque harbors of Edgartown. Given the coastal nature, an early morning or late afternoon ride can offer cooler temperatures and beautiful light.

Trail details

  • Distance: 19.1 miles (30.8 km)
  • Elevation gain: 246 feet (75 metres)
  • Difficulty: easy
  • Estimated time: 1 hours and 16 minutes

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370m

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