East Chop Lighthouse – Vineyard Haven Harbor loop from Trade Wind Airport

East Chop Lighthouse – Vineyard Haven Harbor loop from Trade Wind Airport

Moderate

2.5

(2)

riders

East Chop Lighthouse – Vineyard Haven Harbor loop from Trade Wind Airport

02:34

64.0km

260m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: August 19, 2026

Tips

Includes a movable bridge

Check opening times.

After 7.83 km for 109 m

Waypoints

Start point

Bus stop

Get Directions

1.64 km

Farm Pond

Lake

4.94 km

East Chop Cliffs

Nature Reserve

5.37 km

East Chop Lighthouse

Highlight • Monument

This historic lighthouse was built in 1878 and is maintained by the Martha's Vineyard Museum. The museum runs $5 sunset tours during the summer, and the lighthouse is also available to be rented out as a venue for weddings and other events.

Tip by

5.48 km

Nobska Lighthouse

Highlight • Monument

5.49 km

East Chop Light

Highlight • Monument

Built in 1869, East Chop Light overlooks Vineyard Haven Harbor and Sound. The lighthouse is on the National Register of Historic Places. It's one of five lighthouses on Martha's Vineyard island.

It was the first ever active lighthouse to be transferred to a civilian organization.

Tip by

8.26 km

Lagoon Bridge Park & Boat Landing

Nature Reserve

9.56 km

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

13.5 km

West Chop Light

Highlight • Monument

West Chop Light has guided boats safely into Vineyard Haven Harbor since 1817. The white tower looks over the coast from the northern tip of West Chop and belongs to the U.S. Coast Guard.

Tip by

28.5 km

West Tisbury

Highlight • Settlement

Dive into the rich history of West Tisbury, a charming New England town settled by English pioneers in 1669. With cute shops, historic buildings, and mills, it's not just a town; it's the island's agricultural heartland.

Tip by

36.7 km

Chilmark

Highlight • Settlement

Chilmark is a charming, historic town with a lovely center that is home to New England Treasures. It is a lively spot, especially during March when the Martha’s Vineyard Film Festival is held here. Chilmark boasts the highest point on Martha's Vineyard.

Tip by

61.0 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 Edgartown. It's public and not privately owned like many of the island's beaches.

On one side, the Atlantic Ocean glistens into the horizon and on the other, Cow Bay stretches around the coast.

It's popular for windsurfing and kitesurfing when the weather is right.

Tip by

64.0 km

End point

Bus stop

Way Types & Surfaces

Way Types