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Hiking trails & Routes
United States
Massachusetts
Dukes County
Vineyard Haven

Vineyard Haven to Chappaquiddick Bike Path

Hard

4.5

(7807)

14,084

hikers

Vineyard Haven to Chappaquiddick Bike Path

05:52

23.1km

60m

Hiking

Hike the 14.3-mile Vineyard Haven to Chappaquiddick Bike Path, a difficult route with 211 feet of gain, offering diverse island scenery.

Last updated: February 26, 2026

This route includes a ferry crossing

Tips

Includes a ferry crossing

Check ferry timetable.

After 17.5 km for 162 m

Waypoints

A

Start point

Parking

Get Directions

1

1.35 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

3.61 km

Beach

Beach

4.94 km

Beach

Beach

4

5.44 km

Nobska Lighthouse

Highlight • Monument

5

5.56 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 …

Tip by

5.99 km

East Chop Cliffs

Nature Reserve

6.31 km

Beach

Beach

7.77 km

Trinity Episcopal Church

Place Of Worship

9

9.05 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

9.74 km

Harthaven Harbor

Lake

11

11.5 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

12

13.8 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

13

14.9 km

View of the Marshland

Highlight • Viewpoint

17.7 km

Chappy Point Beach

Nature Reserve

22.3 km

Mytoi Japanese Garden

Nature Reserve

B

23.1 km

End point

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Way Types & Surfaces

Way Types

11.5 km

8.06 km

3.16 km

185 m

162 m

Surfaces

13.7 km

6.85 km

1.36 km

1.13 km

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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

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Saturday 23 May

14°C

9°C

-- %

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This route was planned by komoot.

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Frequently Asked Questions

How do I get from Vineyard Haven to Chappaquiddick for hiking?

This journey is a multi-modal experience. You'll first travel from Vineyard Haven to Edgartown, typically via the paved multi-use path known as the Edgartown-Vineyard Haven Road Path. From Edgartown, you'll take a short, 2-3 minute ferry ride to Chappaquiddick Island. Once on Chappaquiddick, you can access various hiking trails.

What is the terrain like for hiking on Chappaquiddick Island?

On Chappaquiddick, the terrain is diverse. You'll find paved roads that transition to dirt roads, some of which can be sandy and challenging. There are also numerous preserve trails through woodlands, fields, marshlands, and along coastal areas. These trails often have minimal elevation gain and can range from easy singletrack to more arduous sections with loose beach sand.

What are the main points of interest along this route?

The journey offers several notable sights. Starting in Vineyard Haven, you'll be near Vineyard Haven Harbor. As you travel towards Edgartown, you might pass by areas with views of the coastline. The ferry ride itself provides panoramic views of Edgartown Harbor. Once on Chappaquiddick, highlights include the tranquil Mytoi Japanese Garden, Wasque Point with its dramatic shoreline, and various ponds like Farm Pond and Harts Harbor. You can also find coastal views at Joseph Sylvia State Beach and scenic View of the Marshland.

What is the overall difficulty of this hiking experience?

While the komoot tour is rated as "difficult" due to its overall length and multi-modal nature, the hiking trails on Chappaquiddick itself are generally considered easy to moderate. The challenge comes from the total distance, combining the path to Edgartown, the ferry, and then exploring Chappaquiddick's varied terrain, which can include sandy sections.

Where can I park to start this journey?

For the Vineyard Haven to Edgartown section, parking is available in Vineyard Haven. If you plan to drive to Edgartown and then take the ferry, parking options are available in Edgartown, though they can be limited, especially during peak season. Consider public transport or biking to Edgartown to avoid parking hassles.

Are there any permits or entrance fees required for hiking on Chappaquiddick?

Some conservation areas and preserves on Chappaquiddick, managed by organizations like The Trustees of Reservations, may have small entrance fees or require passes, especially for vehicle access to certain points like Wasque Point or Cape Poge. It's advisable to check with the specific land management organizations for the areas you plan to visit.

Is this route dog-friendly?

Generally, many trails on Martha's Vineyard and Chappaquiddick are dog-friendly, but leash laws are typically enforced, especially in conservation areas and during certain seasons to protect wildlife. Always check specific regulations for each preserve or beach you plan to visit, as rules can vary.

What is the best time of year to undertake this journey?

The best time to visit is typically spring or fall. These seasons offer pleasant weather for hiking, fewer crowds than the peak summer months, and beautiful natural scenery. Summer can be enjoyable but expect more people, especially on the ferry and popular spots, and potentially warmer temperatures.

Does this route intersect with other well-known trails on Chappaquiddick?

Yes, once on Chappaquiddick, this route connects with or passes through sections of several trails. You might encounter parts of the Ames Preserve, Chappaquiddick Trail, Slater Preserve, Katama Bay Trail, and the X Chappy (North Neck to Wasque) trail system, offering varied terrain and scenery.

What makes hiking on Chappaquiddick Island unique?

Chappaquiddick offers a uniquely tranquil and remote natural experience compared to Martha's Vineyard. It's known for its extensive conservation lands, diverse ecosystems including beaches, dunes, cedar forests, and marshlands, and a sense of solitude. Features like the Mytoi Japanese Garden and the ever-changing landscape of Wasque Point add to its distinct charm.

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