Walking Tours

Explore Edgartown's Main Street and Lighthouse Hiking Trail on Martha's Vineyard. Discover the island's beauty through our scenic journey.

A 2-minute virtual tour of the historic Edgartown Lighthouse on Martha's Vineyard. This iconic 1881 lighthouse is a must-visit harbor landmark.

Main Street in Vineyard Haven is where the Steamship Ferry arrives on Martha's Vineyard. Bustling shops, restaurants, and local businesses line this road.

Video tour of Vineyard Haven, Martha's Vineyard. Visit the MV Museum, Main Street shops, Owen Park, and the top things to do in this port town.

Oak Bluffs Harbor in winter: empty marina, gingerbread cottages, year-round restaurants, and a quiet walking route through town.

A hyperlapse video tour of Martha's Vineyard. Race through Edgartown, Oak Bluffs, and Vineyard Haven in under two minutes at high speed.

Walking tour of Edgartown, Martha's Vineyard. Iconic white whaling captain homes, historic Main Street, and the elegant harbor from the 19th century.

Skiff Avenue in Vineyard Haven, Martha's Vineyard features boutique shopping, restaurants, and the everyday charm of island community life.

Walk every block of Vineyard Haven: Main Street shops, Black Dog Tavern, Owen Park beach, and the best lunch spots near the ferry.

A serene evening walk at Vineyard Haven Beach on Martha's Vineyard. Pink and purple skies after a stunning sunset over the calm harbor waters.

Walking tour starting at the MVY Chamber of Commerce in Vineyard Haven. Where to get visitor information and connect with locals on Martha's Vineyard.

Church Street in Vineyard Haven leads from Main Street uphill past the island's oldest theater to the peaceful William Street Historic District.