Everything in Aquinnah

Aquinnah Headlands Preserve (South Head Loop)

Easy · Mixed

A short easy year-round loop through coastal heathland with lighthouse and cliff views down to Moshup Beach. (Local note: AllTrails ~0.9 mi, 4.6 stars — easy, family-friendly, scenic)

Gay Head Cliffs Overlook & Headlands Loop

Easy · 0.8 mi · Mixed

A short scenic walk from the Aquinnah cliffs overlook area along the bluff edge, taking in the dramatic multicolored clay cliffs and the Elizabeth Islands beyond. The loop connects the parking area, viewing platforms, and the short headlands path toward the Gay Head Lighthouse. Sunrise and sunset views are world-class.

Moshup Trail (scenic route)

Moderate · Paved

A 3.6-mile scenic road from State Rd to Gay Head Light, popular for cycling and walking above the cliffs. (Local note: Cyclists recommend the Lobsterville + Lighthouse loop via Moshup Trail to avoid busy South Rd)

Gay Head Lighthouse

Easy · 0.2 mi

Gay Head Light crowns the dramatic clay cliffs of Aquinnah at Martha's Vineyard's westernmost point — a brick tower first lit in 1799 and famously moved back from the eroding bluff in 2015. It's a short stroll from the Aquinnah Circle shops and overlook, and one of the island's premier sunset perches above the Atlantic.

The Ultimate JAWSome JAWS Tour

The deep-dive JAWS tour for serious fans, on location where it was filmed. Booked on Viator.

Martha's Vineyard African American Heritage Tour

A guided 4-hour tour of the island's rich African American history and landmarks. Booked on Viator.

Best of Martha's Vineyard — Private 4-Hour Tour

The full island in four private hours with a local guide and driver. Booked on Viator.

Martha’s Vineyard Island Tour

A sightseeing, history and culture experience. Booked on Viator.