Top Martha's Vineyard Day Trips

An excellent choice for first-time visitors to Martha’s Vineyard, this tour is led by a third-generation local and offers a good overview of the island. Listen as your host shares stories and history and even passes around items such as shells and wool for you to see and feel. There’s time for photos, shopping, and snacks along the way.

Go sailing in Martha’s Vineyard with this 6-hour private cruise for you and your group of up to 12 people. Climb aboard the classic 60-foot (18-meter) ketch sailboat made famous by the movie “Trading Places” and soak up the sun, sea, and views as you sail around Vineyard Haven Harbor, Nantucket Sound, and Vineyard Sound.

Tour apx time is 5-6 hr. Max 4 ppl. Price is per person Originally inhabited by the Wampanoag people, Martha's Vineyard was known in the Massachusett language as Noepe, or "land amid the streams". In 1642, the Wampanoag numbered somewhere around 3,000 on the island. By 1764, that number had dropped to 313.[10] A smaller island to the south was named "Martha's Vineyard" by the English explorer Bartholomew Gosnold, who sailed to the island in 1602. The name was later transferred to the main island. It is the eighth-oldest surviving English place-name in the United States. English settlement began with the purchase of Martha's Vineyard, Nantucket, and the Elizabeth Islands by Thomas Mayhew of Watertown, Massachusetts from two English "owners". He had friendly relations with the Wampanoags on the island, in part because he was careful to honor their land rights. His son, also named Thomas Mayhew, began the first English settlement in 1642 at Great Harbor (later Edgartown, Massachusetts)

Explore some of the best spots for fall foliage on the East Coast, including Acadia, Shenandoah, and Great Smoky Mountains national parks, Kancamagus Highway, Blue Ridge Parkway, Bar Harbor, Newport, Salem, and the Freedom Trail, with this self-guided driving tour. Enjoy the flexibility to travel at your own pace, with hands-free functionality, turn-by-turn directions, and offline access. Includes full itineraries, travel tips, audio guide, and text.