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Cape Cod & the Islands are a wonderland of fun and unusual things to do

Massachusetts > Cape Cod & The Islands > Things to Do and See > 90 Great Things to Do in Massachusetts
Cape Cod and the nearby islands of Martha's Vineyard and Nantucket are more than ready to offer a glorious vacation for everyone in the family. Fun things to do cover a wide range: beautiful beaches, woods and dune walks, biking, shopping, jovial seasonal festivals of all kinds, nature museums, kids events and much more, all surrounded by the waters of the Atlantic or Cape Cod Bay. There is plenty of family lodging near the water along with luxurious beach and ocean resorts where you can get some pampering at a day spa. Natural beauty runs year-round.
Children Waving - Island Queen - Falmouth, MA
Island Queen

75 Falmouth Heights Road Falmouth, MA, 02540 Phone: 508-548-4800

Cape, Vineyard and the ferry to the island offer a variety of fun activities for vacationers

Everything is great about visiting Martha’s Vineyard – including the voyage over on the comfortable Island Queen ferry. The 35-minute trip offers stunning views, and a snack and beverage bar. You can bring your bike – or pet! The ferry leaves from Falmouth, where you can catch a Cape Cod Baseball League game, a concert, visit an aquarium or historic home. Parking to get on the ferry is just 200 yards from the dock. Over on the Vineyard, activities include visiting Oak Bluffs’ Flying Horses carousel and multicolored gingerbread houses, Edgartown’s boutiques, galleries and whaling captains’ homes and Aquinnah’s magical red cliffs at Gay Head. Also fun to do: sailing, biking, hiking, kayaking, fishing, and sampling the island’s vast variety of shops and restaurants.
India Street Gallery - Nantucket, MA
Find Contemporary Art and Advice from an Expert

A wide variety of interesting contemporary artwork is open for your browsing pleasure at The Gallery at Four India Street, a popular stop in Nantucket since it opened in 1989. The gallery’s focus of interest is American fine art paintings, sculpture, art glass and photography. Visit to enjoy, purchase, or even to get expert direction on creating a personal collection from the gallery’s owner, Kathleen Knight. Open daily, year-round.
Hiking Trails on Martha's Vineyard, MA
Walking Trails Criss-Cross This Beautiful Island

Sheriff’s Meadow Foundation is the local land trust for the island of Martha’s Vineyard. Among other tasks, the foundation maintains public trails for hiking, bicycling, bird-watching, and cross-country skiing, and horseback riding. At the foundation’s website, under “Lands & Trails,” you can find detailed descriptions, maps, and driving directions for dozens of public walking trails on Martha’s Vineyard. The foundation offers a free app called TrailsMV that provides up-to-date accurate maps of all public trails, detailed property information and photographs, and more.
Truro Vineyards - Truro, MA
Tuck in to Truro for Wine and Spirits Tastings

Truro Vineyards and South Hollow Spirits at 11 Shore Road in North Truro is a lovely, relaxing place where tours and tastings of wine and spirits are held daily from May through Thanksgiving. The main house is located behind a wide expanse of law dotted with shade trees and picnic tables. Behind the house, tastings are conducted on a flower-decked patio. Inside, a gift shop offers all manner of fun gifts and books related to Cape Cod wines and the drinking and collecting of wine. Hours: Monday-Saturday, 11 a.m.-5 p.m.; Sunday, noon-5 p.m. Tastings are offered on the hour and half-hour, and free tours are conducted of the winery and distillery.
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Trails of Cape Cod National Seashore
In the Footsteps of Pilgrims

Pilgrim Spring Trail and Small's Swamp Trail, part of the Cape Cod National Seashore, are easy loop trails about one mile long, accessible off Route 6 at the Pilgrim Heights area sign in North Truro. The trails wind around a kettle swamp and marsh and offer wonderful views of Pilgrim Lake, sand dunes, the salt meadow, and the Atlantic Ocean. A stone marker identifies the site of the first fresh water the Pilgrims found. Trails are marked with information about local history and nature. This is a fine, easy walk for people of all ages, with views of typical Cape Cod landforms and living creatures.