- Our list of the best things to do in Oak Bluffs, Massachusetts, features the top 233 nearby activities — including 102 great attractions with user approval ratings of 90% or more!
- Oak Bluffs, MA has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Museums & Galleries, Sights & Landmarks, and Water Activities.
- The results below include the top 25 things to do within the city of Oak Bluffs, MA , followed by 207 popular activities in nearby cities, including Edgartown, Hyannis, Barnstable, New Bedford, Sandwich, Vineyard Haven, Woods Hole, South Yarmouth, Mashpee, Wareham, West Yarmouth, Dartmouth, Chilmark, West Tisbury, Plymouth, Gay Head and Menemsha
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39.1 Miles
Located on Prudence Island, a six mile long island reachable only by boat, the Prudence Island Hiking Trails are a network of hiking trails that total about five miles in length.
39.2 Miles
Experience the public beach that feels like a private one when you visit Gooseberry Bach in Newport. Located in a cove, this is an ideal spot for the children because of its gentle surf and clean, white sands.
39.2 Miles
Featuring a two and a half hour journey along the Narragansett Bay, the Newport Dinner Train is the only attraction of its kind in Rhode Island. The arrangement tries to restore the elegance and privilege associated with dining on a train.
39.3 Miles
Off the beaten path, Battery Park is a quiet park with few tourists or crowds. A great view of the water, Newport Bridge, and some of the oldest colonial houses in the country is what makes this spot a destination for many locals.
39.3 Miles
Gansett Cruises run through the Narragansett Bay's East Passage and the Newport Harbor aboard a private yacht. The tours take roughly 90 minutes and are narrated by a local guide.
39.3 Miles
100%
22 votes
142 Long Wharf, Newport, RI 02840
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Able to accommodate up to 49 passengers on a fifty-two foot catamaran, Privateer Catamaran Sailing Excursions features daily tours, private charters, sunset sails, and wedding and event trips. The ship leaves from Long Wharf Marina.
39.5 Miles
Located in Bristol, Rhode Island along the Narragansett Bay, the Herreshoff Marine Museum and America's Cup Hall of Fame outlines the history of the America's Cup competition through its maritime displays. A sailing school is also featured at the site.
39.5 Miles
Yachting aficionados must plan a visit to Herreshoff Marine Museum and marvel at the collection of fine sailing vessels and America's Cup history and memorabilia. Open since 1971, the museum now displays over 60 boats.
39.5 Miles
One of the most famous churches in the United States is Trinity Church in Newport. George Washington once attended services at the site, and guided historic tours are conducted in the church building throughout the year.
39.6 Miles
Accessible by a narrow wooden stairway, Thumpertown Beach provides visitors with panoramic views of Cape Cod Bay. The beach has lifeguards, a swim area, showers, picnic tables, campgrounds, and other amenities.