- 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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        13.9 Miles 
    
    
        
            
        
                                    100%
                16 votes
                            
			
            
                
                4676 Falmouth Rd, Barnstable, MA 02635
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            Named in honor of artisans Ralph and Martha Cahoon, the Cahoon Museum of American Art includes works from 19th/20th century artists. The collection also includes contemporary pieces along with folk art and works that celebrate the beauty of Cape Cod.        
    
    
        14.2 Miles 
    
    
        
            
        
                                    100%
                5 votes
                            
			
            
                
                14 Winemack Street, Vineyard Haven, MA 02557
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            Whether it be for a wedding, golf outing, or just a vacation visit, Martha's Vineyard Transport & Tours offers visitors with transportation all around the island of Martha's Vineyard. One hour, two hour, full island, and customizable tours are available.        
    
    
        14.3 Miles 
    
    
        
        
            Take a relaxing stroll through Lowell Holly, a unique peninsula known for its embellishment of American holly. Two freshwater ponds, both stocked with fish, provide a calming ambience. The beach area is a great place for a swim.        
    
    
        15.2 Miles 
    
    
        
        
            Gay Head Light is a historic lighthouse which dates back to 1799 and offers sweeping views of the nearby shoreline and the ocean.        
    
    
        15.2 Miles 
    
    
        
        
            Cape Cod Foodie Tours leads walking tours of the coastal village of Hyannis, with a focus on the many independently-owned restaurants and the historical sights along the way. Visitors will walk off the calories as they sample local foods.        
    
    
        15.4 Miles 
    
    
        
        
            Situated on a peninsula, Dowses Beach offers visitors an wide expanse of white sand to enjoy the ocean views from. Visitors can spend a day lounging in the sun, swimming, and fishing in the ocean.        
    
    
        15.7 Miles 
    
    
        
        
            Located in a tiny chapel surrounded by a historic cemetery, the Wampanoag Indian Museum features a collection of artifacts, crafts, and other exhibits dedicated to tribal history. Knowledgeable guides will narrate and explain the significance of various exhibits.        
    
    
        15.7 Miles 
    
    
        
        
            Snake Pond Beach is a long, narrow pond beach of average size. The beach is suitable for swimming, offering calm water and soft sand, but is unsupervised (no life guards on duty.)        
    
    
        16.6 Miles 
    
    
        
        
            The bulk of Burgess Park is dedicated toward an 18-hole disc golf course. The course itself is made mostly for adults since there are long distances between the holes and visitors are required to bring their own discs.        
    
    
        17.3 Miles 
    
    
        
        
            Craigville Beach is a pubic saltwater beach that features public restrooms, a boardwalk, showers, food and beverages, and swimming lessons. The beach also has umbrella and chair rentals available.