- 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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            With a variety of sailing programs for all ages, East Bay Sailing Foundation aims to teach visitors basic boat handling skills. The foundation has racing programs where visitors can watch experienced sailors compete.        
    
    
        40.6 Miles 
    
    
        
        
            A multipurpose sailing facility, Narragansett Sailing offers sailing lessons for sailors of all experience levels. The company also offers charter sailboats and mid-sized boats, and offers boat rentals and sales.        
    
    
        40.8 Miles 
    
    
        
        
            Managed by the United States National Parks Service, Nauset Light Beach is a lovely expanse of clean sand located in Eastham Massachusetts. It is popular with hikers and dog walkers.        
    
    
        40.8 Miles 
    
    
        
        
            With a variety of shells and rocks on its shores, Bristol Town Beach provides a sandy beach for visitors to sunbathe and go swimming in. There is also a grass area with a playground and volleyball court.        
    
    
        40.9 Miles 
    
    
        
        
            Eastham, Massachusetts is home to the Salt Pond Visitor Center, part of the Cape Cod National Seashore. It offers a treasure trove of information for visitors, new residents and anyone looking for something new and exciting to do or see.        
    
    
        40.9 Miles 
    
    
        
        
            Situated on 48-acres, Coggeshall Farm Museum, is a living history farm in Rhode Island. Visitors can roll up their sleeves and learn about the rich agricultural history of the region through hands-on interactions and multi-sensory exhibits.        
    
    
        40.9 Miles 
    
    
        
        
            Aleixo Arena Skating Rink is an ice skating rink that offers public skating and skate rentals. The rink also features an on site pro shop and is available to host parties.        
    
    
        40.9 Miles 
    
    
        
        
            At RI Shakespeare Company, visitors can attend performances of classic Shakespeare plays and Broadway musicals. During the holiday season, the company performs The Christmas Carol, a classic adaptation of a book from Charles Dickens.        
    
    
        41.0 Miles 
    
    
        
        
            Spanning 25-miles in length, the Cape Cod Rail Trail Eastham Ma is a paved bike trail that runs from South Dennis to Wellfleet. The terrain surrounding the trail is characterized by minor grades and forestry.        
    
    
        41.0 Miles 
    
    
        
        
            Built on the grounds of a former grand Newport's estate, Brenton Point State Park is a mid-size state park known for its scenic views of the east coast. Available activities include picnicking, hiking, and fishing.