- 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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        19.8 Miles 
    
    
        
        
            Ryan Family Amusements is a bowling alley offering both candlepin and ten pin bowling with automatic scoring. Ryan Family Amusements also maintains a game room (with a variety of arcade games) and a snack shop.        
    
    
        19.9 Miles 
    
    
        
        
            Cape Cod Scenic Tours offers day long guided tours of many attractions around Cape Cod which include local historical sites, sande beaches and more.        
    
    
        19.9 Miles 
    
    
        
        
            A community theater, The Barnstable Comedy Club hosts an array of stage performances and theatrical productions. Along with plays and musicals, the club offers classes and workshops in acting techniques.        
    
    
        19.9 Miles 
    
    
        
        
            Tour Cape Cod in a relaxing trip with Catboat Rides. The rides are perfect for romantic anniversaries, birthday parties, bachelor and bachelorette parties, company events, or anyone wanting a better look at the area.        
    
    
        19.9 Miles 
    
    
        
            
        
                                    77%
                117 votes
                            
			
            
                
                138 Ocean Street Dock, Hyannis, MA 02601
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            Hy-Line Cruises - Hyannisport Harbor Cruises features a rather large boat that has two different levels. The main level features indoor seating to keep guests comfortable as they cruise around the harbor and learn more about the area from their tour guide.        
    
    
        19.9 Miles 
    
    
        
        
            The 63-foot catamaran called Bay Spirit is the heart of the Bay Spirit Tours company. As of 2009, a wide range of tours and cruises were offered from this boat, including lighthouse tours, a wine tasting cruise, a scuba adventure, and a sunset cruise.        
    
    
        20.0 Miles 
    
    
        
        
            Head to Hyannis Golf Course to play the par 71, 18-hole course. Also available are a 55-station practice range as well as two practice greens. Grab a bite at The Grille Room, complete with food, drinks and a 75-seat deck.        
    
    
        20.0 Miles 
    
    
        
        
            Commotion Charters offers three custom boats for chartered fishing trips on Cape Cod. Visitors can fish for bluefish, flounder, striped bass, bluefin tuna, and even sharks. Trips are led by experienced crews.        
    
    
        20.0 Miles 
    
    
        
        
            With Helen H Deep Sea Fishing, visitors can go on a fishing excursion to catch fish like tuna, striper, fluke and more. The company has several charter boats, from a 30' Sea Hawk to a 100' Helen H.        
    
    
        20.0 Miles 
    
    
        
        
            Featuring both air soft and paintball, Cape Cod Paintball is the top choice for team development, military style games, and strategic fun. There are many options for advanced players or players who come self-equipped to maintain price flexibility.