You could practically spend your entire Massachusetts vacation outdoors. In the spring, fishing, camping, hiking, biking, and cheering on the Red Sox at historic Fenway Park. In the summer, soaking up the sun on gorgeous beaches, white water rafting, whale watching, putt sinking, ice cream eating, and still cheering on the Sox. In the fall, leaf peeping at the brilliant foliage; losing your voice at a Patriots game at Gillette Stadium; petting goats, picking apples and sipping cider at any number of picture perfect small farms; and yep, still cheering on the Sox. Think there are no outdoor activities in the winter? Think again. There’s skiing, riding and tubing at one of 12 fantastic ski areas; dog sledding; and ice fishing; all while heatedly discussing the spring prospects for the Sox, of course.

Watch a video on outdoor adventures in Massachusetts.

  • Historic Deerfield, Deerfield

  • Boston Harborwalk

  • Rose F. Kennedy Greenway, Boston

  • Cider Hill Farm, Amesbury

Outdoor Adventure: It's all here

Looking for fun things to do and see in Massachusetts?

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  • Lowell Holly

    Sandwich

    Carriage roads follow the shoreline of Mashpee and Wakeby Ponds and pass through groves of American holly that embellish this... more

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  • Mahi Mahi Harbor Cruises & Events

    Salem

    Cruise with us daily from Salem's historic Pickering Wharf into the beautiful protected waters of Salem Sound for a memorable... more

    + 2 saves
  • Menemsha Hills

    Chilmark

    The second-highest point on the island, Menemsha Hills contains a variety of habitats - and range of activities - to... more

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  • Bay State Cruise Company

    Boston

    Fast and Tradtional Ferry service from Boston to Provincetown, Summer Music Cruises on Boston harbor, group/spousal tours, private charters/... more

    + 1 saves
  • Boston Harbor Mini Speedboats, Inc.

    Boston

    Captain your own mini speedboat as you navigate Boston Harbor, see the many historical sites, the amazing skyline, all while... more

    + 1 saves
  • Boston Tours

    Waltham

    Daily sightseeing tours of Boston, Cambridge, and Charlestown. Trips leave from suburban and Boston hotels. Reservations required. more

    + 1 saves
  • Cape Cod Sailing Cruises

    E. Sandwich

    We offer crewed and bareboat sailing charters aboard catamarans and monhulls. We also offer private and corporate crewed charters, for... more

    + 1 saves
  • Cape Light Charters

    Mashpee

    Specializing in deep sea fishing charters and family pirate adventures. Also available are adult scavenger hunts, romantic sunset cruises and... more

    + 1 saves
  • Charlie's Charters

    Rockport

    Charlie's Charters / Fishing and Sightseeing Deep Sea and Sportfishing Charters. Private Cape Ann Sightseeing Cruises. Fishing Tackle and Bait Included... more

    + 1 saves
  • Charlies's Charters / Fishing and Sightseeing

    Gloucester

    Charter boat fishing Out O'Gloucester. 1/2 or full day private trips. All bait and tackle included. Free parking.Safe and experienced, 30... more

    + 1 saves
  • Codzilla

    Boston

    Get ready for more thrills, more laughs and more speed than you ever imagined as you zip across the ocean... more

    + 1 saves
  • Hestia Cruises

    Boston

    Sailing, and motor yacht cruises on Boston Harbor more

    + 1 saves
  • Misery Island Tours

    Ipswich

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  • Norris Reservation

    Norwell

    The Norris Reservation has a varied natural environment, which features a mill pond, stands of white pine and oak, salt... more

    + 1 saves
  • Schooner Fame of Salem

    Salem

    Our full scale replica of the famous War of 1812 privateer sails four times daily from Pickering Wharf in Salem more

    + 1 saves
  • Sea Witch Sailing Charters

    Vineyard Haven

    Come sail aboard Sea Witch Sailing Charters. We offer private 2, 4, or 8 hour sunset, weekend, or week charters available on a 58... more

    + 1 saves
  • Wesport Town Farm

    Westport

    At Westport Town Farm, livestock again graze on open fields. An antique farmhouse, dairy barn, corn crib, and stone walls... more

    + 1 saves
  • Adventure with Magellan Deep Sea Fishing Charters

    Harwich Port

    Captain Len Greiner and Captain Jason Pillsbury have been running charters for 20+ years. Their knowledge, experience and sense of humor... more

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  • Agawam Boat & Fishing Charters

    Essex

    Fishing and Sightseeing We specialize in custom designed fishing and sightseeing excursions along Massachusetts scenic north shore where scenery and... more

    + 0 saves
  • Aquarius Fishing Charters

    Barnstable

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    + 0 saves

Outdoor Adventure: It's all here

Looking for fun things to do and see in Massachusetts?

Get some outdoor adventure ideas