Best Sea Kayaking in Massachusetts

This list represents the most popular sea kayaking in Massachusetts. Use this list to plan your next Massachusetts sea kayaking trip. Select a state and/or activity below to find even more top trails.

  • #1 Duxbury Bay and Back River

    1 Reviews

    Duxbury, MA

    Duxbury Bay is an extraordinarily lovely place to paddle. The bay and tidal rivers of the Great Salt Marsh offer exceptional natural beauty and serenity. Duxbury’s seven-mile-long barrier beach ...
    •  Day trip
    •  11 miles
    •  Guide

    Duxbury Bay is an extraordinarily lovely place to paddle. The bay and tidal rivers of the Great Salt Marsh offer exceptional ...

  • #2 Essex River to Hog (Choate) Island

    2 Reviews

    Essex, MA

    The Essex River Basin is one of the most exquisite place to paddle north of Boston. Paddlers can lose themselves (quite literally) in the beautiful and intimate reaches of its tidal marsh. Kayakers ...
    •  Day trip
    •  8 miles
    •  Guide

    The Essex River Basin is one of the most exquisite place to paddle north of Boston. Paddlers can lose themselves (quite literally) ...

  • #3 Charles River and Boston Waterfront

    1 Reviews

    Cambridge, MA

    Kayaking the Charles River holds magic to lovers of the city. Boston has always looked best from the water, and on a clear day (or night) the city is radiant from a kayak. While capturing a certain ...
    •  Day trip
    •  10 miles
    •  Guide

    Kayaking the Charles River holds magic to lovers of the city. Boston has always looked best from the water, and on a clear ...

  • #4 Barnstable Harbor and Great Marsh of West Barnstable

    1 Reviews

    Barnstable, MA

    Paddle Barnstable Harbor and the Great Marsh in the fall or spring for superb bird-watching, terrific vistas, and a good dose of solitude on the magnificent beaches of Sandy Neck. The best paddle ...
    •  Day trip
    •  10 miles
    •  Guide

    Paddle Barnstable Harbor and the Great Marsh in the fall or spring for superb bird-watching, terrific vistas, and a good ...

  • #5 Merrimack River: Cashman Park to Amesbury and the Mouth of the Merrimack River

    2 Reviews

    Newbury, MA

    The mouth of the Merrimack at Newburyport is a strong and exciting place. The 115-mile river flows through most of New Hampshire, including Manchester and the Massachusetts mill towns of Haverhill, ...
    •  Day Trip
    •  12.5 miles
    •  Guide

    The mouth of the Merrimack at Newburyport is a strong and exciting place. The 115-mile river flows through most of New Hampshire, ...

  • #6 Monomoy Islands

    2 Reviews

    Chatham, MA

    The Monomoy National Wildlife Refuge is the only federally designated Wilderness Area in southern New England. Paddling Monomoy brings kayakers in touch with a uniquely beautiful and ecologically ...
    •  Day trip
    •  15 miles
    •  Guide

    The Monomoy National Wildlife Refuge is the only federally designated Wilderness Area in southern New England. Paddling Monomoy ...

  • #7 Pavilion Beach to Plum Island Sound

    1 Reviews

    Ipswich, MA

    The Agawam Indians called it heaven. In spring and early fall, kayakers will agree. A trip up Plum Island Sound provides access to a world of shore and sea birds, shimmering salt marsh, towering ...
    •  Day trip, camping available
    •  14.6 miles
    •  Guide

    The Agawam Indians called it heaven. In spring and early fall, kayakers will agree. A trip up Plum Island Sound provides ...

  • #8 Marion Harbor and Bird Island

    1 Reviews

    Marion, MA

    "Pretty" is the operative word for Marion. From its quaint, well-heeled streets to its precious tree-lined coves, kayakers can find attractive settings wherever they wander. The highlight of ...
    •  Day trip
    •  11.5 miles
    •  Guide

    "Pretty" is the operative word for Marion. From its quaint, well-heeled streets to its precious tree-lined coves, kayakers ...

  • #9 Lower Ipswich River

    0 Reviews

    Ipswich, MA

    Paddling the Ipswich River can be a strenuous adventure or a gentle meander though beautiful salt marsh. Kayakers seeking an easy trip can explore the very narrow Labor in Vain Creek and paddle ...
    •  Day trip
    •  6 miles
    •  Guide

    Paddling the Ipswich River can be a strenuous adventure or a gentle meander though beautiful salt marsh. Kayakers seeking ...

  • #10 Rockport to Thatcher and Milk Islands

    1 Reviews

    Rockport, MA

    From quaint Rockport Harbor to rocky, wind-blasted islands, this trip explores the diversity and rugged beauty of Cape Ann. The moderately challenging route includes paddling across Sandy Bay ...
    •  Day trip
    •  9 miles
    •  Guide

    From quaint Rockport Harbor to rocky, wind-blasted islands, this trip explores the diversity and rugged beauty of Cape Ann. ...

  • #11 Provincetown Harbor

    1 Reviews

    Provincetown, MA

    Paddling out of Provincetown Harbor provides great views of the town as well as terrific opportunities to explore the magnificent Cape Cod National Seashore. Seldom can urban and natural adventures ...
    •  Day trip
    •  15 miles
    •  Guide

    Paddling out of Provincetown Harbor provides great views of the town as well as terrific opportunities to explore the magnificent ...

  • #12 Gloucester Harbor

    1 Reviews

    Gloucester, MA

    The west side of Gloucester Harbor is surprisingly beautiful. Steep, forested cliffs rise from the water, and lovely parks preserve graceful beaches and rocky shores. This trip explores the northern ...
    •  Day trip
    •  11.7 miles
    •  Guide

    The west side of Gloucester Harbor is surprisingly beautiful. Steep, forested cliffs rise from the water, and lovely parks ...

  • #13 Hingham Harbor and Bumpkin and Grape Islands

    0 Reviews

    Hingham, MA

    Hingham Harbor is an excellent starting point for kayakers who want to visit the Boston Harbor Islands but wish to stay within relatively protected waters. This trip offers two interesting harbor ...
    •  Day trip, camping available
    •  7.2 miles
    •  Guide

    Hingham Harbor is an excellent starting point for kayakers who want to visit the Boston Harbor Islands but wish to stay within ...

  • #14 Boston Harbor from City Point

    0 Reviews

    Boston, MA

    From City Point, one can paddle to the Boston Harbor Islands for a strenuous full-day outing or take a spin around Old Harbor and Thompson Island for a short and easy paddle. Many kayakers also ...
    •  Day trip
    •  6 miles
    •  Guide

    From City Point, one can paddle to the Boston Harbor Islands for a strenuous full-day outing or take a spin around Old Harbor ...

  • #15 Elizabeth Islands: Woods Hole to Cuttyhunk

    0 Reviews

    Woods Hole, MA

    The Elizabeth Islands form a 16-mile archipelago that extends southwest from Woods Hole and effectively divides Vineyard Sound from Buzzards Bay. It is a wonderful place to paddle. However, the ...
    •  Day Trip
    •  32 miles
    •  Guide

    The Elizabeth Islands form a 16-mile archipelago that extends southwest from Woods Hole and effectively divides Vineyard ...

  • #16 Wellfleet Harbor and Lieutenant Island

    0 Reviews

    Wellfleet, MA

    This is a beautiful trip, particularly in late summer or early fall. At that time, shorebird viewing is at its prime, boat traffic diminishes, and the changing colors of the marsh add to Wellfleet’s ...
    •  Day trip
    •  8 miles
    •  Guide

    This is a beautiful trip, particularly in late summer or early fall. At that time, shorebird viewing is at its prime, boat ...

  • #17 Annisquam River Exploration

    0 Reviews

    Gloucester, MA

    The Annisquam River offers pretty, protected paddling and acres of marshland to explore at high tide. Novices can find scenic and quiet paddling on the Jones River and in Lobster Cove. More ...
    •  Day trip, camping available
    •  4.2 miles
    •  Guide

    The Annisquam River offers pretty, protected paddling and acres of marshland to explore at high tide. Novices can find scenic ...

  • #18 Annisquam River to Lanes Cove and Crane Beach

    0 Reviews

    Gloucester, MA

    Cape Ann is a kayaker's paradise, offering gorgeous, rocky coastline; challenging open water; marvelous bird life; and quaint, weather-hardened towns. Kayakers return again and again to Cape ...
    •  Day trip, camping available
    •  10.6 miles
    •  Guide

    Cape Ann is a kayaker's paradise, offering gorgeous, rocky coastline; challenging open water; marvelous bird life; and quaint, ...

  • #19 Boston Harbor - Inner Islands

    0 Reviews

    Boston, MA

    Kayaking Boston's busy Inner Harbor islands is a terrific urban adventure. Brimming with history, traffic, noise, and urbane beauty, this trip is challenging and stimulating. Learn a bit of the ...
    •  Day trip, camping available
    •  9.4 miles
    •  Guide

    Kayaking Boston's busy Inner Harbor islands is a terrific urban adventure. Brimming with history, traffic, noise, and urbane ...

  • #20 Great Misery Island from Marblehead Harbor

    0 Reviews

    Marblehead, MA

    This challenging paddle takes kayakers across busy Salem Sound to an island offering pleasant picnicking and exploring. Great Misery Island was once the site of an elaborate summer colony whose ...
    •  Day trip
    •  13.9 miles
    •  Guide

    This challenging paddle takes kayakers across busy Salem Sound to an island offering pleasant picnicking and exploring. Great ...