Rating:

    Dog Friendly Tours in Massachusetts

    Taking the dog out for a walk takes on a new meaning when you’re on vacation in Massachusetts. After all, there are tons of sights to see, and smell, around every corner. Browse our dog friendly tours in Massachusetts below for the scoop on self-guided walks, driving tours, and group tours that both you and your dog are sure to enjoy.

    Pet Friendly Dolphin Fleet of Provincetown Whale Watch

    Dolphin Fleet of Provincetown Whale Watch

    Provincetown, MA
    Dolphin Fleet of Provincetown Whale Watch Watch for marine life with your pup in comfort aboard one of the dog-friendly vessels of Dolphin Fleet of Provincetown Whale Watch. Enjoy the 3-4 hour cruise from Provincetown, MA in the centrally-heated and air-conditioned interior cabin, or spend your time on the sundeck and walk-out platform. Well-behaved, leashed pets are welcome at no extra charge. Reservations are recommended. See Details
    Pet Friendly Dog Gone Sailing Charters

    Dog Gone Sailing Charters

    Provincetown, MA
    Dog Gone Sailing Charters You don't have to leave your furry family members behind as you enjoy the experience of sailing on Cape Cod Bay with Dog Gone Sailing Charters in Provincetown, MA. Choose from a variety of dog-friendly trips including whale-watching trips, shrimp sails, sunrise and sunset sails. Dogs of all sizes are welcome aboard and Captain Ro has life vests in all sizes for the pups, too! There is no fee for dogs to sail. See Details

    Mahi Harbor Cruises

    Salem, MA
    Mahi Harbor Cruises Enjoy a day on the water with Mahi Harbor Cruises in Salem, MA. This tour company offers pet-friendly cruises for well-behaved dogs. You and Fido can hop on the Harbor Cruise and enjoy a daytime boat trip around the harbor. Dogs are also welcome on the Sunset Cruise. Please note that cruises are seasonal. See Details

    Steamship Authority Ferries

    Nantucket, MA
    Steamship Authority Ferries Leashed dogs are welcome on the pet-friendly Steamship Authority Ferries in Nantucket, MA. Dogs can ride free of charge but must be cleaned up after and leashed. Pets are not allowed in food service areas, on passenger seats or on tables. Prices vary by trip; check their website for current schedule of fares. Dog owners should arrive thirty minutes prior to sailing time. See Details

    The Mount, Edith Wharton's Home

    Lenox, MA
    The Mount, Edith Wharton's Home The Mount, Edith Wharton's Home, is a dog-friendly venue in Lenox, MA. The famous novelist loved dogs, and as such, Fido is welcome to join you on the grounds as long as they remain leashed. Visit and see the home that Edith Wharton designed herself, right down to the sunken Italian garden. See Details

    Salem Trolley

    Salem, MA
    Salem Trolley Salem Trolley is a dog-friendly, narrated tour through historic Salem, MA. Your friendly pup is welcome aboard on this 8-mile trip past the Charter Street Burial Ground, the House of the Seven Gables, Witch Dungeon Museum, Salem Witch Museum, and Chestnut Street, considered one of the most beautiful streets in America. Portions of their trolleys are ADA accessible; please call ahead upon arrival. See Details

    SeaSalt Charters

    Provincetown, MA
    SeaSalt Charters SeaSalt Charters offers private whale watching and fishing trips in Cape Cod out of Provincetown, MA. This pet-friendly tour company is owned and operated by the Avellar family, pioneers of whale watching on the East Coast. Parking is available nearby in the MacMillan Pier parking lot. See Details

    Bay Lady II Sailing Tours

    Provincetown, MA
    Bay Lady II Sailing Tours Fido is welcome to join you in the company of Captain Bob Burns and the crew of the pet-friendly schooner Bay Lady II as it sails across Provincetown Harbor and into Cape Cod Bay. Daytime and sunset sails are available, and reservations are required. See Details

    Witchwood Tours

    Salem, MA
    Witchwood Tours Leashed dogs are welcome to join you on a pet-friendly Forest Lore Tour with Witchwood Tours in Salem, MA. You and Fido can join a Mushroom Witch on a short, guided walking tour through Salem Woods, where you will learn about local lore, plants, and mushrooms, how you might use them, and how it all connects to magic. The guide frequently brings their own canine companion (Cadence), who's happy to meet other pups — and other critters. Please note that you may encounter others with their pets on this public trail. See Details

    Charles River Canoe & Kayak

    Boston, MA
    Charles River Canoe & Kayak Charles River Canoe & Kayak is a dog-friendly kayak rental business with a location in Boston, MA, that lets you bring Fido out on the water. They may even have a canine life jacket available for your pup to wear (size dependent). Hours vary by location, but the season runs from May through mid-October. See Details

    Witch City Walking Tours

    Salem, MA
    Witch City Walking Tours Since its beginning, Witch City Walking Tours have given thousands of tours to visitors from all over the world. Rated as the top walking tour in Salem, taking a tour with Witch City Walking Tours is like taking a tour with good friends. You will get the inside scoop on the true history of this rich and diverse seaport, learn about the infamous 1692 Witch Trials hysteria, and visit off the beaten path locations. Dogs are welcome on most tours; prices start at $25. See Details

    Count Orlok's Nightmare Gallery Monster Museum

    Salem, MA
    Count Orlok's Nightmare Gallery Monster Museum Leashed dogs are welcome to visit Count Orlok's Nightmare Gallery Monster Museum in Salem, MA. This pet-friendly, wax museum experience offers a delightful creepy journey through exhibits featuring over 60 life-sized, realistic reproductions of classic horror movie characters. See vampires, werewolves, zombies and more, all created by Hollywood special effects artists. It is recommended that you arrive at least 10 minutes before your reserved time slot. See Details

    The Wave - Nantucket Regional Transit Authority

    Nantucket, MA
    The Wave - Nantucket Regional Transit Authority Catch The Wave with Fido, Nantucket island's pet-friendly public bus service in Massachusetts. Dogs must be dry, leashed or caged. They are not allowed in passenger seats. Dog owners can leave their vehicle at a Park and Ride Lot and hop on The Wave. Fares vary by route, and cost-effective passes are available. Dogs and children six and under ride for free. See Details

    Dog Friendly City Tours

    Boston, MA
    Dog Friendly City Tours Dog Friendly City Tours invites you and Fido to learn about Boston's pet and animal stories on this fun and informative 75-minute tour that covers a 1-mile area. You'll be amazed by the tales that link pets and animals with Ben Franklin, the Industrial Revolution, Salem Witch Trials, Alexander Hamilton, and more. Don't be offended if Fido doesn't seem to be listening; Fido will be overjoyed with the opportunity to explore new territory with you. Visit their website for pricing and availability. See Details

    Schooner Hindu

    Provincetown, MA
    Schooner Hindu Schooner Hindu offers pet-friendly sailing tours from Provincetown. These voyages are hosted by the "Nauti-dog" herself, Admiral Finnigan, who pulls in the boat's dock lines. See Details

    Satanic Salem Walking Tours

    Salem, MA
    Satanic Salem Walking Tours Satanic Salem Walking Tours in Salem, MA, is a dog-friendly experience where leashed pups are welcome to join. Learn about the rebels and outcasts of Salem’s past—and what really caused the witch trials—through a scientific, philosophical lens focused on rebellion against injustice. See Details

    Edgartown Lighthouse

    Edgartown, MA
    Edgartown Lighthouse Edgartown Lighthouse in Edgartown, MA, is pet friendly. Hike along the beach and enjoy spectacular views of Edgartown Harbor, Chappaquiddick and Cape Cod with your furry friend. See Details

    New Bedford Whaling National Historic Park

    New Bedford, MA
    New Bedford Whaling National Historic Park Bring Fido along for a visit to New Bedford Whaling National Historic Park. Located in New Bedford, MA, this pet-friendly historic destination offers one-hour walking tours from May to October. The tour will bring you up and down cobblestone streets past restored whaling mansions, the custom house and the Seaman's Bethel, made famous in the novel Moby Dick. Leashed dogs are allowed in the garden area, but pets are not permitted inside the park visitor center. See Details

    Island Spirit Kayak

    Oak Bluffs, MA
    Island Spirit Kayak Island Spirit Kayak welcomes your dog to join you on a pet-friendly kayaking adventure in Oak Bluffs, MA. You can choose to explore on your own with a rental or join others on a tour. In addition to rentals, Island Spirit Kayak offers paddle board yoga, sunrise kayak tours, sunset and moonlight paddles, kid's kayak adventures, full moon trips and more. They even offer doggie PFDs in all shapes and sizes! See Details

    Freedom Trail

    Boston, MA
    Freedom Trail Fido can walk in the footsteps of America’s founding fathers by following the pet-friendly Freedom Trail through downtown Boston, MA. All you need to enjoy this free attraction is your dog’s leash and a good pair of walking shoes. The 2.5-mile red brick trail leads right to 16 of the city's most historic sites. See Details
    Massachusetts