Dog Friendly Tours in Gloucester, MA

There’s 1 dog-friendly tour in Gloucester, and 13 more nearby. Use the links below to get an overview of each one, see pictures, print directions, and even read reviews from other dog owners. Coming from out of town? Get a discounted rate on pet friendly hotels in Gloucester.

Private Catamaran Sailing in Gloucester

Gloucester, MA

Private Catamaran Sailing in Gloucester 'Private Catamaran Sailing in Gloucester' is a pet-friendly Airbnb Experience hosted by Luciano. Explore Gloucester harbor and beyond aboard a very comfortable 36-foot Sailing Yacht with your small pooch. Dogs are welcome with prior approval. The experience lasts 2.5 hours and can accommodate up to 6 guests ages 8 and up. Guest should be able to board a sailboat and climb a boat ladder. Rates start at $688 per group. 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

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

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

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

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

The Witch House at Salem

Salem, MA

The Witch House at Salem The Witch House at Salem is a dog-friendly museum for small pups that can be carried. This was once the house of Judge Jonathan Corwin and is the only structure still standing in Salem, MA, with direct ties to the Salem Witch Trials of 1692. Be aware that strollers are not permitted in the museum. See Details

Requiem for Salem Ghost Tour

Salem, MA

Requiem for Salem Ghost Tour Requiem for Salem Ghost Tour is a dog-friendly 90-minute walking tour in Salem, MA. Enjoy professional story-telling and experiences with your guide as you walk throughout the town and learn about Salem’s history with your leashed pup in tow. The tour is for ages 16 and up, and tickets can be purchased on their website in advance. See Details

US Ghost Adventures Salem

Salem, MA

US Ghost Adventures Salem You and Fido are invited to uncover spine-chilling secrets on a nightly ghost tour with dog-friendly US Ghost Adventures, available year-round in Salem, MA. Dive deep into the eerie history of the area with expert local guides on a 1-mile route leading you through the city’s most haunted and historic spots with your leashed pup, including the Salem Witch House, Ropes Mansion, and Salem Athenaeum. See Details

Salem with Beth

Salem, MA

Salem with Beth Salem with Beth is a pet-friendly, historic walking tour of Salem, MA. Explore sites related to the Witch Hysteria of 1692, the Revolutionary War and the Golden Age of Sail. This company is owned by a lifetime Salem resident and tours are always led by them. The tours last roughly two hours and welcome leashed dogs. Contact them directly for updated tour times. See Details

Salem Ghosts Tours

Salem, MA

Salem Ghosts Tours Learn about Salem's bewitching past with the dog-friendly Salem Ghosts Tours. Canine companions are welcome on this Colonial Ghosts, LLC tour! Tours wind along cobblestone streets, through different sites around the city, each "spookier than the last." Salem Ghosts brands itself as a great way to see all of the main haunted attractions in Salem while getting a well-rounded view of the city and its history. Salem Ghosts welcomes leashed, friendly, quiet, and well-behaved pets for free. Advance reservation via Salem Ghosts' website or by phone is required for humans. Price and time vary by tour. See Details

Salem Witch Trials, Ghosts and History Walking Tour

Salem, MA

Salem Witch Trials, Ghosts and History Walking Tour Bring Fido on the dog-friendly Salem Witch Trials, Ghosts and History Walking Tour in Salem, MA, where leashed dogs are welcome to join a fully outdoor guided walk through historic downtown. Led by a local historian, this 60–90 minute tour explores the 1692 witch trials, ghost stories, and Salem’s maritime history along a one-mile cobblestone route. Tours meet at the East India Fountain six days a week, year-round, rain or shine, and while there is a fee for people, dogs participate for free. See Details

Salem Historical Tours

Salem, MA

Salem Historical Tours Is your furry ghostbuster ready to tackle the witches, spirits and all-around macabre vibe of Salem? There’s no better place to start than the city’s original ghost tour, the pet-friendly Salem Historical Tours. Embark on their Salem Haunted Footsteps Ghost Tours which offers an authentic look at this quaint New England town, made infamous by the witch trials in 1692. Your lantern-lit walk takes you to many of the “Witch City’s” most popular haunts, including the cemetery. While leashed dogs are typically not allowed inside, you may hold your pooch during this portion of the tour. See Details

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