Dog Friendly Tours in Massachusetts

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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!

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.

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.

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.

You and your pup can enjoy a bike ride together with a bike and pet-friendly trailer rental from Gale Force Bikes in Provincetown, MA. They are generally closed from November through March, but please check their website for up to date information.

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.

Bring Fido aboard Wade Charters in Wareham, MA, for a dog-friendly Canine Canal Cruise. This locally owned private charter offers small-group excursions where you and your canine companion can enjoy the sights and sounds of being on the water together. It's like having Fido's head out the car window, but on a boat!

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.

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.