Dog Friendly Tours in Gloucester, MA

There are 3 dog friendly tours in Gloucester, and 9 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.

Waterfront Portrait Session

Gloucester, MA

Waterfront Portrait Session 'Waterfront Portrait Session' is a pet-friendly Airbnb Experience hosted by Dani. Create lasting memories with your pooch at this photoshoot adventure. You will explore the beautiful beaches of Gloucester while your host takes portraits at several locations along the way. You will receive an online gallery within five days containing 25 beautiful photos with watermark, with the option to buy canvas ,albums, prints, etc. free of watermark. The experience lasts 1.5 hours and can accommodate up to 10 guests ages 18 and up. Guests should be comfortable walking in sand, getting a little sun, and have sun protection. Rates start at $75 per person. See Details

Sailing Adventure For Up to 6 People

Gloucester, MA

Sailing Adventure For Up to 6 People 'Sailing Adventure For Up to 6 People' 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 hours and can accommodate up to 6 guests ages 8 and up. Parents may also bring children under 2 years of age. Guest should be able to board a sailboat and climb a boat ladder. Rates start at $75 per person. See Details

Vino and Vinyasa

Gloucester, MA

Vino and Vinyasa 'Vino and Vinyasa' is a pet-friendly Airbnb Experience hosted by Dani. This morning yoga classes allows you to start your day in full zen mode. The experience lasts 1 hour and can accommodate up to 10 guests ages 18 and up. All levels yoga welcomed. Rates start at $60 per person. See Details

Salem Historical Tours

Salem, MA

Salem Historical Tours We are delighted to welcome leashed dogs on our Salem History, Witchcraft Trial, Movie and TV, and Haunted Footsteps tours. We are Salem’s Premiere Walking Tour Company and home to everyone's favorite, the Haunted Footsteps Ghost Tour – Salem’s original ghostly stroll. As the oldest established professional walking tour company in the Witch City, we deliver an array of historic themed strolls and special event tours providing an entertaining and informative interpretation of Salem's vast and varied history. Since 1997 we have enjoyed sharing Salem's unique history with the world. Step into the past with our knowledgeable and charismatic local guides and experience nearly 400 years of Salem's remarkable history. From storied architecture to our signature Haunted Footsteps Ghost Tour, Salem Historical Tours' numerous acclaimed tour selections represent the very best that Salem has to offer. See Details

Explore Salem with a Local

Salem, MA

Explore Salem with a Local 'Explore Salem with a Local' is a pet-friendly Airbnb Experience hosted by Beth. Walk and talk throughout this tour and visit about 20 locations around the city. Discuss the Salem Witch Trials of 1692, as well as the Golden Age of Sail and Salem's role in the Revolutionary War. The experience lasts 2 hours and can accommodate up to 10 guests of all ages. Please remember there is a good amount of walking during this tour with little or no seating or restroom options along the way. Salem is an old city, and some areas may have uneven bricks or cobblestones. Rates start at $30 per person. See Details

Salem's Witch Hysteria of 1692

Salem, MA

Salem's Witch Hysteria of 1692 'Salem's Witch Hysteria of 1692' is a pet-friendly Airbnb Experience hosted by Beth. You and Fido will visit several locations from the Salem Witch Trials and hear about the history and curses from that time, as well as the victims. Please remember there is a good amount of walking during this tour with little or no seating or restroom options along the way. Salem is an old city, and some areas may have uneven bricks or cobblestones. The experience lasts 1.5 hours and can accommodate up to 10 guests ages 2 and up. Rates start at $25 per person. See Details

Make a Spinner Ring in My Jewelry Studio

Rowley, MA

Make a Spinner Ring in My Jewelry Studio 'Make a Spinner Ring in My Jewelry Studio' is a pet-friendly Airbnb Experience hosted by Maggie. Your pup is welcome to sit next to you during this experience where you will the basics of metal jewelry including measuring, hammering, forming and soldering to make your own spinner ring. All tools and materials are included. Please note the length of the class will require a patient pup by your side. The host also has two cats on premise, although they will usually hide if a dog is present. The experience lasts 4 hours and can accommodate up to 3 guests ages 18 and up. Rates start at $125 per person. See Details

Learn and Practice Tarot in Witch City

Salem, MA

Learn and Practice Tarot in Witch City 'Learn and Practice Tarot in Witch City' is a pet-friendly Airbnb Experience hosted by Melissa. Well behaved pups are welcome at this workshop where you will learn the basic, hands-on structure of a Tarot deck and tips for building clear Tarot readings and how to use the cards to tap into your intuition. The experience lasts 2 hours and can accommodate up to 4 guests ages 16 and up. Rates start at $65 per person. See Details

Salem Ghosts Tours

Salem, MA

Salem Ghosts Tours Learn about Salem's bewitching past with 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

The Witch House at Salem

Salem, MA

The Witch House at Salem The Jonathan Corwin House in Salem, Massachusetts, known as The Witch House, was the home of Judge Jonathan Corwin and is the only structure still standing in Salem with direct ties to the Salem witch trials of 1692. The spooky house was built between 1620 and 1642. The Witch House at Salem is open 10am to 5pm. See Details

Salem Haunts

Salem, MA

Salem Haunts Salem Haunts 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

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