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Dog Friendly Tours in Pembroke, MA

There are 22 dog-friendly tours within 20 miles of Pembroke. 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 Pembroke.

Pet Friendly CityView Trolley Tours

CityView Trolley Tours

CityView Trolley Tours

CityView Trolley Tours is a pet-friendly attraction in Boston, MA. Your leashed furry friend can hop aboard the streetcar to explore downtown by your side. Please refer to their website for information on the seasonal hours of operation. Note that CityView Trolley Tours only allows dogs up to 18 lbs to join you in this excursion.

Pet Friendly Freedom Trail

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.

The Revolutionary Story Tour

The Revolutionary Story Tour

'The Revolutionary Story Tour' is a pet-friendly Airbnb Experience hosted by Mike. Tour the major landmarks of Boston on the Freedom Trail and learn about the history of the city. Dogs may have to be kept outside or carried in burial grounds. The experience lasts 4 hours and can accommodate up to 10 guests ages 2 and up. Parents can also bring children under 2 years of age. Children are allowed - it's just not the kids version of history. Rates start at $76 per person.

Escape Room & Exclusive Backstage Tour

Escape Room & Exclusive Backstage Tour

'Escape Room & Exclusive Backstage Tour' is a pet-friendly Airbnb Experience hosted by Marie. Your well-behaved pooch is welcome to join you on a private experience to escape the room in a given amount of time. You will need to solve puzzles along way in order to solve the game and escape the room! If bringing Fido along, you must book a private experience. Contact host prior to booking. The experience lasts 1.5 hours and can accommodate up to 10 guests ages 14 and up. Players under 16 must be accompanied by an adult. You MUST PLEASE call ahead if you would like to bring kids younger than 14 and dogs. Rates start at $44 per person.

Lobster Charter, Catch & Cook

Lobster Charter, Catch & Cook

'Lobster Charter, Catch & Cook' is a pet-friendly Airbnb Experience hosted by John. Jump aboard the Christina Marie for a Lobster Charter with your pooch. Dogs are welcome if owners bring their own life jackets with them on board. The experience lasts 3 hours and can accommodate up to 4 guests ages 8 and up. This charter can only be booked with a minimum of 4 guests. Please contact for special arrangements. Rates start at $150 per person.

Bloodlust: Mysteries of Victorian Boston

Bloodlust: Mysteries of Victorian Boston

'Bloodlust: Mysteries of Victorian Boston' is a pet-friendly Airbnb Experience hosted by Michael. Explore this quaint post-Civil War suburb with its architectural gems that tourist rarely get to see. Then, delve into the concerns of the people who lived here, their art, science, politics and stories of true crime. Dogs are welcome on a leash. You'll even have the opportunity to stop by a dog park along the route. The experience lasts 2 hours and can accommodate up to 30 guests ages 11 and up. Parents can also bring children under 2 years of age. Due to the graphic nature of some of the true crime stories, this tour is recommended for ages 11 and up. There will be some detailed discussion of violence and murder. Rates start at $34 per person.

Rock Stars of the American Revolution

Rock Stars of the American Revolution

'Rock Stars of the American Revolution' is a pet-friendly Airbnb Experience hosted by Ellen. Walk along the Freedom Trail and see the New & Old Massachusetts State House, Boston Common, Granary Burial Ground, King’s Chapel Church, Old & New City Hall, Old South Meeting House, Faneuil Hall & Quincy Market. The experience lasts 3 hours and can accommodate up to 30 guests ages 2 and up. Parents may also bring children under 2 years of age. Please arrive ten minutes before the tour start time If you are coming by Uber or Lyft make sure you find your way to 24 Beacon St - the meeting spot. Rates start at $54 per person.

Back Bay to Beacon Hill Walking Tour

Back Bay to Beacon Hill Walking Tour

'Back Bay to Beacon Hill Walking Tour' is a pet-friendly Airbnb Experience hosted by Ellen. Your host will guide you and your pooch through major landmarks and you will get to hear about history and fun facts along the way. See Copley Square, the marathons finish line & Newbury Street, the oldest botanical garden and the oldest public park in America, the Massachusetts State House and civil war memorials, and more. The experience lasts 2.5 hours and can accommodate up to 14 guests of all ages. Rates start at $48 per person.

Pro-Photo Shoot in Historic Boston

Pro-Photo Shoot in Historic Boston

'Pro-Photo Shoot in Historic Boston' is a pet-friendly Airbnb Experience hosted by Carlos. Create lasting memories with your pooch at this urban style photoshoot in historic Boston. Your host will guide you to locations such as Copley Square, Newbury Street, Public Gardens, Beacon Hill, and more while taking photos of you along the way. Be sure to wear comfortable shoes. You will receive a link to an online gallery of your photos in approximately 48 hours after your shoot. The experience lasts 1.5 hours and can accommodate up to 10 guests of all ages. No experience needed. Rates start at $150 per person.

Insider's Walk Thru Historic Plymouth

Insider's Walk Thru Historic Plymouth

'Insider's Walk Thru Historic Plymouth' is a pet-friendly Airbnb Experience hosted by Frank. You and your leashed pup will get an in-depth tour of Plymouth with a chance to see many of its historic landmarks. Wear comfortable shoes as you will be walking from site to site to see places including Pilgrim Hall, King's Highway, the 1820 Courthouse, Cole's Hill, Brewster Gardens, and many more historic sites and monuments. The experience lasts 2.5 hours and can accommodate up to 6 guests ages 8 and up. Rates start at $35 per person.

Explore Boston’s Historic South End Neighborhood with Me

Explore Boston’s Historic South End Neighborhood with Me

'Explore Boston’s Historic South End Neighborhood with Me' is a pet-friendly Airbnb Experience hosted by Ellen. You and your pooch will get to meet your host and her dog and take a guided walking tour of South End. Discover the brick townhouses, parks and gardens in a busy city, hear about the urban renewal, international scandal, Boston history, and more. The experience lasts 2 hours and can accommodate up to 10 guests ages 6 and up. Parents may also bring children under 2 years of age. Rates start at $25 per person.

Historical Freedom Trail with Photos

Historical Freedom Trail with Photos

'Historical Freedom Trail with Photos' is a pet-friendly Airbnb Experience hosted by Nicholas. Dan and Nicholas will guide you through the Freedom Trail path around downtown Boston, Massachusetts. Dogs are welcome, as long as they can walk four miles. The experience lasts 2.5 hours and can accommodate up to 30 guests ages 5 and up. Parents may also bring children under 2 years of age. If you are over 21, I will recommend the best bars for lunch!. Rates start at $250 per group.

Fun and Private Photo Shoot in Boston

Fun and Private Photo Shoot in Boston

'Fun and Private Photo Shoot in Boston' is a pet-friendly Airbnb Experience hosted by David. Create lasting memories with your pooch during this photo session. Be sure to contact your host prior to booking if Fido will be joining you. You will get to explore Boston Public Garden where your host will snap beautiful, candidly captured photos. You will receive 20 edited photos in three business days. The experience lasts 1 hour and can accommodate up to 4 guests ages 18 and up. Parents may also bring children under 2 years of age. Rates start at $129 per person.

Boston Mindful Origami with OTA

Boston Mindful Origami with OTA

'Boston Mindful Origami with OTA' is a pet-friendly Airbnb Experience hosted by Junko. With prior approval, your well-behaved pooch is welcome to join you at this workshop where you will learn basic folding for origami. One pack of origami paper is included and you will get to take home all of the pieces you create. The experience lasts 1 hour and can accommodate up to 6 guests ages 5 and up. Parents may also bring children under 2 years of age. Rates start at $25 per person.

Welcome to the Freedom Trail Tour

Welcome to the Freedom Trail Tour

'Welcome to the Freedom Trail Tour' is a pet-friendly Airbnb Experience hosted by Ellen. Head out on foot to walk a portion of the Freedom Trail. You will see and learn about the Old State House & the Boston Massacre, the Old Corner Bookstore & the Irish Famine Memorial & the Old South Meeting House - where the Tea Party started. Although dogs are allowed on the tour, they aren't allowed in the coffee shop and must be 25 lbs or less to enter the hotel. The experience lasts 2 hours and can accommodate up to 10 guests ages 8 and up. Parents may also bring children under 2 years of age. Rates start at $42 per person.

Boston Ghosts

Boston Ghosts is a pet-friendly tour that will lead you and Fido to downtown Boston’s most haunted hotspots. The tour typically lasts about one hour and covers just over one mile. Leashed, well-behaved pups are welcome.

Insider's Boston Walking Tours

Insider's Boston Walking Tours

'Insider's Boston Walking Tours' is a pet-friendly Airbnb Experience hosted by Bill. Explore every aspect of the city as you walk through 5 different neighborhoods. Your host will look after your dog if you want to check out the inside of any of the tour buildings. The experience lasts 3.5 hours and can accommodate up to 4 guests ages 10 and up. Parents may also bring children under 2 years of age. Rates start at $125 per person.

Let's Roam "Boston Scavenger Hunt: the Story of America"

Let's Roam "Boston Scavenger Hunt: the Story of America"

Let's Roam "Boston Scavenger Hunt: The Story of America" is a pet-friendly, self-guided scavenger hunt through Boston. Walk from landmark to landmark to discover art, culture and history. Search plaques, statues and art to solve riddles that can only be found on location. If you can't find the answer, they'll guide you to the next location. Leashed pups are welcome to take part in this app-led hunt that can be completed at any time.

North End History Walking Tour

North End History Walking Tour

'North End History Walking Tour' is a pet-friendly Airbnb Experience hosted by Ellen. Meet at the Boston Public Market, cross the Rose Kennedy Greenway and travel into the North End up Salem Street exploring the side streets as you go. There's plenty more of Boston to see on this tour, too. Leashed dogs are welcome in the outside areas of this tour. The experience lasts 2 hours and can accommodate up to 10 guests ages 2 and up. Parents may also bring children under 2 years of age. Rates start at $25 per person.

Explore Literary Boston

Explore Literary Boston

'Explore Literary Boston' is a pet-friendly Airbnb Experience hosted by Kendra. On this tour, families can expect a gentle walk covering the some side streets in the Downtown Crossing neighborhood, and culminating in a photo opportunity at the Boston Common. Dogs are welcome upon approval by the host and other tour members. The experience lasts 2 hours and can accommodate up to 8 guests of all ages. Rates start at $22 per person.

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Pembroke, MA, US