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There are tons of pet-friendly activities and public spaces for dog walking in Boston. Ride the City Water Taxi, visit Castle Island Beach and experience the Pawsh Dog Boutique with your pet. When you’re ready for a hike, bring your dog along to the Neponset Trail and Boston Public Garden. They also have a variety of pet sitters and dog walkers at your disposal, some of which include Doggie Daytrippers and the Happy Hound.