Dog Friendly Tours in Maryland

Taking the dog out for a walk takes on a new meaning when you’re on vacation in Maryland. After all, there are tons of sights to see, and smell, around every corner. Browse our dog friendly tours in Maryland below for the scoop on self-guided walks, driving tours, and group tours that both you and your dog are sure to enjoy.

Watermark Journey - Cruises on the Bay

Annapolis, MD

Watermark Journey - Cruises on the Bay Cruise with your four-legged friend aboard dog-friendly Watermark Journey - Cruises on the Bay in Annapolis, MD. Friendly, leashed dogs are welcome on most public cruises, except for special events, including extended cruises, live music cruises, City Lights Cruise, fireworks cruises, and Blue Angels & Thunderbirds cruises. Fees vary by person and tour, and Fido rides for free. See Details

Cruises on the Bay by Watermark Baltimore

Baltimore, MD

Cruises on the Bay by Watermark Baltimore Cruise with your four-legged friend aboard a dog-friendly yacht in Baltimore, MD with Cruises on the Bay by Watermark Baltimore. Friendly, leashed dogs are welcome on most public cruises, except for special events, including extended cruises, live music cruises, City Lights Cruise, fireworks cruises, and Blue Angels & Thunderbirds cruises. Fees vary by person and tour, but Fido rides for free. See Details

Patriot Cruises

St. Michaels, MD

Patriot Cruises Patriot Cruises offers a pet-friendly water tour of historic St. Michaels, MD. Leashed dogs are welcome to come aboard with you and enjoy the scenery on the water. You can even get a picture of Fido "steering" the ship. The tour docks right by the Chesapeake Bay Maritime Museum, which is also dog friendly. See Details

Sail Selina II Boat Tours

St. Michaels, MD

Sail Selina II Boat Tours Sail Selina II Boat Tours welcomes canine companions on a pet-friendly cruise in St. Michaels, MD. Sail Selina II asks that pets wear booties or be in a carrier, such as a bag or basket so that the ship's varnished surfaces do not get damaged. There is a $100 fine if Fido gets loose. The sailing schedule, rates and other offerings vary by trip, so dog owners should check its website for further information. See Details

Baltimore Ghost Tours

Baltimore, MD

Baltimore Ghost Tours Bring Fido along as you explore some of Baltimore's most spirited haunts with pet-friendly Baltimore Ghost Tours in Maryland. Enjoy the Original Fells Point GhostWalk or the Mount Vernon GhostWalk while your costumed guide (a community actor) tells you all the rumors, lore and ghostly history about the tour area. Pets must be leashed and well behaved while on the tour. See Details

McClintock Distilling Co.

Frederick, MD

McClintock Distilling Co. McClintock Distilling Co. welcomes dogs to join their owners for pet-friendly tours and tastings of gin, white whiskey and vodka. Located in downtown Frederick, MD, limited parking is available at the distillery and additional parking can be found at the Carroll Creek Parking Garage. Check their website in advance for tour times and tasting hours. See Details

Chesapeake Bay Charters

Solomons, MD

Chesapeake Bay Charters Come experience the splendor of the Chesapeake Bay onboard a 40-foot sailboat with pet-friendly Chesapeake Bay Charters in Solomons, MD. Private sailing adventures from 2 hours up to two weeks are available for the whole family, including Fido. Available services include but are not limited to: Dinner cruise to local restaurants, nearby lighthouse cruise, night sailing, romantic sunset cruise, beach cruise, Thomas Johnson Bridge cruise, or introduction to sailing, sail handling, and helming. Owner/Operators are USCG licensed captains with over 30+ years of combined sailing experience. See Details

US Ghost Adventures Baltimore

Baltimore, MD

US Ghost Adventures Baltimore Dive into the shadowy streets of Baltimore, MD with dog-friendly US Ghost Adventures. Fido is welcome to join you for a spine-tingling nightly ghost tour, available year-round. Their haunted history experts will guide you through the city’s most notorious haunted locations, including Max’s Taphouse, Bertha’s and the Fell Family Cemetery. See Details

US Ghost Adventures Salisbury

Salisbury, MD

US Ghost Adventures Salisbury Bring Fido on the US Ghost Adventures top-rated, pet-friendly ghost tour running all year round in Salisbury, MD. Explore haunted streets with expert guides as you uncover eerie legends, notorious spirits and centuries of dark history. Visit iconic stops like the 1878 Wicomico County Courthouse, Old Masonic Temple, The Brick Room and One Plaza East Building. Leashed pups welcome! See Details

US Ghost Adventures Ocean City

Ocean City, MD

US Ghost Adventures Ocean City Bring Fido on the US Ghost Adventures top-rated, dog-friendly ghost tour running all year round in Ocean City, MD. Walk historic streets as local experts reveal eerie tales, haunted buildings and centuries-old legends. See the Lifesaving Museum, Trimpers 1912 Carousel, Henry’s Hotel and Dolle’s Candyland. Perfect for thrill-seekers and leashed pups! See Details

US Ghost Adventures Princess Anne

Princess Anne, MD

US Ghost Adventures Princess Anne Bring Fido on the US Ghost Adventures top-rated, pet-friendly ghost tour running all year round in Princess Anne, MD. Walk historic streets with expert guides uncovering true ghost stories, haunted landmarks and hidden secrets. Visit Teackle Mansion, Washington Inn, Princess Anne Library, and Antioch Ave & Beechwood St. Bring your leashed pup for a dark adventure! See Details

US Ghost Adventures Easton

Easton, MD

US Ghost Adventures Easton Bring Fido on the US Ghost Adventures top-rated, pet-friendly ghost tour running all year round in Easton, MD. Walk 1 mile with expert guides to haunted stops, including Talbot County Free Library, Old Talbot Jail, Brick Hotel and Talbot County Courthouse. Outdoor-only, leashed pups welcome, perfect for private groups and bachelorettes—book now if you dare! See Details

Sailing in Baltimore

Baltimore, MD

Sailing in Baltimore 'Sailing in Baltimore' is a pet-friendly Airbnb Experience hosted by Steve. Join this group experience around Baltimore Harbor and the Patapsco River. Leashed dogs are welcome with prior approval. The experience lasts 2 hours and can accommodate up to 6 guests ages 2 and up. Rates start at $75 per person. See Details

Wine and Cheese Sailing

Baltimore, MD

Wine and Cheese Sailing 'Wine and Cheese Sailing' is a pet-friendly Airbnb Experience hosted by Steve. Enjoy a beautiful sunset on the water. After a short safety briefing, head out into Baltimore Harbor to take in the sights of the city from the best vantage point. Dogs are welcome on private tours. The experience lasts 2 hours and can accommodate up to 6 guests ages 2 and up. Guests should be able to climb up and down three steps without a railing and have moderate balance on moving platforms. Rates start at $125 per person. See Details

Learn the Fundamentals of Sailing

Baltimore, MD

Learn the Fundamentals of Sailing 'Learn the Fundamentals of Sailing' is a pet-friendly Airbnb Experience hosted by Steve. SeaAffinity uses sailing and water-related experiences to challenge youth and adults, including those impacted by disabilities, to develop life skills and realize their potential. Leashed dogs are welcome with prior approval. The experience lasts 2 hours and can accommodate up to 5 guests ages 12 and up. Rates start at $100 per person. See Details

Baltimore Water Taxi

Baltimore, MD

Baltimore Water Taxi Fido can join you on a tour when you rent a private charter with Baltimore Water Taxi in Maryland. Guests will receive a one hour cruise around the historic working harbor to celebrate a day out with friends or even a dog birthday party! Bring your own drinks and food and enjoy a curated selection of music. See Details

The Angler Boat OC

Ocean City, MD

The Angler Boat OC The Angler Boat OC, also known as Capt. Bill Buntings Angler, welcomes Fido to join you on their pet-friendly charter boat based out of Ocean City, MD. They offer sunset cruises for you and your best friend to enjoy a unique view of the coastline as you cruise the historic inlet. Check out their website for online booking information and pricing. See Details

US Ghost Adventures Annapolis

Annapolis, MD

US Ghost Adventures Annapolis Embark on an exhilarating journey through the shadowy streets of Annapolis, MD with US Ghost Adventures, a pet-friendly tour company. Enjoy their nightly ghost tours, available year-round, where you'll be led by top haunted history experts to haunted locations along a one-mile route, including the storied Middleton Tavern and the eerie Governor Calvert House. See Details

US Ghost Adventures Frederick

Frederick, MD

US Ghost Adventures Frederick Experience Frederick, MD’s top-rated, pet-friendly US Ghost Adventures ghost tour running year round. Stroll one mile with expert guides to haunted stops like Weinberg Center for the Arts, National Museum of Civil War Medicine, Heritage Frederick, and GaslightHouse. Leashed dogs are welcome. See Details

US Ghost Adventures Saint Michaels

St. Michaels, MD

US Ghost Adventures Saint Michaels Bring Fido on the US Ghost Adventures top-rated, pet-friendly ghost tour running all year round in St. Michaels, MD. Walk historic streets as local experts reveal eerie tales, haunted buildings and centuries-old legends. See Victoriana Inn, Hell’s Crossing, Muskrat Park, and The Galley Restaurant & Bar. Perfect for thrill-seekers and leashed pups! See Details