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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.

Pet Friendly Watermark Journey - Cruises on the Bay

Watermark Journey - Cruises on the Bay

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.

Pet Friendly Cruises on the Bay by Watermark Baltimore

Cruises on the Bay by Watermark Baltimore

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.

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.

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.

McClintock Distilling Co.

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.

Baltimore Ghost Tours

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.

Chesapeake Bay Charters

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.

Private Annapolis Sailing Charter

Private Annapolis Sailing Charter

'Private Annapolis Sailing Charter' is a pet-friendly Airbnb Experience hosted by Susan. There is no better way to see Annapolis than by the water on this 54 foot sailing yacht. If you're planning on bringing your pooch, make sure you bring a life vest for your dog. The experience lasts 2.5 hours and can accommodate up to 6 guests ages 5 and up. Rates start at $525 per person.

Come Sail With Us!

Come Sail With Us!

'Come Sail With Us!' 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 12 and up. Rates start at $75 per person.

Wine and Cheese Sail

Wine and Cheese Sail

'Wine and Cheese Sail' 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 18 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.

Learn to Sail: an Intro to Sailing

Learn to Sail: an Intro to Sailing

'Learn to Sail: an Intro to 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.

Waterfall & Hike w an Outdoor Educator

Waterfall & Hike w an Outdoor Educator

'Waterfall & Hike w an Outdoor Educator' is a pet-friendly Airbnb Experience hosted by Liz. Hike at your pace along each trail and learn about local surroundings, take pictures, and enjoy a snack. Leashed dogs are welcome. The experience lasts 3.5 hours and can accommodate up to 10 guests ages 2 and up. Parents may also bring children under 2 years of age. Participants should wear a good/supportive sneaker or shoe, water and snacks as needed. Rates start at $78 per person.

Fells Point Thrift Shop & Food Tasting

Fells Point Thrift Shop & Food Tasting

'Fells Point Thrift Shop & Food Tasting' is a pet-friendly Airbnb Experience hosted by Violesia. Contact host before booking if looking to bring your pooch along; prior approval is needed. You and your pup will be guided along the streets of Fellspoint where you will be introduced to thrift and vintage shops. Guests of this tour will receive shopping incentives and giveaways. Please note that dogs may not be allowed to enter some shops. The experience lasts 3 hours and can accommodate up to 8 guests ages 18 and up. Rates start at $65 per person.

Street Style Baltimore

Street Style Baltimore

'Street Style Baltimore' is a pet-friendly Airbnb Experience hosted by Violesia. You and Fido will be guided through fine boutiques on Antique Row. The experience includes style advice, exclusive discounts and light refreshments at some shops, a glass of wine, a signature gift to take home and more! Please note that Fido may not be welcome in all the shops; contact host prior to booking. The experience lasts 3 hours and can accommodate up to 8 guests ages 18 and up. Rates start at $75 per person.

Baltimore Ghosts

Baltimore Ghosts

Baltimore Ghost Tours is pet-friendly. Join your guide to experience the darker side of Baltimore. This haunted walking tour will take you to famous locations across the Fell's Point neighborhood. You'll visit the Fell Family Cemetery, as well as the last bar Edgar Allen Poe visited before his death, along with several other creepy spots.

Baltimore Water Taxi

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.

Let's Roam 'Inner Harbor & Outer Sights Scavenger Hunt'

Let's Roam 'Inner Harbor & Outer Sights Scavenger Hunt'

Let's Roam 'Inner Harbor & Outer Sights Scavenger Hunt' is a pet-friendly activity in Baltimore, MD. 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.

Smith Island Cruises

Smith Island, MD

Smith Island Cruises

Smith Island Cruises in Ewell is pet-friendly. Cruise to historic Smith Island from Crisfield or Point Lookout, MD. Leashed dogs are welcome on board.

The Angler Boat OC

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.

US Ghost Adventures Annapolis

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.

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