Pet-Friendly Maryland Activities in Annapolis

Located on the Chesapeake Bay waterfront, Annapolis, Maryland is a beautiful city to explore with your dog.  With brick-paved streets, historic buildings around every corner, and plenty of great food, simply walking around downtown Annapolis with your dog can be fun. To make your vacation even more memorable, read on to learn about a few of our favorite pet friendly Maryland places to take dogs in Annapolis.

Cruises on The Bay

One of the most exciting things you can do with your dog in Annapolis is hop aboard one of the Cruises on The Bay by Watermark Annapolis day cruises. Cruises on the Bay allows well behaved dogs on leash onboard.

View Annapolis’ historic beauty from the water on one of Cruises on The Bay’s relaxing tour boats. Enjoy the sea breeze during the summertime, too—the water can be up to 10 degrees cooler than downtown in the summertime! While you relax onboard, learn about Annapolis’ history, the US Naval Academy, and the people of Annapolis. Cruises on The Bay offers a variety of different tours daily, making it easy to include in pet friendly vacations to Maryland.

Haunted Harbor Tours, 1 Dock Street

There is nothing your four-footed friend loves more than a good walk, and when you take her with you on the Haunted Harbor Tours, perhaps she can detect an otherworldly visitor that you can’t see! They are sensitive to the spirit world, you know, and this walking tour will lead you to some of the more haunted spots in our city on the bay! Costing nothing for furry Francine, but $20 for each of your family members, this nighttime adventure lasts 90 minutes and takes place daily at 8 and 10 pm.

Quiet Waters Park

Situated between the South River and Harness Creek, Quiet Waters Park is 340 acres of beautiful waterfront beach, forests, grassy fields, picnic areas, and children’s playgrounds.

Quiet Waters Park features a dog park and dog beach where your pup can enjoy running off-leash. Both areas are on the South River end of the park by the picnic area. Although Quiet Waters Park is on the southernmost end of Annapolis, it’s well worth checking out for an afternoon of picnicking and off-leash fun in the water.

Rams Head Tavern, 33 West Street

We love your pets almost as much as you do, and keeping that in mind, we offer 56 restaurants that allow your precious pup to join in the fun—and that includes the Rams Head Tavern with its special Doggie Menu! Sip your favorite craft beer as you munch on their famous crab cakes while Fido enjoys his own Bowser Beer and Mutt Meatballs. Their patio seating is nicer than many restaurants interior seating areas!

Bark & Bean

After your dog gets nice and dirty at Quiet Waters Park, take them to Bark & Bean, Annapolis’ only dog wash and coffee bar. Bark & Bean will wash your pup while you grab an afternoon pick-me-up, or you can opt for the self-wash station.

Bark & Bean also sells toys, treats, and supplies in case you forgot anything at home. The atmosphere inside Bark & Bean is quaint and it will be sure to help you and your dog reset after a fun day outside in Annapolis.

Stan & Joe’s Saloon, 37 West Street

All this running around is bound to make you and your fur baby hungry and thirsty, and Stan & Joe’s welcome you both! Featuring an outdoor patio with about 15 dog-friendly tables, their menu covers the range of pub grub from ahi tuna to wings served breaded or naked!

Lemongrass, 167 West Street

The international delight of Thai food is enhanced by the presence of your good boy and Lemongrass is known throughout the state for offering the best Thai in town! Sample their soft-shell crabs and tom yum soup while your pooch lounges happily at your feet, and don’t worry, everyone else on the outdoor patio will be sneaking bites of their sticky rice with mango to their own pets as well; you won’t stand out in this crowd when you share your dishes!

Red Leash Photography, Downtown Annapolis

You probably have a million blurry shots of Gizmo, Zoey, or Lulu running wild through our homes, but have you ever considered a professional photo shoot? Red Leash Photography wants you to have a memento of your Annapolis getaway that brings a smile to your face every time you look at it, and the pictures they shoot do just that. Taking the time to discover your fur baby’s personality and taking pictures that depict the bond you share is their specialty!

Ledo Pizza, 505 S Cherry Grove Avenue

We can’t finish off this guide to pet fun in Annapolis without mentioning one last restaurant, Ledo Pizza! Offering delicious pies designed to make your mouth water in anticipation, they don’t want your sweet puppy to feel left out, so they offer a small pet menu as well. Ice water and doggie biscuits are free, but if you really want to spoil your loyal companion, you can purchase a bowl of their doggie beer as a special treat!

Pet-Friendly Maryland Rentals in Annapolis

Stay close by to Annapolis’ best pet friendly Maryland attractions without compromising quality by staying in one of our elegant pet-friendly rentals. Each one of our spectacular pet-friendly homes comes comfortably furnished and is exceptionally clean.

At AHA, we personally oversee all aspects of the rental preparations, so we are confident that our pet-friendly homes will exceed your expectations. Browse our available  Annapolis homes today and plan exciting pet friendly vacations to Maryland! If you’re visiting Annapolis during Commissioning Week, view our best Commissioning Week weekly rentals, condos, or lodging rentals!

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