Discover Local Treasures – Shop Local Annapolis

Ahoy, friends of Pirate Adventures! Is holiday shopping on your mind? Even though our ship is docked for the winter, that doesn’t mean the adventure has to end. In fact, we invite you to explore a treasure map of our favorite local businesses and Shop Local Annapolis in honor of Small Business Saturday.

Meanwhile, speaking of treasures, we’ve got some exciting news! In celebration of Small Business Saturday, Pirate Adventures is offering 25% off gift certificates and $50 off birthday parties booked this weekend. Plus, while our ship will be ready to sail again in the spring, these deals give you the perfect opportunity to plan ahead for big adventures next year at this beloved local business in Annapolis!

Your Shop Local Annapolis Treasure Map

1. Cozy Coffee & Treats

Warm up on a crisp fall day with a cup of coffee or a sweet treat:

• Bread and Butter Kitchen: Located right on the water, Bread and Butter Kitchen offers a cozy retreat for coffee and treats.  Kids will love their seasonal specialty: unicorn hot chocolate and freshly baked scones are always on the menu. It’s a local favorite for a reason—perfect for warming up on a crisp Annapolis day!
• Eastport Kitchen: A neighborhood gem, Eastport Kitchen is the perfect spot to start your day or take a mid-morning break. Their expertly brewed coffee and selection of house-made pastries will delight your taste buds. Be sure to try their freshly baked muffins and famous breakfast sandwiches—comfort food done right in the heart of Eastport!

2. Unique Gifts & Holiday Finds

Discover one-of-a-kind gifts for your crew and your holiday shopping done in Annapolis for the seafaring pirate in your life,:

• Wild Country Seafood: For the seafood lover on your holiday list, Wild Country Seafood is a treasure trove of fresh, local catches and unique gifts. Owned and operated by a local waterman, this family-run business brings the authentic taste of the Chesapeake Bay straight from the water to your table. From homemade seafood soups and crab dips to locally inspired culinary gifts, it’s the perfect spot to bring a true taste of the Bay to your celebrations.
• Annapolis Maritime Antiques: Step into Annapolis Maritime Antiques and find one-of-a-kind gifts steeped in nautical history. Offering authentic artifacts, handcrafted furniture, and maritime decor, this shop is perfect for those who love the sea. Whether it’s a salvaged porthole mirror or a handcrafted model ship, every item tells a story and makes a memorable gift for the holidays.
• Local by Design: Celebrate the talent of Annapolis’ artisans at Local by Design, a shop showcasing handcrafted goods from local artists. From unique jewelry and home decor to custom artwork and holiday ornaments, you’ll find gifts as special as the people you’re shopping for. Each item tells a story, making it the perfect spot to discover one-of-a-kind treasures for your loved ones this season.

3. Family Fun and Activities

Even with Pirate Adventures closed for the season, there’s plenty to do:

• Old Fox Books & Coffeehouse: A charming destination for book lovers, Old Fox Books offers a cozy and welcoming atmosphere perfect for families. Browse their thoughtfully curated selection of books for all ages, and enjoy a warm drink from their in-house coffeehouse. Outside, their delightful garden features a playhouse that’s perfect for little adventurers, making it a magical spot to relax and spark imaginations together.
• ArtFarm Annapolis: Unleash your creativity at ArtFarm, a vibrant community hub for art lovers of all ages. Offering classes, workshops, and events, ArtFarm is the perfect place for families to explore their artistic side together. Whether it’s painting, crafting, or creating music, their hands-on activities inspire imagination and self-expression. With a welcoming atmosphere and opportunities for every skill level, ArtFarm makes family time both fun and meaningful. Don’t miss their holiday-themed workshops for a creative seasonal experience!
• Annapolis Maritime Museum: Dive into the history and culture of the Chesapeake Bay at the Annapolis Maritime Museum. Perfect for curious minds of all ages, the museum offers interactive exhibits, fascinating artifacts, and stunning waterfront views. It’s a great spot for a family outing that combines learning and fun while celebrating the area’s rich maritime heritage.
  

   

4. Local Dining Treasures

Each of these small, individually owned businesses brings the flavors of the Bay to life, making Annapolis so special. Supporting these gems keeps our community thriving—perfect for a pirate on the run or anyone craving a feast!

• Boatyard Bar & Grill: A must-visit for seafood lovers, Boatyard Bar & Grill is a maritime gem. This lively spot is known for its fresh, locally sourced seafood and casual coastal vibe. Savor their famous crab cakes, steamed mussels, or a bowl of hearty Maryland crab soup as you soak up the nautical decor and stories from the sea. It’s a perfect place for a hearty meal to satisfy even the hungriest pirate crew!
• Davis’ Pub: Tucked away in the heart of Eastport, Davis’ Pub is a local legend where the Chesapeake Bay’s best flavors shine. Known for its laid-back atmosphere, it’s the ideal spot to enjoy classic Maryland seafood like crab pretzels, shrimp baskets, and cold craft brews. Whether you’re a local sailor or just passing through, Davis’ Pub is a place where everyone feels like family.
• O’Leary’s Seafood Restaurant: For a more refined dining experience, drop anchor at O’Leary’s Seafood Restaurant. This upscale spot offers the freshest catches from the Bay in a cozy, nautically inspired setting. Enjoy dishes like seared scallops, rockfish, or lobster tail that would make even the most seasoned pirate feel like royalty. With its commitment to sustainable seafood and elegant presentation, O’Leary’s is a true treasure of Annapolis dining.

This Shop Local Annapolis weekend is your chance to explore the heart of our community and uncover treasures that make the season truly special. Whether you’re sipping a warm drink at a cozy café, discovering one-of-a-kind gifts, or indulging in fresh, local seafood, every choice to shop small directly supports the vibrant businesses that make Annapolis unique.

Moreover, don’t forget to visit the Downtown Annapolis Partnership’s Small Business Saturday event, where you can explore over 90 retail stores and 80 restaurants in the historic downtown area. As you enjoy festive holiday decorations, take a leisurely stroll through charming streets like Main Street, Maryland Avenue, and West Street. Furthermore, take advantage of convenient parking options, including free parking all day at the Calvert Street Parking Garage (19 St. John’s Street) or $6 all-day parking at the Whitmore Parking Garage (25 Clay Street).

So, gather your crew and set sail for adventure this holiday season. By choosing to Shop Local Annapolis, you’re not just finding holiday treasures—you’re helping to strengthen our community, one purchase at a time.  Let’s make this Small Business Saturday a celebration of all things local!