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Annapolis Like A Local
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items Annapolis Like a Local, from a local — Eats, Views & Hidden Gems by Land & Sea
Explore the best of Annapolis with this personally curated list of foodie favorites, waterfront views, historic haunts, and can't-miss local gems. From crab feast...
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Eats & Drinks
Eats & Drinks
On the water, live music, lively crowds, friendly staff, delicious food & great happy hour.
The Point Crab House & Grill
🎨 Annapolis Pottery — Hidden Gem for Handmade Lovers 🎨
If you love unique, handcrafted pieces, this spot is non-negotiable. Over 50 years in the heart of historic downtown, and they still manage to surprise me every visit.
💙 Gorgeous mugs (serious...
The Annapolis Pottery
If you're looking for that classic Maryland crab house experience, this is it. Cantler's is tucked right on the water, and it’s all about good vibes, waterfront views, and digging into piles of steaming crabs at a picnic table. No need to get fancy h...
Cantler's Riverside Inn
If you’re looking for a fun way to explore historic Annapolis with a little spooky twist, this walking ghost tour is a total win. It kicks off right downtown at the charming Annapolis Inn and lasts about 1.5 hours — the perfect amount of time to soak...
Original Annapolis Ghost Tours & Crawls
Looking for a laid-back, reliably delicious lunch spot near the water? Boatyard Bar & Grill always hits the mark. Their menu is huge, the seafood is consistently fresh, and the crab cakes and fish tacos? Absolute crowd-pleasers — don’t even think...
Boatyard Bar & Grill
William Paca House & Gardens – Step Back in Time (and Slow Down a Bit) 🏛️🌿
Tucked right in the heart of Annapolis is this little hidden retreat — a stunning Georgian mansion with gorgeous, peaceful gardens that feel a world away from the city ...
William Paca House & Garden
Old Fox Books & Coffeehouse – A Cozy Little Storybook Come to Life 📚☕🌿
Walking into Old Fox Books feels like you’ve stumbled into the pages of your favorite fairytale. This charming little bookstore and coffeehouse is pure magic — shelves of n...
Old Fox Books & Coffeehouse
Galway Bay Irish Pub – Where the Guinness Flows & the Shepherd's Pie Heals Your Soul 🇮🇪🥃🎶
Tucked inside a historic building near the Naval Academy, Galway Bay is exactly what you hope for in an Irish pub — cozy, welcoming, and dangerously go...
Galway Bay Irish Restaurant & Pub
Chick & Ruth's Delly – Come for the Sandwiches, Stay for the Quirky Charm 🥪🥧✨
If you want the real Annapolis experience, head straight to Chick & Ruth’s Delly — a kitschy, no-frills, legendary diner that’s been keeping locals and hungry vi...
Chick & Ruth's Delly
Lewnes' Steakhouse – Where Steak, Seafood & Food Comas Happen in Style 🥩🦞✨
If you're looking to treat yourself — I mean really treat yourself — Lewnes' Steakhouse in Annapolis is the place to do it. This classic, upscale steakhouse has everyth...
Lewnes' Steakhouse
The Severn Inn – Where Waterfront Views & Coastal Class Collide 🌊🍸🌮
If you're looking for that perfect mix of Annapolis charm, upscale vibes, and unbeatable waterfront views — The Severn Inn checks every box. Perched along the Severn River, t...
Severn Inn
Carrol's Creek Cafe – Waterfront Dining with Charm & Flavor 🌊🍷🔥
For those who love good food and a great view, Carrol's Creek Cafe is an Annapolis must. Perched along Spa Creek, this spot offers gorgeous waterfront views, a welcoming atmosphe...
Carrol's Creek Cafe
Schooner Woodwind – Annapolis Sailing at Its Finest ⛵🌊🍷
If you’ve ever dreamed of sailing off into the sunset (with a drink in hand, of course), Schooner Woodwind makes that dream ridiculously easy — and seriously fun. These classic 74-foot wooden...
Schooner Woodwind Sailing Cruises
Spa Creek by Kayak or Paddleboard – The Up-Close, No-Fuss Way to Explore Annapolis 🛶🌊
One of the absolute best ways to experience Annapolis? Paddle right through it! Kayaking or paddleboarding along Spa Creek lets you soak in the charm of the wate...
Annapolis Canoe and Kayak
Hammond-Harwood House – Colonial Elegance with a Side of Ghosts & Gossip 🏛️🌕⚰️
History lesson? Sure. But boring? Absolutely not. The Hammond-Harwood House serves up Annapolis history with a splash of scandal, a dash of mystery, and plenty of j...
Hammond-Harwood House
Davis' Pub – The Laid-Back Local Gem Since the 1920s 🍔🍺🌊
Tucked into a charming neighborhood near the water, Davis' Pub is the real deal — no frills, just casual vibes, tasty drinks, and seriously delicious pub food. Indoor and outdoor seating, f...
Davis' Pub
Quiet Waters Park & Sculpture Garden – Where Art, Nature & Chill Vibes Meet 🌳🎨🚴♀️
Need a break from the bustle? Quiet Waters Park is your green escape just minutes from downtown Annapolis. With miles of peaceful trails, waterfront views,...
Quiet Waters Park
ArtFarm Annapolis – Creative Vibes, Cool People & Workshops That Actually Deliver 🎨✨
If you’re looking to stretch your creative muscles in Annapolis, look no further than ArtFarm. I’ve taken several workshops here and every single one was a tot...
ArtFarm
Blackwall Hitch – Coastal Chic, Cocktails & Chesapeake Views 🦪🍸🌊
Looking for that perfect mix of waterfront dining and stylish vibes? Blackwall Hitch brings it all together — fresh seafood, creative cocktails, live music, and plenty of that c...
Blackwall Hitch
Lilac Bijoux – Cute, Quirky & Full of Sparkle 💎🛍️✨
Tucked right in the heart of downtown, Lilac Bijoux is your go-to spot when you need a little retail therapy — Annapolis style. This boutique is packed with fun, trendy jewelry, stylish access...
Lilac Bijoux
Gallery 57 West – Where Annapolis' Creative Side Comes to Play 🎨✨🖼️
If you think Annapolis is just boats and crab cakes, think again — Gallery 57 West is proof this town’s got serious artistic soul. This colorful, locally-run gallery is bursting w...
Gallery 57 West
Rams Head On Stage – Killer Tunes, Cold Drinks & a Slight Chance of Ghosts 🎶👻🍸
If you like your live music intimate, your drinks strong, and your venues with a little haunted history, Rams Head On Stage is your spot. It’s cozy, it’s legendary...
Rams Head Tavern
Naval Academy Tour – Boats, Brains & Future Admirals ⚓🎓🚢
Want to walk among future Navy legends and soak up some Annapolis pride? The Naval Academy Tour delivers! It’s history, gorgeous architecture, and a little military swagger — all wrapped...
United States Naval Academy
Grump’s Café – Breakfast, Burgers & Zero Grumps Allowed 🍳🍔😎
Don’t let the name fool you — the only thing grumpy about Grump’s Café is how you’ll feel if you miss breakfast here. This quirky local spot serves up hearty eats, funky vibes, and e...
Grump's Cafe
Pennsylvania Dutch Farmer’s Market – Pretzels, Pastries & Pure Delicious Chaos 🥨🥧🛒
Thursdays through Saturdays, the Pennsylvania Dutch Farmer’s Market transforms into every food lover’s happy place — and possibly your new weekly obsession. It...
Pennsylvania Dutch Farmer's Market
Great Frogs Winery – Chill Vines, Live Tunes & Pups on the Patio 🍷🎶🐾
Tucked away just outside Annapolis, Great Frogs Winery is where rustic vineyard charm meets backyard hangout energy — and yes, your dog is totally invited. Grab a glass, kic...
Great Frogs Winery
Annapolis Ice Cream Company – The Scoop Locals Keep to Themselves 🍦😎
Handcrafted, small-batch, ridiculously good ice cream — no tourist trap here, just pure frozen happiness. Flavors change, lines happen, but trust me… totally worth it.
Pro tip: ...
Annapolis Ice Cream Company
Baker’s & Co – Pastries, Coffee & European Café Dreams ☕🥐✨
Tucked into Eastport, Baker’s & Co is your ticket to flaky croissants, buttery pastries, and rich coffee — all without the transatlantic flight. This cozy little café serves up ...
Bakers & Co.
Leeward Market – The Hidden Gem Serving Sass, Sandwiches & Waterfront Views 🥪😎🌊
Leeward Market may be tucked away in Eastport, but don’t let its unassuming vibe fool you — this spot cranks out some of the best sandwiches and breakfast in town...
Leeward Market
Bread and Butter Kitchen – Breakfast with a View & Zero Fuss 🍳🌊
Waterfront eats, strong coffee, and seriously good breakfast — that’s the Bread and Butter way. Locals love it, visitors find it, and once you do, you’ll be hooked.
Pro tip: Grab...
Bread and Butter Kitchen
The Pink Crab – Coastal Chic & Preppy Finds 🛍️🦀🎀
Looking to channel your inner coastal fashionista? The Pink Crab has you covered. Packed with bright, beachy, and preppy clothes, gifts, and accessories, this little boutique is pure Annapolis ...
The Pink Crab
Middleton Tavern – History, Oysters & That Classic Annapolis Vibe 🦪🍻🏛️
Right in the heart of downtown Annapolis, Middleton Tavern has been serving up seafood, cold drinks, and local charm since — well, practically forever. Step inside and you...
Middleton Tavern