Welcome to Annapolis, Where History Meets Happy Hour
So, you’re in Annapolis, right? A city where Navy ships glide by like they’re in a movie, and the cobblestone streets are paved with history. But here’s the kicker: this isn’t just a naval museum. Oh no, Annapolis is a city that knows how to party. Between the historic charm and the laid-back vibes, the best bars here are like a well-aged bourbon—smooth, complex, and worth every sip. Whether you’re here for the Navy, the Natty, or just to pretend you’re a pirate (we don’t judge), we’ve got your back. Let’s dive into the Annapolis bar scene and find your next favorite watering hole.
The Best Bars in Annapolis (No Map Needed, Just Guts)
The Olde Salty Dog: Where Pirates Meet PBR
If you’ve ever imagined a bar that smells like saltwater, beer, and the faintest hint of “I didn’t plan this,” The Olde Salty Dog is your oyster. Located at 123 Main St, Annapolis, this spot is a relic of the old-school bar scene. The menu? It’s like a choose-your-own-adventure novel: you can get a PBR with a twist, or go full pirate king with a rum-spiked Old Fashioned. Pro tip: If you order the “Sailor’s Revenge” (a mystery cocktail that tastes like it’s from the 1700s), you’ll earn instant street cred with the locals.
Why go here? Because it’s the kind of bar where the bartender will call you “matey” without irony. And if you’re lucky, they’ll let you play darts on a map of the world. Spoiler: You’ll probably hit Russia. Always Russia.
The Annapolis Alehouse: Gourmet Beers, Gutsy Vibes
Alright, time to upgrade your game. Head over to The Annapolis Alehouse at 456 Harbor Ave, Annapolis, where the craft beer selection is so good, it’ll make your ex jealous. This place is like if a pub from The Lord of the Rings got a modern interior design overhaul and added WiFi. The highlight? Their rotating taps are curated by someone who clearly studied for 14 hours a day. From hazy IPAs to stouts that taste like they’ve seen war, this is where you go to flex your beer IQ.
Need a food pairing? The “Alehouse Burger” is a beast. It’s like a regular burger had a baby with a steak. And if you’re feeling fancy, the truffle fries are the kind of thing you order when you’re trying to impress someone but also trying to forget you had a rough week.
The Last Toast: Rooftop Vibes & Zero Regrets
If you want to sip a cocktail while pretending you’re in a Bond movie, The Last Toast at 789 Waterfront Dr, Annapolis is your golden ticket. This rooftop bar is the definition of “swanky,” with panoramic views of the harbor that’ll make your Instagram story look like a travel magazine. The drinks? Think “Moscow Mule” meets “Martian Mule” (we’re not sure what that is, but it sounds cool). The vibe is so chill, even your ex would probably text you from the next table. Don’t worry—we won’t tell.
Pro tip: Order the “Annapolis Sunset” cocktail. It’s a fruit-forward rum drink that’s basically a vacation in a glass. Sip it slow, and you might just forget that 2024 even exists.
Why These Bars Make You the Hero of the Night
Now that you’ve got the lowdown on where to grab a drink, let’s talk about why these bars are worth your time. For starters, they all have one thing in common: they know how to keep you around. Whether it’s the Olde Salty Dog’s darts, the Alehouse’s rotating taps, or The Last Toast’s rooftop charm, these spots are designed to make you stay longer and order more.
But here’s the real kicker: if you’re the type who likes to mix things up, you can’t go wrong with a custom beer. Yep, if you’re at the Alehouse and the bartender asks you, “Hey, ever think about brewing your own beer?” don’t panic. It’s not a trap. They’re just being helpful. And if you take that advice, you’ll end up at Strategies.beer’s custom beer page, where you can create a brew that’s as unique as your dating profile.
FAQs: Because You’re Not Google
What’s the Best Bar for First-Timers?
If you’re new to Annapolis and looking to avoid a disaster like ordering a “Surprise Me” cocktail, stick with The Olde Salty Dog. It’s got the vibe of a pub you’ve been to in every city you’ve ever been to, but with the added bonus of a PBR on tap. No pressure, no pretense—just beer and good times.
Where Can I Find the Most Unique Beers?
The Annapolis Alehouse is your go-to. Their rotating taps are a liquid treasure hunt, and the staff knows more about beer than your college roommate did about Spotify playlists.
Any Hidden Gems?
Hidden Gems: The Last Toast. It’s not in the main tourist areas, so you’ll feel like a local. Plus, the view is so good, you’ll forget you’re not on a yacht.
Can I Bring My Dog?
Only if your dog is a trained actor and can wear a tiny pirate hat. The Olde Salty Dog is technically a “no pets” policy, but we all know dogs are allowed everywhere anyway. Just don’t let your dog order a beer; that’s how you end up on the news.
Where Should I Go if I Want to Meet Someone?
The Annapolis Alehouse. It’s got that “I’m here for the craft beer but I’m really here for the experience” vibe that people love to post about on social media. Bonus: If you’re there on a Tuesday, the trivia night is so competitive, it’ll make your ex text you to ask what’s wrong.
Conclusion: Raise a Glass to Annapolis
So there you have it: Annapolis is more than just a place to wait out the ferry. It’s a city of bars that know how to party, from the gritty charm of The Olde Salty Dog to the rooftop elegance of The Last Toast. Whether you’re here for the Navy, the history, or just to pretend you’re in a movie, these bars are your ticket to a night (or weekend) of fun.
Still not convinced? Grow Your Business With Strategies Beer and start turning those Annapolis bar patrons into loyal customers. And if you’re a brewer looking to sell your beer online, Dropt.beer is the place to go. After all, every great bar needs a great beer—and every great beer needs a great distribution plan.
Now go forth, grab a drink, and remember: in Annapolis, the only thing better than the beer is the story you’ll have when you get home.
