r/Annapolis 2h ago

Obligatory “Rate My Annapolis Day Trip” Post

1 Upvotes

Coming up from DC for just a day trip and would love a local gut check!

Current plan:

🦀 Cantler’s for lunch
🇺🇸 Naval Academy (guided or self-guided?)
🚶 Wander the Naval Academy, State Circle, Maryland Ave, Main Street & Ego Alley
🛍️ Browse the shops on Maryland Avenue
🍹 Waterfront drink (thinking Carrol’s Creek??)
🌉 Walk to Eastport
🍺 Boatyard or Davis’ Pub
🍕 VIN 909 for dinner
👻 8 p.m. ghost tour (federal house

We’re really good at eating, drinking, walking, and appreciating history.

Are we missing anything that’s a must-do? Of course I would love to stay an entire weekend but this would just be a day trip - Thanks!


r/Annapolis 16h ago

O'Leary's closing on 8/2

37 Upvotes

r/Annapolis 17h ago

Best Seafood & Places to Check Out?

2 Upvotes

Visiting for the first time during Labor Day weekend. Need recommendations for:

Best seafood restaurants on the water? (prefer more of a dive/rustic feel versus upscale)

Best places to explore + shop?

Thank you in advance😊


r/Annapolis 1d ago

Question Best Carrot Cake Around?

7 Upvotes

Absolutely need to find THE best carrot cake around! Friends birthday coming up and it’s their absolute favorite cake!! Open to any and all recommendations!!


r/Annapolis 1d ago

Looking for some friends to grab drinks with/hang!

11 Upvotes

Hey everyone! I just moved to the Annapolis area from Chicago and looking to meet some new friends! I am really into craft beer, live music, and DnD. Also looking for some recommendations of where to go and have a good time on a Friday or Saturday night!


r/Annapolis 1d ago

Visiting with two kids

6 Upvotes

Hi all. I will be visiting Annapolis in the fall with my husband and 2 kids (6 and 2). Looking for all the suggestions! Places to stay, eat, activities.
I was interested in that pirate cruise

TIA!!


r/Annapolis 1d ago

Question Visiting October

0 Upvotes

Hi everyone! 😊
I’m planning a trip back to Annapolis October 8–11. It’ll be the anniversary of my mom’s passing, and I’m also hoping to spend some time with family since it’s been years since I’ve been back—long overdue.
I’m looking for hotel recommendations. I’d really love a place with an indoor hot tub (since it’ll be October), and an indoor pool would be a nice bonus but isn’t necessary. If anyone knows of a hotel with an in-room Jacuzzi/hot tub, I’d definitely be interested too! Hoping to keep it reasonably priced—not super expensive, but not sketchy either. 😅
Also, are there any fun events, festivals, flea markets, farmers markets, or other things happening around October 8–11 that you’d recommend?
Thanks so much! ❤️


r/Annapolis 1d ago

Rams Head Show.. & Dinner?

2 Upvotes

I purchased tix for a show at Rams Head & it prompted me to book a dinner reservation after that. Is dining available *during* the show @ your assigned table. Or is it best practice to eat before & drinks only @ the table? TIA


r/Annapolis 1d ago

Question Julep restaurant crab soup recipe?

2 Upvotes

Me and my gf love this place and especially the crab soup they make here. Im hoping to find some people who work there to give me insight on how its made.


r/Annapolis 2d ago

Dispensary Recommendations?

0 Upvotes

I'm still newer to the area so looking for some solid dispensaries. Any recommendations?


r/Annapolis 2d ago

Paywall Hutzell: Constitutional challenge could defang an emboldened government watchdog

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0 Upvotes

If a judge agrees with the constitutional argument raised by the former Anne Arundel park superintendent and her attorney it could affect the auditor’s ability to pursue fraud, waste and abuse.


r/Annapolis 2d ago

Recommendations for cooking classes for two?

7 Upvotes

Hey everyone!

I’d like to get some insight on a good cooking class that my wife and I can take and make a date night out of it.

Thanks in advance for any help!


r/Annapolis 2d ago

Question Club 164

9 Upvotes

Tonight was my first time at the Club after doing a 28 day rehab…hit the 5:30 meeting. Anyone else a regular there, I have some questions because I want to know if certain things are normal. Thanks in advance!


r/Annapolis 2d ago

Avalon Annapolis

6 Upvotes

I'm moving to the Annapolis/Parole area. I've looked at Aventon and Avalon. Aventon has awful reviews online so I'm leaning toward Avalon. Does anyone who currently resides at Avalon have any experiences to share about the building? Or recently lived there?I've heard car theft was a huge issue for Avalon. Is that still the case?


r/Annapolis 2d ago

Prone Paddleboarding?

1 Upvotes

Hi all,
If anyone knows of where to acquire a prone paddleboard /boards for sale please let know! I’m new to the east coast and trying to get out on the water in a way I used to enjoy on the other coast.

Thanks!


r/Annapolis 2d ago

Urban planning and the Annapolis Malls

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69 Upvotes

Just musing: wouldn’t it be nice to do some work to connect all these shopping centers with walking paths, decrease surface parking with some garages, make new retail building like a grid pattern and create a more useful “downtown?”


r/Annapolis 3d ago

Watch out for ppl in a grey Toyota tundra spraying people with something out of a squirt gun

51 Upvotes

Grey Toyota tundra, lifted, spraying people up and down west street and hilltop lane and Eastport
Don’t know what’s in it, if it’s water or piss or something else.
Be on the look out.
If you want the license plate, I have it.
Yes, it was called in. With the plate #
Sure, it could be kids messing around, but it’s not a cool prank. Save that shit for people you know.


r/Annapolis 3d ago

Question Rehoming a Miniature poodle

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5 Upvotes

Saw someone else post their kittens so I figured I’d give this a go.

Looking to rehome my 3 yr old Miniature poodle, latte. She’s a sweetheart but I’m a new mom and the maintenance of a new baby and a dog is becoming too much to bare. Looking for a safe loving home, small rehoming fee (just to ensure commitment).

She is spayed, gets along with other dogs & children, up to date on all vaccines and has chronic allergies so she does require an extra level of maintenance/bathing.

Please lmk if interested. And please save your judgements, disrespect etc. for your diary … I just want to rehome my dog.


r/Annapolis 3d ago

Rehoming kittens in Eastport.

8 Upvotes

Hey I have 8 week old kittens and a mom I’m rehoming. This is a fostering I’m not a breeder this is not for profit. There is a rehoming fee as they required an expensive Vet visit.
Would love to have the mom go with one of the babies.

Just delete if this is not allowed.


r/Annapolis 3d ago

Pip's Dock Street Dogs owner reflects on 17 years of hot dogs, floods, and family in Annapolis

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8 Upvotes

r/Annapolis 4d ago

Question Recommendations for Realtor

2 Upvotes

Hello!

I was wondering if anyone would have recommendations for a realtor in the area that has excellent communication skills, reliable, competent, and no-nonsense (overall professional). Experience with condos in the Arnold area would especially be a plus. I am looking to sell mine and if anyone would be willing to share, I would be so grateful.

I have had realtors after reading online reviews and ended up being dissapointed so I figured to give reddit a try.

Thank you so much!


r/Annapolis 4d ago

Main Street

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33 Upvotes

r/Annapolis 4d ago

Blue Angles

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0 Upvotes

r/Annapolis 4d ago

Downtown

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0 Upvotes

r/Annapolis 4d ago

State House

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18 Upvotes