5 reasons to visit annapolis

5 Reasons to Visit Annapolis

Annapolis, the capital of Maryland, is a quaint waterfront city that packs a lot of old-world charm. It’s surrounded by the Chesapeake Bay and home of the United States Naval Academy, so if you enjoy being near the water like my family, this is the place to be. And with some of the best seafood restaurants and shops in the area, you’ll never run out of things to do. Because I firmly believe everyone should stroll around this city, here are 5 reasons to visit Annapolis.


Let’s start with the most obvious reason: The Waterfront. Annapolis is surrounded by the Chesapeake Bay and quite a few rivers so while you visit, you can enjoy sailing lessons, boating, fishing, Bay tours, and even charted cruises. Brandon and I already have future plans for the sailing school, and next time we visit, we’ll definitely take advantage of Schooner wine tasting cruises. It doesn’t get much better than that.

Reasons to Visit Annapolis
Annapolis Maryland
Sightseeing in Annapolis

If you’re looking for something a bit more strenuous, you can check out Annapolis stand up paddling. I’d try it, but unlike these ladies, I have no balance and that’s a problem.

Paddling Annapolis


It’s no secret that I love to eat, so the last time I went to Annapolis with my parents and little sister, we were determined to find a great restaurant for a quick lunch between sightseeing. One of my favorites is the Federal House because of their delicious award-winning cream of crab soup and crab cake platter (please order it and report back to me), and my parents and sister also enjoyed their dishes — fish and chips and crab-stuffed flounder. Basically, you can’t go wrong.

Restaurants in Annapolis

I also had great crab legs with my husband years ago, but the restaurant is escaping me. Just go and do a food tour. Then enjoy coffee and homemade ice cream afterwards.

Visiting Annapolis
Reasons to visit Annapolis
Visit to Annapolis


The Naval Academy is one of the main reasons people visit Annapolis, so a tour around the grounds is well worth it. You can get to the Visitor Center very easily once your downtown and briefings are held at 10 a.m. and 2 p.m. Monday through Saturday. Remember your photo ID because everyone 18+ is required to show one.

Annapolis Naval Academy

If you’re not interested in walking around the facility, there are great boat tours with lots of information about the Academy.

Visit Annapolis
Visit Annapolis


Without going into too much detail about shopping because, well, it’s self-explanatory, here are a few of my favorite shops:

+ Nautical North
+ Annapolis Pottery
+ Paws Pet Boutique
+ Hobo Bags
+ Sperry Top-Sider

Shopping in Annapolis
Annapolis Pottery
Visit Annapolis, Maryland
Shopping in Annapolis


Other than the United States Naval Academy, you should also visit the residences of a few of the signers of the Declaration of Independence, the Maryland State House, and all of the art galleries and museums. You can also schedule a ghost tour around the town.

Annapolis State House
Annapolis Vacation

Have you ever been to Annapolis?


Filed Under: Maryland, Travel32 Comments
  • Katie @ A Beautiful Little Adv

    I lived in Annapolis for several years and now love going back to visit every few months. It’s one of my favorite places. My favorites spots are Pussers, Paws, Joss, McGarveys, and Mexican Cafe. Loved hearing your view of the town!

    • http://likeordinarylife.com/ Tina Byland

      Mexi Cafe just isn’t the same since it left Eastport. :( The west Annapolis location just doesn’t do it for me. :/

      • Katie @ A Beautiful Little Adv

        Oh gosh I know! I used to live in a townhouse community right across the
        street in Eastport and would there wayyyy too many times during the
        week. At least the margaritas are still the same!

    • http://www.postcardsfromrachel.com/ Postcards from Rachel

      Thanks for sharing your favorite spots. I’m going to check out all of those places next time I visit. :)

  • Ashley Angle

    Maryland can be such a beautiful state. Best seafood!
    ~Ashley @ A Cute Angle

    • http://www.postcardsfromrachel.com/ Postcards from Rachel

      Agreed! I could have seafood for every meal.

  • http://ablogbyrobert.blogspot.co.uk/ Robert @ablogbyrobert

    Seafood restaurants and wine tasting cruises. Need you say more? Get me to Annapolis!


    • http://www.postcardsfromrachel.com/ Postcards from Rachel

      Perfect combo!

  • http://www.foreverashley.com Ashley LaMar

    Beautiful! I have never been to Maryland but I’m flying to Baltimore for a few days in October for work and I’m going to see if I can stay an extra day or two to sneak over to Annapolis. Sounds like it would be time well spent!

    • http://www.postcardsfromrachel.com/ Postcards from Rachel

      Oooh, yes. You should definitely visit. Baltimore is wonderful but I prefer Annapolis.

      Eat at Mr. Rain’s Fun House while you’re in BMore. :)

  • http://www.capturedinthelens.com/ Stephanie

    That stand up paddling looks interesting. Also, I LOVE seafood! Mmmm.

    • http://www.postcardsfromrachel.com/ Postcards from Rachel

      I sort of want to try it before it gets too cold. Maybe I’ll stay upright somehow. :)

  • http://www.thewhatsinbetween.blogspot.com Zoe

    Annapolis looks beautiful! I love little seaside towns. I would have never thought to go for a visit until I read this post. Any place that has rows and rows of seafood and ice cream is a must-visit in my book :) xx

    The What’s In Between

    • http://www.postcardsfromrachel.com/ Postcards from Rachel

      You could honestly try different foods all day! Such a great place.

  • http://likeordinarylife.com/ Tina Byland

    Awww you visited my town! Next time you come out this way, let me know. I’ll show you some secret, non-touristy spots. :)

    • http://www.postcardsfromrachel.com/ Postcards from Rachel

      I keep forgetting that we live so close to each other now! We’ll have to meet up at some point, whether it’s in Annapolis or DC. :)

  • http://anchorsbowsandadoxie.blogspot.com/ Kamariah

    My husband went to the Naval Academy and we spent so many afternoons and weekends around that town. Next time you go make sure to go to Red Red Wine and get the chicken caesar or the steak salad — both are AMAZING! Also, Annapolis Ice-cream company is the absolute best!

    • http://www.postcardsfromrachel.com/ Postcards from Rachel

      Aww, awesome. It’s a great area! My in-laws are visiting soon so we’re going to take them… a great excuse to try Red Red Wine, I think!

  • http://totravelandbeyond.wordpress.com/ Macy Gutermuth

    I highly recommend the ghost pub crawls. They are on Groupon all the time and I have done several of them. They are all pretty fun, and you get drink specials at every bar!

    • http://www.postcardsfromrachel.com/ Postcards from Rachel

      Ooh, how fun! I’ll look for those. Thanks for the suggestion!

  • http://www.iris-hanlin.com/ The Starving Inspired

    I LOVE cities with a good waterfront. St. Michaels Easton MD is my favorite. :) Also, KILWINS. Can’t go wrong there.

    The Starving Inspired

    • http://www.postcardsfromrachel.com/ Postcards from Rachel

      We REALLY want to visit St. Michaels. I’ve heard great things.

      • https://erinklematravels.wordpress.com/ Erin Klema

        I wholeheartedly agree that St. Michaels is not to be missed! If you go, you must eat at Ava’s, shop downtown and walk the waterfront.

  • http://mommieandwee.org Chelsea

    I was beyond elated to see this post while scrolling through my Bloglovin feed! I’m originally from Annapolis. It’s absolutely gorgeous! I love the waterfront shopping, and boat rides after dark! It’s been a while since I’ve been back though! You’re making me jealous! And that ice cream is my favorite ice cream, like EVER! The Superman one (the rainbow one in the corner of your photo) is the same one I get every time! Thanks for making me home sick ;)

    • http://www.postcardsfromrachel.com/ Postcards from Rachel

      I saw the superman flavor! I’ll have to try it next time. :)

  • http://wanderlustingjenny.blogspot.com Jenny

    Kilwin’s was founded just a half hour from my hometown in Northern Michigan! Amazinggg ice cream and fudge!! I get so excited every time I see one!

    • http://www.postcardsfromrachel.com/ Postcards from Rachel

      It’s so good! My sister got some coconut ice cream and I’m getting that next time we go. :)

  • TheCollegeCosmopolitan

    I’ve never been to Annapolis, but it looks beautiful! The waterfront especially is so appealing. And you should try stand-up paddle boarding sometime – I didn’t think I’d get the hang of it (I’m not that balanced either), but it gets easier once you get comfortable.

    • http://www.postcardsfromrachel.com/ Postcards from Rachel

      Well now I really need to try it! Thanks for boosting my confidence. ;)

  • https://erinklematravels.wordpress.com/ Erin Klema

    I used to live about 15 minutes from Annapolis. It’s beautiful and so charming that I had to revisit it this summer for a couple hours while driving from Alexandria, Va., back to BWI airport. My favorite spots include the waterfront, Federal House for cream of crab soup, Lilac Bijoux to shop for jewelry, Sly Fox for late night drinks on the outdoor patio, O’Brien’s for bruschetta, Chart House for a nice seafood dinner along the water, Chick & Ruth’s Delly, and walking past the Maryland State House.

  • http://marieslifeisahighway.blogspot.com/ Marie @ Life is a Highway

    I hope to tour this city one day. It looks so quaint!

  • http://www.thisoffscriptlife.com Jennifer @This Off Script Life

    I grew up in Maryland and used to visit extended family in Annapolis a lot. I now live in Zurich, but my family is still there. These photos really take me back. Thanks for sharing!