Postcards From Kennebunkport: My Kennebunkport Travel Guide

Located a little less than two hours north of Boston, Kennebunkport is a great place for a coastal Maine weekend getaway. Between the nautical vibes, gorgeous coastline and the delish food (gimme all the lobster please!), I fell in love with Kennebunkport. My visit was during the off-season so not everything was open yet, but I stand by all my recommendations below and hope to go back during the season to visit a few of the places that hadn’t yet opened.

Where to stay:

Captain Fairfield Inn– I wrote all about my experience at the Captain Fairfield Inn here, but long story short, it’s the cutest boutique bed-and-breakfast that is less than ten minutes from Kennebunkport’s town center. Highly recommend staying at this cozy, welcoming hotel if you visit!

Where to eat-

David’s KPT: Located right on the water, David’s KPT is a great spot to grab dinner or a drink with a beautiful view. I had the lobster roll with a glass of rose and felt like I was living my absolute best life 🙂

Hurricane: Right off the bridge in Kennebunkport, Hurricane had one of the best appetizers I have ever had. Go there and order the Ahi Tuna Nachos. Seriously SO good. My mom and I were obsessed- and she isn’t even the biggest fan of ahi tuna so that is saying something.

Rococo Ice Cream: Rococo is an absolute must in Kennebunkport! We visited twice in one day- it was that good! With unique flavors like Goat Cheese Blackberry and Nutella Cranberry, it’s so hard to choose what to order. Luckily, their servings are generous and you can taste two flavors in a small order. My favorite- the Molasses Gingersnap. Literally drooling thinking about it! Add to the amazing flavors that most of the ingredients are locally sourced and it’s a woman owned business- it’s a must visit.

What to do-

Take a walk along Ocean Ave and the coastline: There were great paths/sidewalks all along Ocean Avenue with breathtaking views of Maine’s quintessential rocky coastline, beautiful beaches like Colony Beach and some truly stunning homes and estates. If you walk along it long enough, you’ll also make it to Walker’s Point…

Visit Walker’s Point and get a glimpse of the Bush Family compound: Probably Kennebunkport’s most famous residents, you will find a fabulous view of the Bush Family estate at Walker’s Point. There are a few benches (like in the pic above!) to sit on and also a pull off point if you drive there. Again, we were there in the off season, but I imagine it gets very crowded during the peak of summer making it hard to bring your car by.

Head to Cape Porpoise: Cape Porpoise is a super quaint, but cute fishing town. You’ll see lobsterman bringing in their catch of the day, will grab a glimpse of the Goat Island Lighthouse and can grab some super fresh seafood at a dock side restaurant.

Where to shop-

Pink Tangerine and Green Tangerine: Check out Pink Tangerine for all things Lilly and then head next door to Green Tangerine for some other preppy options, like Vineyard Vines. Both stores are right over the bridge heading out of Dock Square.

Farm + Table: This place is a rustic décor and kitchen accessories dream come true! It’s located right by Cape Porpoise Harbor so make sure you visit this store on your way in or out. Farm + Table is in a converted barn with the most adorable old-fashioned truck outside. I wanted everything inside!

Daytrip Society: One of the first shops we stopped at in town- super cute gifts and cards. I can spend all day looking at fun cards and love picking a few up when I am out and about to send “just because”. They also carried lots of fun nautical accessories, like the ones seen above.

Where I want to go next time-

Earth at Hidden Pond: A Ken Oringer restaurant, I’m hoping to get to Earth on a future trip to Kennbunkport. Unfortunately it wasn’t open during my visit, but it looks gorgeous and if it is anything like his other restaurants, I know I will love it!

Happy travels!

xoxo, Jenna


  1. May 14, 2017 / 11:58 pm

    StuNNing Shots! looked like a fun and adventure filled travel! thanks for the heads up on places to stay and eat 😉

    ♡Courtney Bentley ||

    • Jenna at Boston Chic Party
      May 20, 2017 / 10:59 am

      Thanks Courtney:)

  2. May 17, 2017 / 9:08 am

    you did it right, girlfriend! I worked at Hurricane for a while and knew the owner (sadly, he passed a few years ago)- such great food! And you can’t go wrong with David’s KPT!!

    • Jenna at Boston Chic Party
      May 20, 2017 / 10:55 am

      Yay! So glad you agree with the spots we went to. Would love to get back up there during the summer, but we really got lucky as we had a 70 degree April day when we visited and could beat the crowds!

  3. Chris Wood
    September 13, 2017 / 8:15 am

    Hey Jenna. We followed your advice on many locations to visit during our family vacation in Kennebunkport last weekend, and it was great! My in-laws, who traveled with us, loved David’s KPT for sure. Thanks!!!

    • Jenna at Boston Chic Party
      September 24, 2017 / 7:21 am

      Thanks Chris! I am glad you had a nice trip and were able to enjoy KPT!

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