For my birthday this year, Mr. KK and I indulged in a long weekend in Nantucket.
“The best gift you could give me is to let me plan this entire trip,” I told Mr. KK.
Nantucket had been on my bucket list of trips for a decade, mostly thanks to me reading (and re-reading, and listening to) Elin Hildebrand novels. From the pages of her books, I fell in love with the island of Nantucket, and I just knew I would feel right at home when I finally got there.
I planned this trip for almost a full year. And by this, I mean I researched, read blogs, followed restaurant Instagram accounts and referencing Elin’s “The Blue Book” she put together in her book The Hotel Nantucket.

Planning 3 Days in Nantucket
I planned our trip for the third week in June, before the summer crowds but when it was warm enough that we could have a beach day. My list of places I wanted to go, restaurants I wanted to eat at and things to see was so long, I may as well should have been planning a month-long sojourn.

The Best Hotel in Nantucket
If you’ve ever looked at hotels in Nantucket, you know that it can cost a small fortune for lodging. I knew we wanted to be close to town so we could walk everywhere, and while I was willing to splurge a bit, I wasn’t White Elephant splurging.
I booked a room at The Salt Hotel in June of 2023 for the following year. When I went to share the website with a friend, the website no longer existed and redirected to a hotel called The Brant. After a quick panic attack I found that the hotel was under new management and had a new name. And after a quick phone call I discovered that they did indeed have our room reservation for the following June. PHEW.
I cannot even begin to describe how amazing The Brant Hotel is. First, it’s an easy walk from the ferry (even dragging a rolling suitcase). Second, it’s an easy walk from the hotel to Jetties Beach. Third, it’s a quick walk to town. Basically, the location is perfect.
Everything was new. They had just built this gorgeous barn that served as a front desk/bar/breakfast/gathering place. Just the craftmanship of the building, and the attention to detail was pure Nantucket. They had copper gutters!

We arrived around 10am from our ferry – way before check in time – and not only was our room ready, they upgraded us! The hotel wasn’t very busy, so we had the opportunity to spend a bit of time chatting with the staff and enjoying the beautiful quad area with lounge chairs, corn hole and fire pit.
After our stay, I noticed that The Brant started to get quite popular, even winning a Michelin Key! It is likely out of our price range now, but I’m so happy we had a chance to stay with them when they were just starting out. The staff was superb.
Day 1 in Nantucket
Because we arrived so early, we had a full day ahead of us. Once we were checked into the hotel, we changed into bathing suits and borrowed chairs from the hotel and walked the 3/4 of a mile down to Jetties Beach. It was a beautiful, sunny day, but a little windy.
We spent a few hours on the beach then headed up to The Sandbar for lunch. The Sandbar is the quintessential beach bar. I loved everything about this place – from the retro 1970s logo to the frosé to the amazing spicy swordfish sandwich. They had me at homemade potato chips. Seriously, I could have gone here every day of our trip. There is just something about hanging out in a cover up, skin salty from the sea air, sand on your feet, drinking the day away.

Three cocktails and one t-shirt later, we were on our way back to the hotel to relax on the comfy lounge chairs. I think I even took a quick nap in the sun, it was glorious.
Dinner our first night was at the coveted Nautilus. We had eaten at the Nautilus in Boston, but knew we had to try and snag a table at the one in Nantucket. We luckily had an 8:30 reservation. Before dinner we did a little cocktail hopping, first at or, The Whale on their beautiful back patio. Then we scored two bar seats in the dark and cozy Pearl, where I had the most delicious martini called the Ooh Mami Tini, which was made with vodka, fine sherry, umami bitters, olive brine and blue cheese olives. FANTASTIC.

We arrived at Nautilus starving, only to find they were running behind and our table wasn’t ready. We grabbed (another) drink while we waited, which turned out to be about 45 minutes (!) – did I mention how hungry we were?
Nautilus has one of those menus where everything sounds amazing, and you usually just start ordering and dishes just start appearing at the table. We ate many delicious things, but the stand out dish for us were the Romano beans. Sounds silly, but these beans were prepared in a sauce that was so tasty, here we are 5 months later and Mr. KK and still talk about them. They were that good. We ate them so fast we didn’t even get a picture of them! But I did get a photo of the blue crab fried rice, which was also delicious.

Day 2 in Nantucket
Well, Day 1 was pretty damn near perfect, it was going to be hard to top it on Day 2. We woke up to sunshine and blue skies, and still talking about those Romano beans (seriously, so delicious!). We grabbed a quick breakfast at the barn (did I mention that they offer a complimentary continental breakfast that is actually good?) and we hopped on a bus to ‘Sconset to do the Bluff Walk.
Nantucket has a pretty robust bus system that can take you all over the island that is free during the summer months. The ride out to ‘Sconset was about 30 minutes. From drop off it was a short walk over to the start of the Bluff Walk, which is a path that runs a few miles along the ocean and basically in the backyards of waterfront homes. You are literally walking behind houses and waving to people on their back porches. They are, of course, used to people all up in their privacy, as it comes with living along the bluff. We walked all the way to the Sankaty Head Lighthouse in the blazing sun, but it felt good exercising and working off those Romano beans and 27 cocktails.

After we got back, showered and cooled off, we headed to Cisco Brewers. There’s a convenient free shuttle right from town that was a 5 minute walk from our hotel. If you go to Nantucket, a visit to Cisco is a must. The place has a vibe. If you don’t drink beer, there’s no need to worry, because they also have wine (and frosé!) and Triple 8 distillery with mixed cocktails. Plus, multiple food trucks. There is literally something for everyone. The place was jamming on a late Friday afternoon; the crowd was bachelorette parties, locals, Chads after their rounds of golf, tourists, couples, and everyone in between. We hadn’t eaten since breakfast, so once we secured our first drink (beer for Mr. KK and – you guessed it! – frosé for me), we shared a lobster roll from one of the food trucks. There was live music and OH MY GOODNESS the people watching. That was probably my favorite part.

That night, we had reservations at Dune (which I just now learned has permanently closed, which is so unfortunate because the food was delicious!). We were able to walk to dinner (again, GREAT hotel location) and we were ready to eat! We shared a few appetizers, and I ordered the chicken and Mr. KK ordered the pork tenderloin. Once again, everything was delicious, and the presentation was beautiful. We were seated inside, but it looked like the restaurant had a pretty lively patio as well.


Food coma!
Day 3 in Nantucket
We woke up excited for the day, but also with a little sadness that this was our last full day. We grabbed iced coffees in town and walked to breakfast at Island Kitchen, which was a decent walk to mid-island. We sat outside and enjoyed a few bloodies.

We also walked back to burn off our breakfast burrito and avocado toast, and then spent the day wandering the cobblestone streets, popping into stores, and being tourists. Mr. KK bought more souvenirs for himself on this trip than he has on every other trip we’ve gone on together over the last 25 years.

We were booked on The Endeavor sail boat that afternoon, for a two-hour tour of the harbor. The day was overcast for the most part, but when we sailed out we say some hints of a blue sky. We enjoyed relaxing on the boat as we cruised around Nantucket, dodging yachts and ferries.

We had some time to kill, so we headed back to Jetties Beach for buck-a-shuck oysters from 3-5pm. Talk about a good deal!
Our last dinner was at The Proprietors Bar and Table, or “Props” as the locals call it. The restaurant is in what looks like an old house, and we were seated upstairs. We had a delicious meal (once again) and were talking about how we wish we could just teleport back to the hotel, when the waitress came over to see if we wanted dessert. We said no, and then she reminded me that we were there celebrating my birthday, and I had to have dessert. “I’ll bring you a dessert!” she told me.
Dessert came with a candle, and Mr. KK captured the moment for me.

The dessert was…fine. I’m not a big dessert person, and none of the desserts were really jumping out at me to begin with. We ate a few bites, took this momentous photos, and then both threw in the towel. The biggest surprise was when the bill came. The birthday dessert that the waitress insisted I have and that she “bring me”, was charged to us for $20! No dessert is worth $20, especially one I didn’t really want in the first place.
Day 4 in Nantucket
We were on the 12:30 ferry home, so we had enough time to head out for one last delicious meal on island before heading back to reality.
We chose to eat at Black Eyed Susans and it was delicious! We sat at the counter and were mesmerized watching the cook handle the volume of breakfast orders. With full bellies we headed back to the hotel to pick up our luggage and check out.
We were going to miss The Brant so much! I’m not bougie but I can slip into that lifestyle like it was my job.
I give our Nantucket weekend 10/10 stars. Each thing we did or experienced was so much better than I had imagined it would be. It’s the kind of place you visit once, and you never want to leave…or you can’t wait to come back.
It’s easy to see how so many people come for a short period of time and never end up leaving. I can’t wait to plan a second trip and come back.
(And get more of those Romano beans!)