People were not kidding when they said Nantucket was one of the cutest places in the world.

Elle, Allie, and I have been looking forward to this trip for months, and were so happy when the weekend finally arrived. I wanted to share our itinerary in case you have plans to travel to Nantucket in the future!
How We Got There
We were debating on doing the 6+ hour drive, but ultimately decided against it. We decided to fly so that we could maximize our time there. My (short, aka around 45 minute) flight to and from Nantucket costed me about $390. Expensive? Yes. Worth it? Also yes.
Flights to Nantucket are seasonal and not many go in and out. Here’s where you can fly from:
- DC
- Boston
- Providence
- Bedford
- Charlotte
- New York (All)
- Westchester
If you drive, there’s a ferry you can board (with your car) and get to the the island. If you fly to Boston, you can also hop on the ferry to Nantucket as well!
Where We Stayed
Again, this was up for debate when we started planning our trip. At first we were looking into some cute Airbnbs. We found a few that were *relatively* affordable, but decided to stay in hotel in town. Since this was our first time to Nantucket, we wanted to be as close to most places as possible. We found Hotel Pippa, a year old property right in the center of the town.
I loved the modern feel of the interior of the hotel even though from the outside it looked like a house. There are two “houses” on the property, and we got a room with a double bed. The ONE downside of our room is that there was a detached bathroom. Yes, meaning we had to go OUTSIDE of our room to get to our bathroom. Luckily, we were aware of this going into booking AND the hotel confirmed with us the week before our arrival. It wasn’t as annoying as I thought it would be, and I didn’t have any awkward encounters with any other guests coming or going from their room. (It seems as though the double bed room is the only room with a detached bath.)
Other than that, I was really pleased with our stay. The staff was super accommodating, everything was clean, the beds were comfortable, and the location was perfect for us.
I know this is probably known, but Nantucket in the summer isn’t the cheapest, so the room for 3 nights came to around ~$620 per person.
Where We Ate
Okay just to be up front, I actually wasn’t thrilled with any of the places we ate, except one. I had super high expectations for the food in Nantucket…and it was kind of a let down.
- Or, The Whale: Allie and I stopped here for brunch while we were waiting for our room to be ready. While I LOVED the interior, I wasn’t crazy about the food – and I only got poached eggs on toast with a side of chorizo.
- Club Car: This was our Saturday brunch reservation…and the menu was…interesting. There wasn’t too much to choose from. I ended up getting the avocado toast with an egg. It was actually pretty good. Small, but good!
- Nautilus
- Cru
What We Did
Honestly, I went into this trip knowing it was most likely going to be a trip where we pretty much take photos the entire time. And that’s really what we did, LOL. I know, it’s a little ridiculous. (Read: Really ridiculous.) But worth all the gorgeous content to share;)
Some other highlights:
- Cute shops/boutiques with unique pieces
- goop store (neutral heaven)
- Sailing on The Endeavor with Jenn and Bob
Spots we missed, but are always recommended:
- Cisco Brewery
- The Chicken Box
- Gazebo
- Downy Flake
Would I Recommend Going
If you’re anything like Elle, then YES, I 100% recommend going. Nantucket is a really cute, preppy beach town. Realistically? What’s not to love? Unless you’re me. Would I go back? Hmm, probably not. While I did enjoy my time there for the most part, I don’t think it’s a spot I’d be DYING to go back to. I’m sorry if that’s disappointing to all my Nantucket lovers…but I wanted to tell the truth!