Two years ago, Chip and I went to Nantucket so he could attend a finance conference. A few weeks ago, we made the trek back to Massachusetts for him to attend once more. I had always hoped we would get to go another time, so I was so excited when Chip was able to sign up for this conference again. The last time we went to Nantucket, we spent a quick night in Boston before leaving for the island in the morning. This time, we knew we wanted more time in Boston since we had so much fun there during our family trip for Alex’s college graduation a couple of years ago. So after an early morning flight out of San Antonio, we got into Boston in the afternoon.
We took an uber to the Boxer Hotel, dropped off our stuff, and walked to the North End. Y’all. The North End is my waist line’s BFF and worst enemy all at the same time. You can pick any street and find half a dozen delicious Italian restaurants. We knew we wanted to have dinner at Regina Pizzeria, but as we were walking around we decided to try to go to Neptune Oyster for appetizers. We had tried to get into Neptune Oyster the last time we were in Boston, but each time there was a solid three-hour wait. We thought that by showing up at 4:00 on a Thursday afternoon, it would be easier to get a table. Even then, we had a 45-minute wait but we didn’t mind at all.
We decided to walk around while we waited for our table and realized there was an adorable hat store just next door called Salmagundi. Lesson to all other retailers: this is how you do customer service. The staff was incredibly friendly and not pushy at all. We had been in the store for just a couple of minutes, slightly overwhelmed by the amount of hats they had, when one of the girls offered to try a hat out on me (bless her heart, she thought my Lopez melon head was a small. Ha!). After another seven or eight hats, I found a great floppy hat at an awesome price. We walked to a few other stores before making our way back to Neptune Oyster where we were seated shortly thereafter. I can see why people wait for hours for a table here. We each had a great drink, Chip ordered the best lobster roll we’ve ever had, and I ordered some mussels. So. Good.
We then walked a couple of blocks over to Regina Pizzeria. After reading some great TripAdvisor reviews (particularly this one), we were really looking forward to some authentic pizza. There was a short line outside the restaurant, which gave us enough time to check Facebook and see that our good friends Jeff and Megan were also in Boston. Talk about an awesome coincidence! We gave them a quick call and made plans to meet up for drinks after dinner. We were soon seated inside and couldn’t get over how authentically Boston this place was. It’s been around since 1926 and I doubt many changes have been made at all inside the restaurant. There were families everywhere, lots of shouting, and a group of retired firefighters just behind us. It was the best! And the pizza was totally worth the hype. Yum.
On our walk back to our hotel, we stopped by Mike’s Pastry. It should be illegal to be in Boston and not go to Mike’s Pastry for some cannolis. Be ready though, they only accept cash. Chip and I each picked out a couple of cannolis and ate them at the hotel while we waited for our uber to pick us up and take us to meet up with Jeff and Megan. We had such a great time catching up with them over drinks at City Bar!
Friday morning, we went to the Thinking Cup for breakfast. It was a different location from the one we went to last time and they seemed to have a larger breakfast menu. Chip had some super fancy oatmeal and I had their version of a breakfast burrito, which was more of a wrap but incredibly delicious. After breakfast, we checked out of our hotel and got a ride to the airport. From there, we caught a bus to Hyannis where we would be taking the ferry to Nantucket. More to come!