Weekend Getaway: Cape Cod

cape cod

Life can get crazy… Two of my dear friends, Ying & Therese, and I went on a girls’ trip to NYC and had such a great time that we decided to make it an annual thing! That was back in 2013 and our second “annual” girls’ trip happened last year in 2017… But that didn’t stop us from our next trip! We picked a place none of us had been before – Cape Cod! – found a weekend that we could all get away, and we went! We booked our plane tickets, a car, and a place to stay, then we didn’t actually plan what we wanted to do when we arrived in Cape Cod… Why? Because life can get crazy!

Cape Cod: a weekend getaway

Despite our lack of planning beforehand, and with the help of smart phones, travel apps, and our sweet Airbnb hostess, we had an awesome time in Cape Cod last May!!

We went early May, before the actual spring season started, so the weather was a little chilly and rainy. We flew from Dallas to Boston and rented a car to drive down to The Cape, as the locals called it, which is about an hour drive – no big deal for us Texans (it can take that long to drive to work in the morning!).

Day 1: Orleans & Chatham

We landed in Boston and grabbed our luggage and rental car as quick as we could and headed down to The Cape! I was a little worried about driving in Boston traffic, but it really wasn’t bad. All I know is, I’m glad I learned how to drive in Houston!

First thing on our list when we got to Orleans (where we found the cutest Airbnb to rent), was lunch! And as I said, we hadn’t made it to the planning-out-the-details stage of our trip planning before leaving, so we utilized our smartphone and apps like Yelp, TripAdvisor, and Pinterest!! We happened upon Hot Chocolate Sparrow, which offers soups, sandwiches, coffee, and all kinds of dessert.

After lunch, we settled in at our Airbnb hosted by the super sweet Diana and Greg! This apartment is so cute and South Orleans is a great central location. There’s even a path to a private beach! Diana gave us lots of recommendations on restaurants and things to do during our stay!

cape cod, ma

chatham, ma

On our first night, we went to Chatham on the recommendation of our hostess. Chatham is about 15 minutes from South Orleans. We got to see our first of many lighthouses on the trip – Chatham Light. It overlooks a beautiful view of the Atlantic Ocean.

view from chatham light

We had dinner at Bistro on Main for the first of many seafood meals. I tried the scallops and they were delicious! The shops in Chatham closed by the time we got there, but downtown was so quaint.


Day 2: Truro & Provincetown

On more recommendations from our hostess, we decided to check out Truro Winery on our way to Provincetown, or P-town, at the tip of The Cape. Ptown is about 45 minutes from South Orleans. But first, coffee and pastries from PB Boulangerie Bistro in Wellfleet. The Boulangerie is a very cute bistro and the pastries were delicious. After breakfast, we made our way to Truro. The Winery was charming and we made it just in time for the next wine tasting!

truro, ma

The lovely people at the winery told us about some things to do nearby and one was to visit Highland Light, Cape Cod’s first lighthouse, on the National Seashore. This is not the original lighthouse, but it is the oldest and tallest lighthouse on Cape Cod. This one was erected in 1857, replacing two earlier towers that had been built in 1797 and 1831. Also, the lighthouse was actually moved west to the current location due to fear of it falling off the cliff due to beach erosion.

cape cod lighthouse

cape cod

After Truro, we were off to P-town! It was a Saturday so it was a little busy, but we were able to find free parking on a side street that was about a 10 minute walk to downtown. While walking, we asked a lady, who we thought to be local, where a good place would be for a lobster roll and she suggested The Lobster Pot. We tried the lobster roll, which was decent, but what’s fun about this restaurant is that it’s on the beach and you can see the ocean from the dining room. Also, the front of the restaurant is pretty cute with it’s neon lobster sign!

After lunch we walked along the main street to check out the shops and things. We came across the Happy Camper, which offers coffee, donuts, ice cream, and a vibrant atmosphere. I had the cat-shaped donut because I’m a cat lady, haha! We chatted with the guy working the counter and he mentioned that The Canteen next door was their sister restaurant and has a great lobster. Since we had just eaten, we passed on another lobster roll and went shopping for souvenirs at Cuffy’s of Cape Cod. We found some cute t-shirts and postcards to remember the trip by!

There’s a reason I mentioned The Canteen and the fact that we skipped eating there… So, after we’d seen Ptown, we headed back to Orleans to figure out what to do for dinner and plan the next day’s itinerary. Well, I had found this article of The 37 Best Foods to Eat on Cape Cod via Pinterest, which we had briefly looked at it on the plane, but decided to consult again. Guess what we found!? The #2 food was a Lobster Roll at The Canteen!! At this point, we’re probably halfway back to our apartment, but we all decided that we should go back to Ptown and try this lobster roll. And we’re so glad we did!!

ptown, ma

Day 3: Falmouth & Eastham

falmouth, ma

We decided to go to Falmouth on Sunday because several restaurants there listed in the the article. Falmouth is about an hour from South Orleans. First stop was to try The Pickle Jar, but it was quite crowded and we were pretty hungry. We opted to try The Quarterdeck’s lobster roll, which was good because of the Portuguese bread.

Main Street in Falmouth is what I imagine Stars Hollow to be (I have yet to visit Connecticut, but the town that inspired Stars Hollow is on my list!). It’s just so New England-y, I can’t even describe it.

After walking off our lunch a little bit, we stopped by Ben & Bill’s Chocolate Emporium to try the lobster ice cream, made with real chunks of lobster (#25). This was more for the novelty of it because let’s be real, lobster ice cream? We also stopped by Maison Villatte to pick up some delicious french pastries for breakfast the next morning. They were out of the almond croissant (#7), but the chocolate croissants were excellent!

To break up our foodie tour, we ventured to the coast to see Nobska Light. The road to the light house is winding and we came around a curve and there it was perched on the coast. This was my favorite light house of the trip.

falmouth, ma

falmouth, ma

Before we left Falmouth we had to try #1 on the list. Bacon and scallop pizza from Simply Divine and it definitely deserves the top spot!

We headed back to Orleans after Falmouth, but stopped in Mashpee (what a name!) to try #18, french onion soup from Bleu. Then we decided to check out Eastham’s Nauset Light.


nauset beach

Day 4: Boston

Our last day had us up early and headed back to Boston for our flight home. But we had a little time to kill, so we fit in a few sights and a quick bite in Boston. We took a quick stroll through the park at Boston Common. Then walked part of the Freedom Trail to find a restaurant we found on Yelp. Sadly, it  was too busy for us to wait, so we settled on the place next door. And finally, we stopped by Flour Bakery to try some Boston cream pie before heading to the airport.

boston, ma

It was a whirlwind weekend filled with great friends, fresh seafood, and beautiful lighthouses and ocean views. We highly recommend Cape Cod!

*not mentioned: were the indcredibly fresh oysters that we tried almost everywhere we went!*

Also, the cherry trees are gorgeous!

cape cod itinerary

What trips to do you have planned this year? Let us know in the comments! Also, check out our What’s Your Packing Style post here.