Boston/Cape Cod
If you know anything about me, you know that I do not play around when it comes to trip itineraries. I want to see every. single. thing. So when I planned a three-day trip through Boston, Cape Cod, and Martha's Vineyard, I knew I was going to make the most of every minute. Buckle up, because this itinerary is jam-packed, perfectly planned, and full of things you have to add to your bucket list.
We flew into Boston around 2pm and spent the rest of the day exploring the city. Our first stop was the Boston Public Garden. We could not have come at a better time—the cherry blossoms and magnolias were in full bloom, and they were absolutely stunning. I’m talking pink petals everywhere, lining the streets, scattered across the park, and adding a magical feel to the whole city. The trees were mostly magnolias, and the way they framed the skyline was unreal. It honestly felt like walking through a floral fairytale.
We also saw the famous Swan Boats, which were so charming and nostalgic. And, I didn’t even know that there’s someone pedaling them! It’s $4.50 for adults and $3.00 for kids, in case you’re interested in going for a ride. While walking through the park, we also saw a ton of squirrels and ducks that came right up to us. They were SO friendly- not what I expected at all. And let’s not forget the vibrant tulips in every color imaginable, all with the city skyline in the background. It was so beautiful and definitely nicer than i thought.
From the Public Garden, we strolled down to the Esplanade. It’s a short, scenic walk right by the water and gives you some really beautiful views of the Charles River.
After soaking it all in and snapping a few photos, we headed to The Chemist Cocktail Bar.
This bar is really cool- it’s like walking into a science lab with craft cocktails. The vibe is modern, moody, and super fun. I tried the ****star martini drink-you know what i’m talking about-which comes with a shot of prosecco on the side. It was fruity and fun, just the way I like it. I also loved the Indigo Night drink. It started out pink when the bartender was making it, and then darkened to a rich indigo once it hit the table. The bartender even torched rosemary on top of it for that added drama. We also tried Muriel’s Lemonade, a nonalcoholic strawberry lemonade that was refreshing.
For food, we got the jumbo chicken skewers, which were flavorful and came with rice and veggies, and the fish and chips, which were crisp and satisfying. Everything was delicious, but the ambiance of the bar really stole the show. It’s cozy but elevated, with comfy seating and little lounge areas that make you want to stay all night.
After dinner and drinks, we explored Downtown Boston for a bit. It gave New York vibes—but way cleaner. I honestly didn’t expect to love Boston as much as I did, but I’m already plotting my return. There’s still SO much I want to do, like visit:
Boston Public Library (absolutely gorgeous interior)
Beacon Hill & Acorn Street (cutest cobblestone street ever)
Seaport District & Fan Pier Park (amazing views, very trendy)
Arnold Arboretum (perfect for plant lovers)
Bunker Hill Monument (history moment!)
Isabella Stewart Gardner Museum (inspired The Goldfinch movie)
Bell in Hand Tavern (oldest bar in America!)
Abigail's Tea Room (Boston Tea Party Museum – super fun & interactive)
That night, we drove to our home base for the rest of the trip: Truro Beach Cottages. We got there late, so we couldn’t really see much, but in the morning? Wow. These cottages are literally steps from the beach and so dreamy. They’re bright, quaint, and full of that laid-back, coastal charm. We had two studio cottages, each with its own kitchen and bathroom. They also have larger units if you're going with a group. Bonus: they provide beach chairs, so you can head right out to the sand. There’s even a deck by the beach where you can grill or lounge.
We started Day 2 by heading into Provincetown, and I fell in love. It’s such a charming little town with art galleries, colorful shops, and a creative, quirky vibe. My favorite shop? The Shell Shop. You already know I love anything beachy, and this place was full of ocean-inspired treasures.
We also walked the Provincetown Causeway, which was such a cool experience. It’s basically a stone jetty that stretches across the water and leads to the very tip of Provincetown. You either walk across the sand around it, or take the jetty itself—which feels like a shortcut through the water. Just be careful with the tides! I’ve never done anything like this before and the drone footage was unreal.
Then came our lunch at Ocean 193, which you can read all about in my separate post here. Spoiler alert: it was phenomenal.
After lunch, we walked around Provincetown a bit more and then visited Race Point Beach for some coastal views before heading to Chatham. Our main goal was to see the seals at the Chatham Pier—but unfortunately, we didn’t catch any. We did hear them though, barking away on the other side of the island! The fisherman told us the seals start coming in May, followed by the sharks. Still, it was worth the visit. We grabbed a lobster roll from the Chatham Pier Fish Market that was stuffed. Like, we literally couldn’t finish it between the two of us. It was buttery, fresh, and delicious.
We also stopped to see the US Coast Guard Station, which had a lighthouse and a navy boat on display. After that, we drove back to Truro, stopping at a few beaches along the way. Each beach had a different personality—some were all sand, some were entirely made of rocks. I kept finding crab claws everywhere, and even saw some tiny baby crabs. Sadly, the only creature that gave us a jump scare was a fox. Yes. A fox. He came out of the forest area and we bolted back to the car.
We wrapped up the night with takeout from Double Dragon Inn in Orleans. I’m not usually a huge Chinese food girlie, but this place? SO good. The garlic sauce on the chicken and broccoli was chef’s kiss, and the lo mein and fried rice were also bomb. I’d totally eat here again next time I’m on the Cape.
Cape Cod Honorable Mentions:
Chatham Main Street (tons of cute local shops!)
Herring Cove Beach (sunset goals)
Cape Cod Canal Bikeway (great for a scenic bike ride)
Truro Vineyards of Cape Cod (wine tasting with a view)
Stay tuned for the next post, because Day 3 was spent on Martha’s Vineyard, and I can’t wait to share everything we did on the island. But seriously, if you're planning a trip to this area—do it all. Go a little overboard- you won’t regret it.
