Provincetown Day Trip Itinerary (from Boston)

If you’re looking for a memorable day trip from Boston, Provincetown offers the ideal mix of charm, history, and seaside fun. Just a 90-minute ferry ride away from the city’s bustling Seaport District, this vibrant coastal town is known for its eclectic spirit, rich history, and picturesque landscapes.

With a day packed full of adventures, delicious food, and beautiful scenery, you’ll leave feeling refreshed and inspired.

How to Get to Provincetown

Your day starts at Boston’s Seaport District. If you’re an early bird, grab a coffee and enjoy the waterfront views before hopping on the 8:30 am fast ferry. Both Bay State Cruise Company and Boston Harbor Cruises offer a smooth, scenic ride across the bay.

As you leave the city skyline behind, you’ll start to feel the Cape Cod vibes kicking in, setting the mood for a great day in Provincetown.

Arrival at MacMillan Pier

By 10:00 am, you’ll arrive at MacMillan Pier. The moment you step off the ferry, you’re greeted by the charm of this place—think colorful boats, the smell of the ocean, and a laid-back atmosphere that instantly puts you in vacation mode.

Breakfast at Portuguese Bakery

 

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First things first: breakfast. Just a short walk from the pier, you’ll find the Provincetown Portuguese Bakery (299 Commercial St.). It’s a local gem, known for its delicious pastries.

I highly recommend trying the pastéis de nata (a creamy custard tart) or malasadas (basically the best doughnut ever). Pair it with a strong coffee, and you’re good to go.

Exploring Commercial Street

Commercial Street is where all the action is. It’s packed with unique shops, cool art galleries, and plenty of seafood spots. The street has a really welcoming vibe, especially if you’re part of the LGBTQ+ community or just love being in a diverse and inclusive place.

Take your time wandering around, people-watching, and checking out the local scene. There’s a lot to see and do, and it’s all super laid-back and easy-going.

Exploring the Cape Cod National Seashore

Next on the list is a fun, one-hour sightseeing trip with Art’s Dune Tours. They’re located at 4 Standish St., and have been doing this for over 75 years—so they definitely know their stuff! You’ll hop into an SUV and head out to the Cape Cod National Seashore.

The dunes here are amazing and go on forever, with sandy hills, patches of beach grass, and views of the Atlantic Ocean popping up now and then. The guide will share some cool stories about the history of the area, the artists who came here for inspiration, and the unique ecosystems that make these dunes so special.

It’s a chill, relaxing ride that’s a nice change from the busy vibe of Commercial Street.

Where to Grab Lunch

After the dune tour, you’re probably going to be pretty hungry. Luckily, Provincetown has a ton of tasty spots to choose from.

Lobster Pot

For the classic Cape Cod experience, head over to the Lobster Pot at 321 Commercial St. You can’t miss it—it’s the place with the big neon sign and awesome waterfront views. They’re famous for their lobster rolls, which are packed with juicy lobster meat and served in a buttery, toasted roll. It’s exactly what you think of when you picture a perfect lobster roll.

Provincetown Brewing Co.

If seafood isn’t your thing, or you’re in the mood for something a little lighter, try Provincetown Brewing Co. at 141 Bradford St. Their Mediterranean grain bowl is loaded with fresh veggies, quinoa, and a zesty dressing. It’s a super tasty, healthy option, and you can pair it with one of their craft beers for a solid meal.

Pilgrim Monument and Provincetown Museum

You can’t leave Provincetown without checking out the Pilgrim Monument and Provincetown Museum. It’s up on High Pole Hill Road, and the monument itself is 252 feet tall, marking where the Mayflower Pilgrims first landed. Climbing up the 116 steps and 60 ramps is a bit of a workout, but the view from the top is totally worth it—you get an incredible look at the town and the ocean.

Late Afternoon – Grab a Bike and Hit the Trails

With the afternoon sun still shining, it’s the perfect time to get moving again. Swing by Provincetown Bike Rentals (136 Bradford St.) and rent a bike. The Province Lands Bike Trail is a favorite—winding through dunes and forests, with chances to spot wildlife and catch some awesome ocean views.

It’s a bit of a workout, but totally worth it, and there are plenty of spots to stop and soak in the scenery.

Which Beach to Hit: Herring Cove or Race Point?

After your ride, cool off at one of Provincetown’s gorgeous beaches. Herring Cove is great if you’re looking for calm waters and a chill vibe. It’s also a prime spot for catching the sunset.

If you’re up for something a little more rugged, Race Point has bigger waves and a more secluded feel. And if you’re feeling adventurous, you can check out Boy Beach—a clothing-optional area that’s perfect if you’re in the mood to embrace nature in a whole new way.

Dinner Time – Mac’s Fish House

 

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As the day winds down, grab dinner at Mac’s Fish House. It’s a great spot to reflect on the day while enjoying some tasty seafood. Whether you’re craving classic fish and chips or something more unique, their menu has got you covered. And don’t worry if you’re not into seafood – they’ve got some delicious vegan options too.

Heading Back on the Ferry

By 7:30 pm, it’s time to catch the ferry back to Boston. You’ll have some time to chill and think about all the cool stuff you did today. The ferry ride is a perfect way to wrap up—fresh sea breeze, the stars above, and just a good chance to relax after a full day.

Final Thoughts

A day trip to Provincetown is like stepping into a different world—one where the pace is slower, the people friendlier, and the air a little fresher. So the next time you’re in Boston with a day to spare, hop on that ferry. You won’t regret it.