Top Cape Cod Day Trips

5 Must Go Day Trips while Visiting Cape Cod

Top Cape Cod Day Trips
As you may know I grew up on Cape Cod and moved away after college. Thankfully, I still have lots of family there, including my parents, so every summer we can leave the heat of Texas and have a great summer vacation on Cape Cod. In my opinion, Cape Cod is one of the best spots for a summer vacation with family! While visiting Cape Cod you can head to the beach each day or go exploring on a number of day trips! Every summer while we are visiting, we try to get out and do lots of fun things with Lennox. Many of these Cape Cod day trips, Kyle has never done either – and I love letting them experience everything that was “my normal” growing up.
So onto the list.

Top 5 Must Go Day Trips while Visiting Cape Cod

1. Spend the Day in Chatham

Chatham is where I grew up and still call “home”. I never realized how much I enjoyed it, until I left! Chatham has one of the best downtown/main streets on the cape – surrounded by beach.

Chatham Lighthouse, Chatham Cape Cod, MA - click to read more about Chatham

Chatham Lighthouse, Chatham Cape Cod, MA – click to read more about Chatham

It is full of gift shops, art galleries, restaurants, ice cream shops, candy stores and centered around a large park (Kate Gould Park) where you will find the Whit Tileston Band Stand for Friday night free band concerts all summer (An awesome family event!)

Chatham Band Concert - Free family event in Chatham during the summer months

Chatham Band Concert – Free family event in Chatham during the summer months

It has a wide range of gift shops, inns, restaurants, art galleries and candy /ice cream shops. There is also a large park int he middle of it, where you will find the Chatham Band stand and Chatham Band Concert on Friday nights during the summer.It has a history unlike others and you will hear plenty about the Chatham Break!

Chatham Break - Chatham, Cape Cod, MA - Learn more about the break by clicking this image.

Chatham Break – Chatham, Cape Cod, MA – Learn more about the break by clicking the image above.

2. Spend the Day in Provincetown

Provincetown, better known as P-Town is probably the most unique spot on Cape Cod. It may not be what you are expecting when heading to Cape Cod but it is one of the best things to do. I consider this a day trip, because there is so much to do and unless you are staying very close by – it is a little bit of a drive.

Commerce Street, Provincetown Cape Cod Massachusetts. Click to read more

Commercial Street, Provincetown Cape Cod Massachusetts. Click to read more

There are many things to do while visiting Provincetown. Stroll along Commercial Street, exploring all of the unique shops and restaurants. This street is NOT a pedestrian street – but it mine as well be during the summer! People watching is always fun in Provincetown as well, since the crowd is very diverse. Climb the steps to the top of Pilgrim Monument as well. This is fun with a family – as long as they like to climb stairs, I loved to do this as a kid. Another GREAT activity to do is to head out on the Dolphin Fleet for a whale watch. Whale watches are so much fun – I have been on many and if you never have, it really is a #1 must do! Whales are amazing creatures.

Whale Watch out of Provincetown, Cape Cod Massachusetts. Click to see more pictures from our whale watch.

Whale Watch out of Provincetown, Cape Cod Massachusetts. Click to see more pictures from our whale watch.

3. Day Trip to Martha’s Vineyard: Take the Ferry!

Martha’s Vineyard is a great island and a great day trip from anywhere on cape cod! You can take the Steamship Authority Ferry over to the Island, which is one of my favorite things to do. You have the option of coming into the ports of Oaks Bluff or Vineyard Haven. Vineyard Haven is where most residence come into, and closer to the popular town of Edgartown, but Oaks Bluff is the more tourist friendly. If you are heading over for the first time – I would recommend taking the ferry into Oaks Bluff!

A Day Trip to Martha's Vineyard - Oaks Bluff, Martha's Vineyard, Cape Cod, MA

A Day Trip to Martha’s Vineyard – Oaks Bluff, Martha’s Vineyard, Cape Cod, MA – click to read more

Oaks Bluff is a sea side town with many shops, restaurants, beaches, the best ice cream shop (Mad Martha’s), unique homes and my favorite, the Flying Horse! The Flying Horse is the Oldest Carousel in America!

If you only do one thing while in Oaks Bluff – make sure you walk through the Gingerbread Village – a neighborhood of over 300 gingerbread style cottages that were built in the mid 1800′s and used as a Methodist camp.

Oaks Bluff Gingerbread Cottages

Gingerbread Cottages, Oaks Bluff – Martha’s Vineyard – Cape Cod, MA – Click to read more

4. Day Trip to Nantucket

Nantucket is the other Island in Cape & Islands. In my opinion, it has a much prettier downtown and more history, but not as many family friendly things to do. It is a smaller area, that is great for an adult trip or beach trip. Enjoy the cobblestone streets downtown, rent (or bring) a bike and ride around town. The town is full of delicious food, beautiful accommodations and vast open beaches.

Nantucket Lighthouse - View from Ferry

Nantucket Lighthouse – View from Ferry

While downtown, make sure to visit the Whaling Museum to learn so much history about the Island and the whaling industry. You may hear of a familiar name – Moby Dick!

Whaling Museum of Nantucket

46-ft skeleton of a Sperm Whale at the Whaling Museum of Nantucket

5. Red Sox Game at Fenway

It isn’t hard to head to Boston for the day to check out the sites of Boston or even just head to a Red Sox games at the best ball park in America – Fenway Park!

Boston Red Sox, Fenway Park

Fenway Park, Boston Red Sox

I love Fenway – it is so fun to go to a game there and so different from any other ball park I have been to. Make sure to arrive early to experience Yawkey Way, have a Remdawg and check out the Green Monstah! If you have time and the Red Sox are in town, you have to go!

David Ortiz - Boston Red Sox, Fenway Park

David Ortiz – Boston Red Sox, Fenway Park

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5 thoughts on “5 Must Go Day Trips while Visiting Cape Cod

  1. May Lynn Mahler

    Thank you for sharing this info! We’ve never been to this part of the country but someday God-willing want to so this is definitely going on the list!

    Reply

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