Toddling Cape Cod

Toddling Cape Cod The ultimate guide to enjoying Cape Cod with a toddler in every season. Want us to toddle over to your Cape Cod establishment? Send us a message!

09/23/2026

A f*ckin Nor’Easter in the forecast?! Why??????!!!!! Killing the good fall vibes a bit soon don’t you think? We just wanted to see pretty colors, switch to hot coffee, crunch some leaves, enjoy some festivals, and eat apple cider donuts. Is that too much to ask? 😩

Follow for all of the best tips for navigating Cape Cod with littles ☀️🌊🦞👧👦

09/15/2026

We are honestly quite lucky that our favorite beach isn’t Skaket…purely for naming purposes 😅 Feeling proud of this list though because when you have a favorite beach, it’s hard to go anywhere else. We made it to a lot of new to us Cape Cod beaches this summer. Hope to try even more in the future! And if you don’t know which beach we consider to be the best, that probably just means you aren’t following this page and should correct that! 🫶🏼

Did you know we added our pick for “best beach to take little kids” to every town on our toddler/preschooler daily itineraries? Comment ITINERARY and the link to purchase will hit your inbox 💌 Use code SEPTEMBER at checkout for an additional discount.

Follow for all of the best tips for navigating Cape Cod with littles ☀️🌊🦞👧👦

09/06/2026

Cherishing the final steps down the blue path 💙 Can’t believe summer is almost over 😭

Want some fun ideas for where to go during second summer before heading into fall? Comment ITINERARY and the link to purchase our toddler/preschooler daily itineraries will hit your inbox 💌 Use code SEPTEMBER for an additional 20% off!

Follow for all of the best tips for navigating Cape Cod with littles ☀️🌊🦞👧👦

09/03/2026

Pizza, arcade games, mini golf, ice cream, candy, a gift shop…it’s impossible not to have a good time at The Red Barn! Located in Eastham, this is a year-round Cape Cod classic. Just make sure you bring some quarters for the cute little old school rides outside! We also love that they have vegan cheese and a gluten free dough option for their pizzas. This was the perfect stop after our beach day at First Encounter. The best part? Bay won the claw machine…twice! She literally went 2 for 2. She has the most incredible luck with arcade games! Try convincing a kid with that kind of luck that you can’t always get what you want 🙃

When we upgraded our toddler/preschooler itineraries, we made sure to add The Red Barn to our Eastham itinerary because how did we leave it off before?? Comment ITINERARY and the link to purchase will hit your inbox 💌

Follow for all of the best tips for navigating Cape Cod with littles ☀️🌊🦞👧👦

Address

Dennis, MA
02638

Website

Alerts

Be the first to know and let us send you an email when Toddling Cape Cod posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Shortcuts

Share

Category