Family-Friendly Boating Escapes

Ah, summer—the time when our boat sets sail for family adventures, and the whole crew is ready for another round of unforgettable memories. Each year, we load up with anticipation for the next wave of boat trips—some familiar favorites, others new gems on the horizon. And while our kids might not remember every town we docked in or marina we passed, one thing’s for sure: they’ll never forget the moments that made the trip special.

From climbing lighthouse towers to riding water taxis to the local ice cream stand, these moments are the stuff of legend in our family. The beauty of each voyage lies not in the places, but in the experiences that stitch them together—a first-time cannonball contest at a marina pool or a day spent getting lost in the history of a sleepy harbor town.

When it comes to planning our next boating getaway, one rule stands above all: the destination must be family friendly. We want a place where everyone, from the youngest sailor to the old salts, can have their fill of fun. It’s not just about cruising—it’s about cruising to places that cater to everyone’s sense of adventure.

Marinas That Do More Than Dock Your Boat

Let’s be real: these days, marinas aren’t just pit stops for your boat—they’re vacation destinations in themselves. Imagine a place where your kids can cannonball into a giant pool while you sip a cold drink by the poolside, tennis rackets in hand, or enjoy a leisurely meal without leaving the docks. That’s the beauty of full-service marinas. Some offer everything from bike rentals and shuttle rides to nearby towns to hosting family-friendly events like movie nights, live music, and water slide races.

But don’t just show up and assume everything is included—check in advance about amenities and the special perks for transients. After all, you deserve to get in on the action too! Trust me, some marinas throw the best family fun days with free food and games (yes, even for transients). Make sure to book your slip ahead of time, especially during those prime summer weekends.

History Class is in Session: Waterfront Towns with Stories to Tell

There’s something magical about docking in a waterfront town that has stories to tell. Whether it’s a bustling port or a sleepy fishing village, each place has its own unique charm—and many of them are best explored by boat. We’ve docked in some famous coastal towns and also discovered hidden gems off the beaten path, places where history isn’t just a part of the town’s past but something you can feel on every cobblestone street.

One of our favorite pastimes is exploring local history, and there’s no better classroom than the waterfront. Your kids can learn about old lighthouses, military forts, and centuries-old traditions with just a short walk from the marina. And if there’s a lighthouse nearby, you have to climb it. Sure, you might need to conquer a bit of vertigo, but the view (and the bragging rights) are totally worth it.

Sandbars: The Perfect Place to Drop the Hook

Sometimes, the best boating days are the simplest ones—just you, the boat, and a quiet cove where you can drop the anchor and let time drift by. Sure, we all have our favorite anchorages, but every so often, it’s fun to shake things up and try a new spot. Think peaceful shores, calm waters, and a chance for the kids to explore while you kick back and relax.

When anchoring with little ones, avoid those party coves and opt for more serene spots where everyone can unwind without the noise. These quieter anchorages are perfect for fishing, water toys, and spending quality family time. We’ve learned that some of the best moments happen at these peaceful hideaways, whether it’s a treasure hunt along the shoreline or just relaxing under the stars.

No Matter Where You Go, the Memories Stick with You

The best part of every family boating trip is that no matter where we drop anchor or dock, the memories stay with us long after the boat is back in its slip. Each summer offers a new chapter in your family's story, so get ready to make some waves with your own crew!

Need more inspiration? Read about the adventures of our Boston Whaler boat owner families:

• The Potter Family - A lifelong boater shares how her family’s fondness for Boston Whaler has spanned generations and sparked countless memories.

• For the sports-loving Zawaski family, owning a 210 Montauk has put them ahead of the game.