When you anchor down on Martha’s Vineyard, the possibilities are endless, offering activities for every type of person. I like to think of myself as the adventurous type, so when the crew was thinking about paddle boarding, I jumped right on it. Okay, I may have fallen once or twice, but this is a must-do activity when visiting Martha’s Vineyard.

I was a little nervous because I’ve never done something like this and had no idea how I would be able to stand on a surfboard that is rocking on top of the water. Luckily Cole, our tour guide from Island Spirit Kayak, gave us some instructions and tips before we headed out on the water. The paddle board is actually much wider than a standard surfboard, so when I flopped on to the top, it was sturdier than expected. I climbed to my knees, then gradually to my feet, and before I knew it, I was paddling my way to the center of the pond.


I turned to find my fiancé waist-deep in the pond as his board floated away. Looks like I had the better balance from the start. But the good news was that even Ross could find his balance and master the paddle board with zero experience needed.

Having a guide definitely added to the experience. Cole led the pack, sharing stories about the pond and the incredible mansions that rested on the coastline. According to Cole, President Obama frequents the golf course that could be seen from the water, Spike Lee resided in one of the mansions every summer, flying his New York Yankees flag high in his backyard, and the Chanel Family of Coco Chanel owned an extravagant 12,000-square foot estate that they used for a few weeks in the summer months. It felt like we were in the midst of the A-listers as we paddled our way around the pond.

Maddie Levine/ Townsquare Media
Maddie Levine/ Townsquare Media

Adventure is waiting in Martha’s Vineyard all summer long. Paddle boarding was the highlight of my trip, and for the next one, I think I’ll add jet skis to my itinerary. Check out some exclusive paddle boarding content on the Fun107 Instagram.

Your Guide to a Martha's Vineyard Getaway

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