Martha's Vineyard Schedules

Our Family Trip on the Cape and “Around the Sound”

If you’re looking for a fun-filled family vacation full of summer vibes then look no further.

This is a Hy-Line trip you’ll want to take notes for! Follow Briana D’Andrea as she boards the Grey Lady and sets sail from Cape Cod to Nantucket and Martha’s Vineyard for a fun day “Around the Sound,” for

Briana and her two kids

I can almost hear the words in my ear. Billy Joel singing “Noreaster Alexa.” You know the part where he says he had chartered a course to the Vineyard, but tonight he is Nantucket bound? I can now really connect with that verse, after taking a visit to the Cape this summer with my family for the Fourth of July. It’s been a tradition of ours to explore a new destination and there’s something really special about that part of world. Perhaps it’s the easy breeze that hits your face coming off the coast, the back and forth rocking of sailboats on the docks or the sound of the seagulls chirping by, but one things for sure…no visit is complete without a trip to the cape’s neighboring islands…Nantucket, otherwise known as “The Grey Lady,” or The Vineyard you know…Martha’s?

A parkThat’s where Hy-Line Cruises came in to play. Their staff, especially Ruth were so incredibly helpful with customizing a perfect trip for our little family. With a fleet of ships and an array of excursions to choose from, you can’t go wrong with the adventures they offer. We settled on a trip “Around the Sound,” and what an adventure it was!




Hy-Line's fast ferry

We departed Hyannis at 8:30a, quite literally ‘Nantucket bound,’ aboard the aptly named Grey Lady! The ship has sightseeing decks, a snack bar, bathrooms and plenty of room to stretch your legs both inside and outside on their rooftop decks. We made sure to arrive 45 minutes before departure and just before we loaded up, we grabbed a quick bite at their amazing onsite restaurant, “The Landing Cafe.” Whether you’re a breakfast person or lunch is more your thing, there’s something for everyone! The kids split a bagel with cream cheese and a fresh fruit smoothie and the hubby and I had a quiche and an egg, cheese and bacon English muffin. Everything was fresh and the staff were super helpful and sweet. Highly recommend their grab and go section of salads and wraps too, in case you wanted to do a picnic on one of the islands. Next time I’m snagging a freshly baked popover! Yum!

Playing games while on our ferry

ALL ABOARD! We were off! While the kids played patty cake (we had a nice chat about this trip being a little bit of work time for mommy, so they were on their best behavior! Lol) Michael and I honed in on exactly what we wanted to accomplish while on the islands. It took about an hour or so to get to our first destination and thanks to to all the health protocols put in place, it was a stress-free and relaxing little trip.





Enjoying the sun on the Cape

Once docked, it was like we were transported to another dimension. Don’t get me wrong the Cape is great, but Nantucket? It has just a je ne sais quoi. Think hydrangea blooms, cobblestoned streets, gray shingled little cottages dating back to the 19th century, yachts along the dock, a beach for the kids to play (aptly named “Children’s Beach”) and the list goes on. The town was founded in 1641 and while most of the island is accessible by bike or foot, you can ship your car over for a small fortune. From little boutiques to cafes and hidden vias, this island is much like Palm Beach (my favorite local place), only with a much richer history. The fact that Beautycounter and Lilly Pulitzer have some real estate on the island didn’t hurt either, and the people who come to summer there year after year are some of the friendliest you’ll ever meet.



Martha's Vineyard High Speed ferry

After some incredible seaside views and quick cat nap, we were on our way to Martha’s Vineyard. The vibe there was a tad different than Nantucket, more of a laid back flip-flops and beer kind of energy versus the oysters and champagne. (Both great in my opinion).

We made our way over to a local ice cream shop where the hubby and I shared a coffee and Oreo ice cream and an iced coffee and the kids landed on rainbow sherbet and mint chocolate chip.








Gingerbread homes in Martha's Vineyard

We meandered our way over to the historic Gingerbread District, a real sight to see! Painted in shades of sky blue and peach cobbler, these whimsical homes stem back more than 150 years to 1826. Each one more darling than the next, in an array of colors with their own themes and names. Almost like a real life Disney World. We saw one for sale and just might make an offer! Lol

Once we snapped out of it, we skipped back down to the beach (where jaws was filmed), passing the world’s oldest carousel and let the kids take a quick dip to cool off. (We told them the Jaws tidbit after the fact! lol) They guzzled down some fresh fried cod, before boarding the ship back to our home base on the Cape at the Anchor In.

As I write this, it was such a dream come true to be able to make those memories with my family, an experience most definitely worth while and one I would highly recommend thanks to Hy-Line Cruises. Hy-Line makes it easy to travel with your family to create memories that will last a lifetime. We will definitely be back someday.

  • -Briana D’Andrea

Be sure to check out Briana D’Andrea on Instagram and her blog,, for all of the other photos from her trip! We were so happy to sponsor her day, and enable her family to make amazing memories on Nantucket and Martha’s Vineyard. For more information about going Around the Sound with Hy-Line, click here..

Leave a Reply

Where would you like to go?

0 adults
0 adults

Passenger Details