Have you ever wondered if there is such a thing as a quintessential family vacation? Is there one destination that can satisfy everyone in the family? From the youngest travelers who are happy with a long stretch of beach, a plastic pail, shovel and a double scoop ice cream cone to the more experienced travelers with specific expectations like a pillow-top mattress to make their vacation ideal, is it possible to make the whole crew happy?
The answer is of course, absolutely! Recently my family went to Nantucket, an island that delivered just that. There was something for everyone and everybody left happy, tan and filled with wonderful memories.
Our 6 day adventure began on my absolute favorite mode of travel, the ferry. There is something magical about travel by ship. I don’t know if it is the rhythmic pulse of the waves or that you are simply forced to slow down and take it all in. Somehow crossing the sea allows your mind time to clear its thoughts of the rat race and transition from reality to the adventure that waits at the end of the gangplank. To me, there is just no better start to a vacation.
We set off via slow ferry from Hyannis Port, Massachusetts. Destination… Nantucket. This tiny little island just off the coast of Massachusetts has long been popular with families on the East Coast. There is a little something for even the pickiest of travelers. Me being one of them! Believe me when I say I generally, ok… I ALWAYS, have a giant list of things I want to do, see or experience whenever I am travelling. Sadly, my list is not always in line with the rest of my family. But on this trip I was determined to get everyone on the same page.
Once we arrived and got settled, we wasted no time and headed straight to the beach. The beaches on Nantucket are incredible. There are beaches for every type of activity. We spent most of our time between the two sides of the island. On the surfside, my family most enjoyed body surfing and boogie boarding. The crashing waves made for hours of fun in the surf for the kids and provided an equal amount of time for me to catch up on a novel titled “The Island” by local bestselling author, Elin Hilderbrand. The beaches on the North Shore are just as beautiful. You can collect seashells and driftwood, go kayaking in the calm waters and any myriad of sea, sun and sand activities your imagination can conjure up.
I cannot tell you how much I adore the quaint town of Nantucket. (Interestingly, the name of the main town and the island are the same.) Cobblestone streets are lined with an array of shingle-sided shops. From high end luxury clothing boutiques stocked with the most trendsetting beachwear to stylish home interior shops bursting with unique and unusual nautical décor. Waterfront cafes, bakeries crammed full of freshly baked pastries, quaint book stores and even an original old-fashioned soda fountain with counter service inside a pharmacy, are all within walking distance throughout the bustling hub of the village.
One big requirement for me while on vacation is learning about the history and local flavor. If I can get in a little exercise then that’s even better. So when I found Nantucket Bike Tours, I knew I was on to a good thing. They offered a variety of tours, but when I saw one of the tours ended at a local brewery, well, this was going to be a slam dunk with my husband! Our guide was the owner, Jason. We spent a glorious afternoon pedaling around the island, seeing the local sites, learning about the island’s whaling history and checking out some of the country’s most expensive beachfront homes. Jason was a very friendly guide who clearly has a love for Nantucket and all the history surrounding the island, and it shows. No matter the question, Jason seemed to be a historian on wheels of life on this 48-square mile Atlantic island. Our ride ended at the perfect location after a bike ride on a hot sunny day, the Cisco Brewery. Sipping a frosty artisan brew while listening to live music during happy hour at a lively local brewery on a Nantucket afternoon… well, it just does not get any better than that if you ask me. It was a postcard perfect day.
Nantucket, being an island after all, has unlimited opportunities for boating, sailing and even whale watching excursions. On one gorgeous afternoon, we gathered up our crew and headed off for a sailing adventure. What a treat. The weather conditions were ideal for sailing. Once my 8-year old son laid eyes on the enormous sails on our sailboat, well, let’s just day he was just as happy as a pirate who stumbled upon a lost treasure! The two hour sail familiarized us with Nantucket’s maritime history and gave us an up close view of the beautiful waterfront and beaches. Our captain did not forget about the younger sailors aboard either. The kids kept busy helping the first mate tend to lowering and raising the sails. Between the breathtaking views and the scurrying of kids anxiously awaiting their next task, I am not sure who enjoyed the day more, the kids or the adults.
As we boarded the slow ferry back to Cape Cod with a picnic lunch of gourmet sandwiches to enjoy along the way, I knew I had hit a home run with this vacation. My husband was able to play several rounds of golf at Miacomet Golf Club, an 18-hole links style course perfect for golfers of all abilities. The layout was recently redesigned and the course conditions were great. The greens were fast, but fair, and the fairways were lush yet provided a challenging angle to the greens. The kids enjoyed the sun, sea, sand and seashells, all things VERY important to a make a vacation memorable according to them. And for me, the toughest critic in the group, I found a tiny island steeped in history, a relaxed pace, picture perfect beaches, romantic restaurants, handcrafted local artwork all in the most beautiful natural and authentic setting. We will certainly be back to Nantucket again as it truly is an incredible slice of paradiseis with so much to offer everyone who visits.
My top picks on Nantucket:
Best way to tour the island – www.nantucketbybike.com
Best book store I could get lost in for hours – www.nantucketbookworks.com
Yummiest picnic sandwiches – Provisions in Harbor Square near the wharf
Kid’s favorite toy shop with lots of beautiful wooden toys – www.thetoyboat.com
Bustling old-fashioned soda fountain – Congdon’s Pharmacy Soda Fountain on Main Street
Museum perfect for all ages – The Whaling Museum - www.nha.org/sites
Best place to enjoy a local brew – www.ciscobrewers.com
Perfect way to spend a glorious day sailing the sea – www.endeavorsailing.com
Golf course with spectacular vistas and challenging holes - www.miacometgolf.com
Luxurious island accommodations - www.nantucketislandresorts.com
Christa Hobart is a travel agent with Ocean Summit Travel and is a gypsy at heart. She has an insatiable love of travel and is always planning her next escape. Christa lives in Williamsville, New York and would love to help plan your next getaway to Cape Cod or Nantucket. Christa would love to help you plan your dream vacation.



