Sail some of the challenging courses of the Nantucket Race Week or the Opera House Cup held off the coast of Nantucket. These races are some of the most prestigious and exhilarating regattas in place In New England. Drawing sailors in from all around the world. Being in this area at the same time as these regattas are underway is the perfect way to meet inspiring people, getting to know them over a refreshing drink and some fresh oysters.
Or try your hand at sailing the course of the nearby Vineyard Cup. Featuring over 100 yachts and a full slate of races over three days, this event has quickly become New England’s premier regattas fit for a number of different classes of boats and contestants.
After a day of navigating the complex course, spend a day in the natural splendour of Nantucket. Swim in the Sound, hike through the carefully conserved island and try your hand at windsurfing and paddleboarding off the coast.
Finish your New England experience in the stunning Hamptons. Visit the Shinnecock Reservation and cultural centre. Nestled in the heart of The Hamptons, the reservation belongs to a 1,000 plus Native American Shinnecock population and it is an ideal place to learn about Shinnecock culture, crafts, and history.
In the afternoon, visit one of the most beautiful and extensive vineyards in the Hamptons. The vineyard offers a huge selection of award-winning vintages. Take a walking tour through the vines before enjoying private wine tasting paired with delicious cheeses.
Spend a day on one of The Hamptons’ long white sandy beaches and learn to surf in the region’s consistent waves. Whether you are looking to learn to kiteboard, windsurf, stand up paddleboard, or simply surf the waves, there is no shortage of watersports to keep you busy on these stunning and expansive beaches. Keep yourself energised and fuelled with a wild picnic lunch organised by your onboard crew. From the Hamptons, you will make your way west to New York where you can begin your journey home.