Take a ride aboard the Virgin Star

The Virgin Star (left) and the sunset view it provides. (Credit: Schuyler Gillispie)

The Virgin Star (left) and the sunset view it provides. (Credit: Schuyler Gillispie)

Just when I thought the North Fork couldn’t get any better, the Virgin Star charter arrived at Preston’s Dock in Greenport. Think adventurous, comfortable and picturesque.

As I boarded the 52 foot trimaran for a sunset sail, I was immediately impressed. Its spacious cockpit and deck seating all offered magnificent views of the Peconic Bay as we sailed towards Shelter Island. Tucked in the embrace of the vessel’s sunning nets, the water breaking beneath me, I oggled the views of the coastline of the Hamptons.

Recently built in Virginia by owners Doug and Alison Jayne, the Virgin Star can carry up to 49 passengers. Doug, the shipwright, served as our captain. Originally from St. Croix, USVI, the Virgin Star is the tenth largest day-sail multi-hull he has built. Alison, Doug’s partner and wife, works in marketing and event management and ensured our evening went smoothly from start to finish.

The Jaynes have over 35 years of experience owning and operating day-sail catamarans and are thrilled to offer sunset and moonlight cruises, private charters as well as daily sails on the East End. After one summer in Newport, Rhode Island, their charter was number 3 of “things to do” on TripAdvisor.

“I think the Greenport market is spectacular. I love this area. I love the sailing here,” Doug said.

During 4th of July weekend, the Virgin Star will run an extended schedule to serve as a viewing platform for the Tall Ships. “Whenever the Tall Ships are sailing, we’ll be out there with them!” Doug exclaimed. They will also offer sails during firework shows.

While the Virgin Star’s home is Preston’s Dock at the south end of Main Street, pickups are also available from Shelter Island, Sag Harbor and Montauk. The Virgin Star offers several different experiences.

“We are doing private charters. People who want to charter the boat can be dropped at restaurants or anchor up for swimming, whatever they please.” Alison said.

As we circled north toward Greenport Harbor, I was greeted with a breathtaking North Fork sunset. From the bow, I spotted a bustling Greenport Village. As I disembarked the boat, I felt fulfilled. After living on the East End for my entire life, riding aboard the Virgin Star with the Jaynes was one of the best experiences I’ve had.

Prices range from $45 per person for an hour and a half daytime sail to $55 per person for a two hour sunset sail. Children ages 7-12 sail for half price and those under six sail free. The Jaynes encourage guests to bring their own food and beverage, but catering options are also available.
The Virgin Star is running charters through the end of August. To treat yourself to a sail on the Peconic Bay this summer aboard this incredible vessel visit sailvirginstar.com.