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EXPERIENCE THE BEAUTY OF LONG ISLAND'S
HISTORIC GOLD COAST

 Situated in the heart of Long Island's Gold Coast, just 30 miles from Manhattan, Oyster Bay Harbor's natural beauty affords visitors a temporary respite from bustling city life. Oyster Bay is known for its spectacular sunsets, diverse wildlife, and the impressive estates that line the bay. 

Oyster Bay is home to former U.S. President Theodore Roosevelt and is currently the only source of traditionally farmed oysters from Long Island, providing up to 90% of all the oysters harvested in New York State!  

NYC Sunset Sail

SAIL IN COMFORT

You'll sail aboard the sailing yacht WINDSWEPT, a meticulously kept Jeanneau Sun Odyssey 36i featuring a spacious shaded cockpit and a secured deck. WINDSWEPT is professionally maintained and equipped with modern electronics and USCG approved safety gear. Whether you are celebrating a special occasion, interested in learning to sail, or planning a client outing, your time aboard WINDSWEPT will be both memorable and enjoyable!

Jeanneau 36i port side landscape.JPG

S/V  W I N D S W E P T

2012 Jeanneau 36i

Long Island Private Sunset Charter

GETTING TO THE BOAT

WINDSWEPT is moored in Oyster Bay Harbor, on the North Shore of Long Island. Upon booking, directions to the boat will provided in your confirmation e-mail. For those traveling from New York City, the marina is steps away from the Oyster Bay LIRR station or a 20-minute Uber ride from the Hicksville LIRR station. 

Oyster Bay has quite a few local attractions, restaurants, and bars that you may want to consider before or after your charter, many of which are in walking distance of the marina! 

CAPTAIN JONATHAN

Owner/Operator, USCG Licensed OUPV Captain

Jonathan is a lifelong sailor and U.S. Coast Guard licensed charter boat captain with decades of cruising, offshore and racing experience.  A Long Island native, Jonathan was taught to sail at an early age by his parents, who were avid sailors. Growing up, his summers were spent on the water sailing harbor to harbor on Long Island Sound.

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Sailing Lessons Long Island
Long Island Sailboat Rental

FREQUENTLY ASKED QUESTIONS

WHAT IS THE MAXIMUM NUMBER OF PEOPLE ALLOWED PER CHARTER?

Your party can include up to 6 guests. Children are included in this limit, which is set by the U.S. Coast Guard for this type of charter and strictly enforced.

WHAT SHOULD WE BRING ON THE BOAT?

Your charter includes bottled water and a variety of soft drinks. You are welcome to bring your own food and beverages, including alcohol. We also encourage you to bring sunscreen. Shoes with non-marking soles are permitted (no shoes preferred). Pack a bathing suit and towel if you'd like to go swimming!

CAN WE CUSTOMIZE OUR EXPERIENCE?

Absolutely - in fact we would encourage you to! Call us to discuss the experience you envision and we will do our absolute best to accommodate! 

WHAT ARE THE SAILING CREDENTIALS OF YOUR CAPTAINS?

All of our Captains are licensed by the U.S. Coast Guard to operate sailing vessels up to 100 gross tons and have years of sailing experience.

I TEND TO GET SEASICK - SHOULD I BE WORRIED?

Oyster Bay is protected and typically very calm, even on windy days! That said, seasickness medication is carried onboard and can be taken proactively if you are concerned about getting seasick.

WHAT HAPPENS IF THERE IS BAD WEATHER?

Summer weather on Long Island can be uncooperative at times. While we cannot guarantee perfect weather for every charter, you are able to reschedule your charter at no cost if the forecast  is calling for >40% of rain during the hours of your charter, heavy winds or lightning. In the event that we cannot find a date that works for your group, we will gladly issue a full refund.

WHAT IS YOUR CANCELLATION POLICY?

You may cancel or reschedule your charter at no cost up to 10 days prior to the scheduled date. If you cancel within 10 days and are unable to reschedule, you will receive a full refund minus your initial deposit.

CAN WE BRING A COOLER?

Absolutely, as long as it is a soft cooler!  Hard coolers can damage the deck when they are moved. WINDSWEPT is equipped with a medium sized Yeti soft cooler that you are welcome to use. The boat also has onboard refrigeration.

Sunset Charter - Oyster Bay

“My husband and I booked a 3 hour sunset charter while on vacation in NY and were blown away by the natural beauty of Oyster Bay Harbor. Jonathan was a great captain - attentive and welcoming - he even taught us the basics of how to sail! The boat was beautiful - luxurious and comfortable. This experience was the highlight of our vacation and we would not hesitate to book again! 

- G. Moreira

Weekend Private Charter Long Island Oyster Bay

CONTACT US

Thanks for your inquiry! We will respond shortly!

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SAILING SEASON & HOURS

All Hours Subject To Weather

May 13th - May 31st

Monday - Friday: 5:30 pm -  9 pm

Saturday - Sunday: 9 am - 9 pm

June - August 

Monday - Friday: 5:30 pm - 12 am 

Saturday - Sunday: 9 am - 12 am

September

Tuesday - Friday: 5:30 pm - 10 pm

Saturday - Sunday: 9 am - 10 pm

October

Tuesday - Friday: 5:30 pm - 10 pm 

Saturday - Sunday: 9 am - 8 pm

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