Prime Time, our flagship vessel located on Raritan Bay, is a Catalina 34, accommodates up to 6 guests...learn to sail, help crew or just relax on a modern sailing sloop.
Charter Sails, LLC
We offer private, captained charters for up to 6 passengers. Our premier locations gives us access to a wide variety of seascapes from the Jersey Shore via Sandy Hook to Lower New York Bay and the Statue of Liberty and now our new location on the Chesapeake Bay.
The premier charter sailing company
serving New York, New Jersey & Maryland
There’s nothing like the peaceful lull of sailing. There’s also nothing like the bounding thrill of sailing. And if taking the helm and learning a bit about sailing interest you, look no further than Charter Sails.
For sailing in New York, New Jersey, or the Chesapeake, Charter Sails is all you need to know. Our experienced captains and top quality fleet of vessels ensure an experience that will last a lifetime.
Our Beautiful Ladies
Prime Time is a 34 foot Catalina sloop, a beautiful choice for intimate evening sails or half day family adventures. Learn to sail charters are available and fun, and you’ll find Prime Time is a dream to sail. Daily excursions depart May to October, and Captain Frank ensures your comfort and offers his services to make your time aboard a trip to remember
PaSHeNS is a Catalina 380 designed to incorporate performance and cruising comfort in one beautiful, responsive sailing vessel. Like all our sailing captains, Capt. Keith is an American Sailing Association (ASA) certified instructor and offers private and group lessons leading to ASA certification. Available for day charters as well as weekend or mid-week excursions to Long Island Sound. Sailing up the East River is an experience not to be missed.
SHARDANA is a brand new 43-foot Sloop (Catalina 425), built in the United States by Catalina Yachts, one of the world’s premier yacht builders. SHARDANA is documented by the United States Coast Guard. She has three staterooms, a full galley, two heads (marine bathrooms), full electronics, air conditioning and heating, and all of its safety equipment exceeds USCG minimum requirements. She is docked in Chesapeake Bay at Osprey Point Marina, 20786 Rock Hall Avenue, Rock Hall, MD. This beautiful, comfortable cruiser is available for day trips as well as longer charters; we can customize an extended cruise just for you.
Westwind is a 30' sports cruiser made by Baha Cruises one of the countries premiere boat builders; she is wide, comfortable and very stable. The ideal vessel for cruising the calm waters of the Navesink and Shrewsbury Rivers as well as the more turbulent waters of New York Bay. Westwind is also fully equipped for private fishing charters.
SKYLARKER is 72' in length with a 20 foot beam. She is an aluminum vessel manufactured in Paterson, Louisiana by the Gulfcraft company in 1995. She is powered by twin turbo 550 horsepower Caterpillar diesel engines. She has ample seating outside as well as in here heated cabin. This is truly an ocean going vessel and is licensed by the US Coast Guard for 49 passengers and 100 miles off shore. Cruising, eco-tours, whale watching and dolphin watching are all possible aboard this beautiful vessel. For you fisherman, she can easily do overnight Canyon tuna trips
54' Mariner is another classic wood vessel. Licensed for up to 42 passengers she is powered by twin diesel engines with a smooth steady ride characteristic of wooden vessels. She can cruise up the Shrewsbury and Navesink Rivers or head north to Lower New York Bay. The perfect vessel for larger family gatherings and celebrations as well a corporate events.
Whether you’re interested in a corporate party or an intimate sailing excursion…if you want to charter a power boat, sailboat or learn to sail, we’re the place for you. We have five beautiful vessels ready to accommodate you and your party..
Make your next occasion a special event you and your guests will never forget.
Rather motor than sail? Need something for a larger group?
A classic wooden boat, MARINER is a 54 foot, twin engine diesel power vessel licensed for up to 40 passengers.
Cash bar on board serving soft drinks, domestic & imported beers and mixed drinks.
Westwind is a comfortable, fast sports cruiser accommodating up to 6 passengers for local river cruises, dock n' dine, trips to New York Bay and the Statue of Liberty and private fishing charters.
SKYLARKER is a 72 foot, Gulfcraft ocean going vessel licensed to carry up to 49 passengers in style and comfort.
Also available for private
ever Thursday evening.
Take the helm and enjoy a true sailing experience aboard this beautiful, spacious, comfortable boat. Your are welcome to pack a picnic basket and BYOB. Complimentary bottled water and soft drinks are served on board.
Cruising on Chesapeake Bay
SHARDANA is a magnificent 43' Catalina docked in Rock Hall, on the eastern shore of Maryland. She is a fully equipped vessel accommodating up to 6 passengers for half day, full day, sunset and overnight/weekend charters.
Customize your charter and sail your way.
PaSHeNS is a 38' Catalina departing from Sandy Hook Bay Marina offering extended sailing charters to
Long Island Sound and beyond.
Also offering day and sunset charters and private sailing lessons.