sailing tours
We are pleased to welcome you on board Guppy, our beautiful sailboat, for a private tour of New York Harbor or Long Island Sound. We have four tour packages along with a custom option to build an experience all your own. You’re welcome to bring food, drinks, and music on board, so pack a picnic, create your favorite playlist, and pop open the bubbly! We can wait to show you all the hidden gems the city and sea have to offer.
Long Island Sound Cruise $600
Explore the natural splendor of the Long Island Sound on this 4 hour tour. You’re welcome to go swimming in one of Captain Jay’s favorite spots off shore or simply relax and enjoy the beauty of the bay.
4 Hour cruise
Up to 6 people
Fully attended sailboat, with a US Coast Guard licensed captain who is First Aid and CPR certified
Begin your cruise at Town Dock in Port Washington, Long Island
Day sails between 10:00-5:30
Long Island Sunset Cruise $700
Explore the natural splendor of the Long Island Sound on this stunning evening tour. Perfect for the romantic in all of us, take in the beautiful surrounding nature as the sun goes down! Please note the actual sunset times vary by the time of year, however all sunset sails depart at 6:30.
2.5 Hour Cruise
Up to 6 people
Fully attended sailboat, with a US Coast Guard licensed captain who is First Aid and CPR certified
Sunset cruises start at 6:30
Liberty Harbor Cruise $700
Come aboard to see some of the famous sites in New York like Ellis Island, the Statue of Liberty, and the great Manhattan skyline! This is perfect for anyone new to the city or even residents who want to see their home from a different perspective.
4 Hour cruise
Up to 6 people
Fully attended sailboat, with a US Coast Guard licensed captain who is First Aid and CPR certified
Begin your cruise at Liberty Harbor in Jersey City
Day sails between 10:00-5:30
Brooklyn or Manhattan Cruise $750
Perfect for those that don’t want to leave the city, we’ll meet right in Brooklyn or, for an added $50, you can also choose to meet us in Manhattan. We’ll see the famous sites of New York like the Statue of Liberty, the Brooklyn Bridge, and the beautiful Manhattan skyline on this remarkable cruise around Manhattan. This cruise is best for those that want to see the sites New York is famous for!
4 Hour Cruise
Up to 6 people
Fully attended sailboat, with a US Coast Guard licensed captain who is First Aid and CPR certified
Begin your cruise at Pier 5 in Brooklyn or Pier 25 in Manhattan (add $50)
Day sails between 10:00-5:30
Brooklyn or Manhattan Sunset Cruise $850
We will cruise around beautiful Manhattan to see some of the famous sites like the Statue of Liberty, the Brooklyn Bridge, and the Manhattan skyline. Perfect for the romantic in all of us, watch the city light up as the sun goes down! Please note the actual sunset times vary by the time of year, however all sunset sails depart at 6:30.
2.5 Hour Cruise
Up to 6 people
Fully attended sailboat, with a US Coast Guard licensed captain who is First Aid and CPR certified
Begin your cruise at Pier 5 in Brooklyn or Pier 25 in Manhattan (add $50)
Sunset cruises start at 6:30
Add an hour (or more!) $75/hr
Add additional time to any cruise by the hour.
Extra time is only available in one hour increments
Manhattan cruises from Pier 25 cannot start earlier than 10AM
Day cruises must end before 5:30PM
Sunset cruises may only add hours before 6:30
Build A Custom Experience!
Do you have a special anniversary or birthday coming up? Is your family coming to visit? Do you want to propose to the love of your life on the water with the New York skyline behind you? Tell us what you have in mind and we can help dream up the perfect cruise for you! We will figure out the best meeting point, how long you’d like to cruise (4 hour minimum), and how we can make the experience extra special for you and your guests.
