Based in Jersey City, Sailing Islander is fully open and offers luxury private sailing experiences in NYC’s Harbor. Host up to six guests on your own private yacht! BYOB beverages & snacks and come sail the city sights. The perfect outdoor escape for fresh air and relaxation with family and friends!
Depending on the time of day, you can experience The Beautiful Brunch (our fav) an Unforgettable Day Sail, The Sensational Sunset Sailing Tour or The Bright Lights Evening Tour. Take in the glorious Statue of Liberty, NYC's magnificent skyline, Brooklyn Bridge & more.
Ask us about custom 8-10 hour full day sailing escapes down to Sandy Hook for swimming, paddle boarding and more.
Islander is a new, modern Beneteau Oceanis 35-foot sailboat, fully equipped for up to six guests. She is the newest, most beautiful boat in the entire NY Harbor rental fleet. Enjoy Islander's multiple entertaining and lounging spaces, outside in the cockpit, up on deck on our overstuffed beanbag and inside her bright, spacious salon. Plug your own music into our sound system. Equipped with a full kitchen and bathroom, Islander allows you to relax in comfort and convenience on the water.
We welcome you with bottled water and sodas and invite you to bring your own food & beverages (BYOB). We offer a Yeti cooler and provide flatware/plates/cups for your use. Islander is a STRICTLY 100% NON SMOKING vessel for the health and safety of all our guests.
Our private sailing tours are a creative venue for special celebrations & milestone moments, such as anniversaries or birthdays. Or an inspiring venue for exclusive corporate events and client entertaining. Islander is also the perfect romantic setting for a sunset marriage proposal!
Book your escape today & come sail away on Islander!
She is an exceptionally well-maintained and immaculate boat, proudly offered by the only woman-owned charter company in NY Harbor.
Prices will vary by season and duration and we can customize an event to meet your needs. Please inquire directly through "Message Owner" for exact pricing for your perfect private charter.
Weather Policy: We want your experience on Islander to be exceptional, so if we get bad weather (heavy or sustained rain/lightning) then we will work with you to reschedule your charter. If it is just brief light rain, our guests usually use that time to get under the bimini, grab a drink from the fridge, a snack, adjust the playlist and then back to the fun.
Kids are very welcome on Islander! They need to be at least 25lbs to fit our smaller child life jackets. All kids 13 and under are required by law to wear a life jacket. We have "cool" kids versions that they usually don't mind wearing. Kids also get colorful sailor hats and we usually have them soon driving the boat. Our bathroom onboard and multiple lounging areas, indoors and outdoors, makes it convenient for families!
It was a wonderful trip on a beautiful day. Both Jessica and her crew were attentive and professional. The boat was clean and well maintained with PPE available
Boat was awesome! We had a storm the night of our trip, but both the captain and owner were flexible and communicative. We were able to push back the boat time in order to avoid choppy waters. We brought wine and food- there was a table that pulled out so the 6 of us could enjoy. The captain was careful navigating the choppy storm water/wind.
I found both Jessica and her staff to all be very accommodating and responsive. We had a wonderful trip the boat was clean. Staff appropriately wore masks and sanitized the boat and equipment, and remained socially distanced, yet still attentive. It was wonderful and I definitely plan to book again.
Great afternoon on the water. My kids really enjoyed the sailing experience and learning from Krista. I would highly recommend this boat and captain.
This experience was perfect! I could not have asked for a better day. Our captain for the boat was very attentive and extremely sweet ! Her communication was excellent and made sure everything was safe and comfortable for us! Thank you so much again for this amazing time and a perfect Sunday.
Our boat trip was amazing. From the beginning Jessica was super responsive and easy to talk to before booking. After we booked she sent over all the details which made everything so smooth the day of the trip. The Captain, Micheal, was very nice, respectful and most of all very patient with our little one. He was very easy to get along with and answered all our questions. The boat itself is very beautiful, clean and comfortable. We went on a sunset ride and it was absolutely gorgeous. Would definitely recommend booking with the Islander.
It was my best birthday ever! What an incredible experience! Capt Krista was amazing! Thanks a lot!
I reserved this amazing boat for Father’s Day, a party of 6 and when I tell you the experience is unbelievable!! The views, the hospitality, the boat, the winds & even other boat riders along the way ! Who would of thought you don’t even have to go to Miami to get this type of VIEW here into own City .. amazing!! The owners of the boat names are Jessica and Michael and what a coincidence that my fiancé and I names are Jessica and Michael haha ! We’ll be back again :)
Member since June 2020
Hello, I’m Jessica, owner of Sailing Islander! I’m very proud to be the only woman-owned private sailing charter business in NY Harbor.
I invite you to experience sailing on Islander, a beautiful new, modern sailboat, which is immaculate and offers every comfort you could want. We welcome you aboard with complimentary bottle water and sodas. We invite you to bring your own food and beverages (BYOB) and encourage you to relax and make yourself at home. Enjoy lounging in our multiple entertaining spaces, both in the cockpit, on the deck and inside the spacious salon - which also offers a full kitchen and bathroom for your use. Plug in your music and kick back and enjoy the epic sights!
Join us for milestone moments and special celebrations, like birthdays and anniversaries ...or celebrate just being together with family and friends, anytime!
Our licensed, highly skilled, expert and friendly Captains are hand-selected by me to ensure that your cruise is of course safe, but also very fun! We receive fantastic feedback about not only the beautiful boat and experience, but of course our Captains - Krista and Mike. Both are happy to also teach you a bit about sailing during your adventure, if you wish! Kids especially thrill at this!
Step aboard Islander and sail off to relax & reenergize!
Usually this boat operates around Jersey City, NJ.
New York City looks great from the ground, but that view from the water is something else! Jump aboard a Sailo boat rental from the Big Apple and experience the thrill of the sea - and snap plenty of incredible pictures. Sailing in NYC is a must on your summer bucket list, whether you are visiting or a New Yorker.
It might not be the first thing you think of when finding things to do in New York City, but renting a boat for a full day or just a few hours is a truly memorable experience.