After being on this Hudson River Gem 5 times in the past 3 years I can honestly say it keeps on getting better . The customer service provided by the owner is beyond 5 stars every single time . The boat is beautiful and always extremely clean !!! The whole vibe on this boat is like an amazing experience every single time , they have the most friendly and accommodating captains on this boat . If you want an amazing and unforgettable experience ... THIS IS THE BOAT TO BE !!! AWESOME !!! Sailing Islander is my home on the water . read more

See all

This was the second go round in enjoying this sailing excursion with this group. They once again failed to disappoint as Captain Mike provided a peaceful and enjoyable afternoon. We thoroughly enjoyed the sights while enjoying our music and champagne as we took it all in. Do yourself a favor and book if you have an appetite for relaxation and the urge to view NYC like never before. read more

Beyond all of my expectations! The crew was amazing the whole time and made our proposal cruise one we will never forget! I could not recommend Sailing Islander more! Such an unbelievable experience! read more

Sailing Islander - Proposal sail - Sailing Near Me - Jersey City, New Jersey

Great afternoon sailing with Captain Dan. He made sure we had photos near the Statue of Liberty and the Brooklyn Bridge. At first there wasn't enough wind to sail instead of motoring, but Captain Dan kept watching for the wind to pick up since he knew we hoped to sail. He was willing to give it a chance & we had a lovely last hour sailing. Definitely recommend! read more

It was a birthday surprise for my sister and it was an amazing and beautiful experience ; one to be treasured with family...thank you Captain Dan for making it special! Definitely worth every penny !! Thank you Sailing Islander! Will be back! Warmest, Maria read more

An absolute pleasure sailing on Jessica's lovely boat with Captain Krista! This has become a summer tradition for our group- we really loved the attention to detail on the boat - and fab skill sets of the captain, who is fun & professional! The booking process with Jessica is an absolute breeze - and she offered us a lot of flexibility on timing options to customize our experience. Highly recommend this beautiful, private sailing experience to one & all around the NY harbor. read more

First time in New York and what an amazing experience! Captain Dan was the absolute best, would definitely love to book again in the future!! read more

I can't recommend this charter enough! Krista was amazing from the moment we stepped into the boat to the moment we returned. She was incredibly accommodating with everything we brought onboard. She also aloud us to determine our course and let each passenger partake in sailing activities, which made for a wonderful experience. Can't go wrong with Islander! read more

Sailing Islander - A wonderful day on the water! - Sailing Near Me - Jersey City, New Jersey

I booked our sail yesterday as a surprise for my wife's birthday and she cannot contain her excitement as we aboard the Islander. Our Captain, Krista was so awesome! She made our trip to the Hudson River so much fun and smooth. She's very experienced in what she does and you will feel comfortable and safe on the boat. We are definitely recommending this beautiful sailboat and the best captain, Krista! read more

Sailing Islander - Happy 39th Birthday to my wife Othilia! Thank you Captain Krista for capturing this beautiful photo - Sailing Near Me - Jersey City, New Jersey

I booked this service for my love's birthday and we had an amazing time. He loved it and so did I. Jessica was very sweet during the booking process, and Captain Dan was also a sweetheart aboard the boat. I'd definitely do it again. read more

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. My fiancé even left his wallet on the boat and they returned it the next morning. Would definitely recommend booking with the Islander. read more

Sailing Islander - Sunset view at the Statue of Liberty - Sailing Near Me - Jersey City, New Jersey

Some Mis-hap did not allow me and my crew to get to experience this BUT I reached out to the owner and she has THE BEST customer service. On my next trip to NYC I plan to book and experience it and I recommend that anyone who is looking for A+ service to do the same. read more

Fun three hours on the Hudson with Captain Dan and Captain Kevin. Were so pleased that Jessica - the owner - could fit us in, as this was a last-minute decision for us, since our sailing club cancelled that day's sailing sessions due to high winds. But winds were no problem for the Sailing Islander. What a gorgeous and competent sailboat. It is 35-feet of pure pleasure, outside and inside. We opted for a hands-on sail, so my wife and I did most of the skippering this day. Starting at lower Manhattan we sailed up the Hudson - against the current and the wind that day. Was an enjoyable challenge, and once we harnessed the wind, we were off. Heeling in 13-to-20 knot winds, while sailing along the sun-splashed NYC shore and skyline (Jersey City, Hoboken and Weehawken's too) on an 84-degree day couldn't have been more enjoyable. Our 21-year-old daughter came along for the ride too, and had a wonderful time. The Caps were fun to talk with. Touched on many sailing subjects, and they took over when we were ready to sit back, uncork a bottle of wine and take in the scenery. Already put Jessica's info in my contact list in case we get cancelled again this summer. Wouldn't hesitate to hop aboard the Sailing Islander again. read more

See all

Pretty awesome experience. Beautiful boat and great captain. They allow food and drinks on the boat. Really flexible. We were able to come take a trip around the statue and Elise island. If you like sailing this is the boat to take! read more

See all

I used Sailing Islander for a sunset proposal ride around the Hudson and the entire team and experience was fantastic. From Jessica to Captain Ian and Captain Dan, the whole team made me feel at ease and well informed at every step - even as we had to shift some things last minute due to weather. They also played their parts incredibly well to keep up the surprise until the proposal moment. I'm very appreciative of the whole team who made this such a great moment from start to finish and created an unforgettable experience - would highly recommend this company for anyone looking for a fantastic and memorable moment or activity! read more

Sailing with the Islander and captain Krista was a pure delight. Due to the hurricane we had to reschedule our trip which the owner Jessica and Captain Krista made seamless. Our family of 6 enjoyed a day out on the Hudson and Captain Krista was so knowledgeable and inviting. I highly recommend doing business with this company and sailing on the Islander. read more

Amazing experience!!! 3rd time on the Islander. Jessica, the owner, is an amazing and complete professional. Has taken care of my three trips now with Islander from start to finish flawlessy!!! Captain Nitzan was the best truly! Couldn't have asked for a better captain for our sail yesterday! OUTSTANDING ON ALL LEVELS IS AN UNDERSTATEMENT! A MUST DO! read more

Surprised my fiancé with sailing islander for his birthday and celebrating our engagement. I can tell you it is probably one of our favorite things we've ever done while visiting NY. We try to come to NY a few times a year and will absolutely be doing this again! Captain Jack -- we had an amazing time with you!!! Thank you for being our photographer, tour guide, and friend!! Book your trip NOW! You will not regret it. Definitely recommend the sunset ride :) read more

See all

We were running a little late but our Captain Krista was helpful with getting us in the right place for parking passes and getting to the beautiful vessel. The water was kind of choppy but she made sure to warn us of waves which were fun. The boat was clean and there was sanitizer and clean utensils available. Even ginger ale for someone in our party who didn't enjoy the waves so much . Overall great experience! Even greater service! We will definitely be back!! read more

Amazing charter and experience! The entire process was seamless from booking to departure to arrival back after our trip. Captain Krista is knowledgeable, personable and a great host. I would highly recommend Sailing Islander to anyone looking for a memorable day on the water among some of the most iconic sights in the world. read more

Sailing Islander - Sailing Near Me - Jersey City, New Jersey

Gorgeous boat!!!!! Owner Jessica is a delight. We decided on 4 although boat seats 6-personally that worked better for us and we were very comfortable. Try to eat a meal prior to and bring drinks and snacks only (Jessica does a great job noting all when you book) Looking forward to our next sail. read more

We had the best experience! Jack was our captain & he was so friendly & accommodating. We sailed around Manhattan, got pictures of all the views & enjoyed relaxing. I would definitely book Sailing Islander again. Once in a lifetime experience! read more

Sailing Islander - Sailing Near Me - Jersey City, New Jersey

Great experience!! Krista was such an amazing hostess. We got to see a beautiful view of the Statue of Liberty, Brooklyn Bridge, Governors Island, and Ellis Island. The ride was super informative and overall relaxing. Highly recommend!!! Thanks for everything Krista! read more

We had a great experience on this private boat. The boat was clean and Captain Dan was friendly and informative. My husband and I took a two hour cruise and it was perfect! highly recommend!!! read more

We needed a break from all of the craziness in NYC lately... to just be away and relax in the fresh air. I can't begin to describe what a pleasure it was to sail around NY Harbor aboard our own private sailboat. Islander and her crew were exactly what we needed right now. Everything was just easy. The boat is sparkling new. I've been on the Staten Island Ferry and some of the bigger tours over the years and that's fun. But sailing up close near the Statue of Liberty and Ellis Island on your own beautiful sailboat enjoying food and cocktails with a private captain is just another level. The Islander people are really into the details. Booking was easy. And we were in such great hands with Captain Krista who is a real deal professional sailor and extremely nice person. I'd love to do this again, maybe at night next time. read more

The moment we stepped aboard the 35-foot Beneteau Oceanis and met Capt. Mike for our four-hour sail of the iconic NYC skyline and harbor sites we were completely at ease and delighted to be on the water. The exceptionally clean and sparkling sailboat is beautifully fitted out, with all the comforts one might need, expect and delight in. Nothing is more inspiring than sailing off the tip of Manhattan, the rebuilt World Trade Center glimmering in the sunlight, Governors Island green and rolling toward our port side as Islander sets course for the Statue of Liberty. We brought Champagne and a charcuterie board to enjoy from the bow's bean bag seat and let the world and the waves slip past us and the wind fill the sail above, all our cares released. read more

What an amazing experience! Our captain Krista was exceptional. I would highly recommend this cruise.

First Captain Krista was amazing and had great knowledge of the harbor every question we asked she knew. She also made safety her first priority. Everyone on the boat enjoyed their experience and the view, it was so peaceful. Just a great experience read more

5 Stars for sure!! Captain Krista was awesome and we had an absolutely delightful time, very comfortable, even with high temps. Would highly recommend giving it a try! read more

Had a great time sailing with Captain Krista. We went out had a small group of four, brought lunch and sailed NY harbor. Up the East River there was quite a bit of boat activity on Saturday, which Krista did a great job of managing, then down around the Statue of Liberty. Great to be out on the water, with a view of NYC. Nice boat, plenty of space, very professionally managed. Great experience recommend it highly! read more

Such a fun adventure for the day - Krista our captain was absolutely amazing :) was such a relaxing and fun experience, super easy to book, travel to, and board - excited to book again soon read more

This was by far one of the best experiences I've had! We were running a little late but Krista was very helpful and patient when we showed up to the wrong location. She was very knowledgeable and did everything possible to make our experience great even though the weather wasn't the best. The boat was clean and filled with everything you might need. I can't recommend this charter enough!! read more

My husband and I had a wonderful time on our 2 hour private sunset tour. You'd think that a boat tour in the NY harbour would be a tourist thing to do but we are locals and we quite enjoyed it. We used to travel all the time but in this pandemic, we'd been staying put and it's been a challenge to plan anything really. So it was great to be able to plan something in our own backyard and make it special. Our Captain was Krista and she was so professional and so kind. She's also a fantastic photographer! We loved how our photo came out. The team at Sailing Islander kept in touch with us because it was a rainy/cloudy day and there needed to be confirmation on whether it was a go or no go. We were at first disappointed that it was a go thinking we'd have to contend with clouds. But these folks know what they're doing because by the time we were out in the water, the skies cleared up while some clouds remained so it made for such a dramatic backdrop as the sun was setting; the views were incredible. It was so relaxing, to be able to be out there, breathing the fresh air, catching the cool breeze and simply marvel in the serenity. We highly recommend! read more

Unbelievable service and an amazing experience! I am so happy that I found you guys. We booked it to celebrate my husband's birthday. They were super responsive and easy to deal with. The day that I booked turned out to be really bad weather and they made it super stress free to reschedule at my request. I will definitely be booking again! An unforgettable experience and amazing customer service! Captain Krista was very attentive and just awesome- Thank you! read more