The Best Sailboat Rentals in Jersey City

Woman-owned luxury with transparent pricing - read our 5-star reviews!

Jessica and Captain Kevin were exceptional. This was my first charter, it was a last minute booking on a holiday weekend, and for a special occasion (proposal). Jessica was more than prepared and made it so simple! We literally just had to show up. She already communicated the details to the Captain when we arrived. Captain Kevin had the boat prepped and ready to go. We arrived at the private parking, got on the boat (which was beautiful and a perfect size), and enjoyed our experience! Captain Kevin took care of setup, clean up, and even acted as our impromptu photographer at the moment of the proposal. Jessica and her crew are a well oiled machine and I wouldn't hesitate to book with her again for special occasions or simply a day out with friends. I'm living proof, no experience necessary. I look forward to the opportunity to sail aboard Sailing Islander in the future!

Woman-owned luxury with transparent pricing - read our 5-star reviews!

We had an amazing time on Jessica’s boat & Captain Jack was very accommodating. At night the city looked like it was floating on water & the views were absolutely breathtaking… Made both my girlfriend & I cry it was so magical (and we’re not criers lol) The sailboat was very clean & we will definitely rent with Jessica again!

Woman-owned luxury with transparent pricing - read our 5-star reviews!

This was a surprise birthday present for my sister-in-law. She always wanted to be on a boat. Upon planning this I didn’t know where to start but as soon as I got in contact with Jessica everything fell into place. Every step was clear Jessica went through everything with me. The day of it went smooth better than I ever thought. Our captain Christa was so sweet she was so friendly and inviting. She answered every question we had. She went over everything with us. We started at Jersey city and went to NY and back. We got to look at the sunset, saw other boats pass us (ours was better of course) it was an amazing experience. Christa let us do our thing and made us feel comfortable it honestly felt like she was one of our friends who happen to have a boat. That’s my girl, I love her. My sister-in-law loved it, it was a great time. We ate, listened to music, and just vibed. Our Captain even said my daughters Mac and cheese was bomb.

Woman-owned luxury with transparent pricing - read our 5-star reviews!

Everything was wonderful! From the boat, to the views you will not be disappointed. I highly recommend booking with Jessica, as she prides herself on you having a wonderful experience and I couldn’t have asked for anything better. I keep looking at my photos to relive the experience and cannot wait to go back again.

Woman-owned luxury with transparent pricing - read our 5-star reviews!

Our Captain Krista made our night absolutely unforgettable. She was truly amazing! I cannot thank Jessica- for prompt communication with all my questions. The boat was beautiful and cleanliness was impeccable. There were even blankets on the boat that we were able to use as a night cooled off. I recommend to everyone! Thank you Jessica and Krista xo

Woman-owned luxury with transparent pricing - read our 5-star reviews!

setting up this surprise fathers day gift was definitely the best decision ever. Every part of setting this experience up was so easy and the trip was better then I could of ever imagined. Our captain, Krista, took us sailing around the statue of liberty and was so knowledgeable and did an awesome job explaing all parts of sailing since my group was so curious. I will definitely be booking another trip!