Spectacular Fall Sailing on the Hudson!!


Beneteau Oceanis 35 (2017)


  • 35 feet

  • 6 guests

  • 2 cabins

  • 1 heads

  • Captained



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 Morning Mimosas (our fav), an Unforgettable Day Sail, Sensational Sunset Sailing Tour or The City Lights Evening Tour (great after dinner). Take in the glorious Statue of Liberty, NYC's magnificent skyline, Brooklyn Bridge & more.

Ask us about custom 10–12 hour full day Fall Color trips up the Hudson. Oct 5-25 are the peak dates. Sailing past the palisades with warm cider and a camera - back to NYC as the sun sets! Amazing day!!

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 35lbs 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 will have them soon driving the boat. Our bathroom onboard and multiple lounging areas, indoors and outdoors, makes it convenient for families!

This boat has 4 additional services available. View addons


  • Manufacturer
  • Model
    Oceanis 35
  • Year
  • Guest Capacity
  • Cabins
  • Single Beds
  • Double Beds
  • Bathrooms
  • Number of engines
  • Horsepower per engine


This boat has 4 additional service(s) available. You can select optional addons to customize your trip on the next page. Note that required addons are mandatory, and addons marked as payable at base need to be paid directly to the boat owner when you get to the boat.
Optional Extras (3)
  • Gratuity
    of booking price
  • Brooklyn Pick Up/Drop Off
    per booking
  • Manhattan Pick Up/Drop Off
    per booking
Required Extras (1)
  • Sales Tax
    of booking price


Captain Michael started sailing more than 20 years ago and since then the awesome expanses of the oceans called ever stronger. He went from smaller boats, to bigger boats, eventually rebuilding, living aboard and traveling on his 37-foot Endeavour sloop. His sailing adventures have taken him all over the world, from the Caribbean to the Mediterranean and all parts of the US coastline, including Florida, the Gulf of Mexico, San Francisco, San Diego Bay and of course right here in New York Harbor. Along the way he picked up American Sailing Association certifications for teaching almost every class they offer, from the entry level 101 class, to Advanced Coastal Cruising and Catamarans. In 2015, Michael joined the Manhattan Yacht Club and has raced on both the J24s, and as a member of the America II 12M program. He is a part-time instructor at the Manhattan Sailing School and also brings a great background in sailboat maintenance, repair and refit. Captain Michael holds a US Coast Guard Master rating with Sailing Endorsement.


  • Stereo AUX input mp3 hookup
  • Stove / grill
  • Autopilot
  • Radar
  • Diving
  • Microwave
Navigation & Safety
  • Autopilot
  • Radar
  • Sonar
  • Chart plotter
  • GPS
  • VHF Radio
  • Depth finder
  • Bow thruster
  • Life jackets
  • Fire extinguisher
  • First aid kit
  • Life raft
  • Torch light
  • Binoculars
  • Stereo AUX input mp3 hookup
  • USB Connection
  • Speakers on deck
  • Teak deck
  • Stove / grill
  • Microwave
  • Air conditioning
  • Refrigerator
  • Bed linen
  • Towels
  • Fresh water maker
  • Freezer
  • Inverter
  • Warm water
  • Cockpit table
  • Electricity
  • Outdoor shower
  • Diving
  • Dining
  • Cocktail parties
  • Overnight stay

44 Reviews

  • Marla
    Sept. 24th, 2020

    What an amazing experience! The sunset cruise was the perfect way to celebrate. Our group of 3 adults and 1 child had an exceptional evening. The boat is stunning - comfortable and clean. Capt Krista is competent, thoughtful and courteous. We did not want the evening to end and are already planning to sail again soon. I highly recommend booking a sail on Islander.

  • Kenneth
    Sept. 24th, 2020

    We had a phenomenal time on this boat. It thoroughly exceeded our expectations. Krista was an incredible and very kind captain.

    I highly recommend the sunset trip. You will see New York harbor in a totally new light. I cannot overstate how gorgeous the skyline is.

  • Iliana
    Sept. 23rd, 2020

    Great trip, Krista was so helpful and amazing!

  • Shaleeyah
    Sept. 18th, 2020

    Jessica was very nice to work with. Thanks for making my husbands 40th birthday 🥰. Captain Krista was amazing. Looking forward to doing it again in the spring.

  • Milli
    Sept. 12th, 2020

    Excellent trip. Super sweet and friendly captain. Very family friendly. Beautiful boat.

  • Erica
    Sept. 10th, 2020

    The boat was better than the pictures and really clean! We had a great time and the view was AMAZING and the captain was so nice! Would definetly recommend!

  • Annperpetue
    Sept. 8th, 2020

    This yacht was all around perfect in every way, there is nothing to complain about. Our captain Krista was phenomenal and always made sure my group & I were accommodated, took pictures of us & gave a an beautiful tour of NYC. Definitely planning my trip to relive this amazing experience again.

  • Pankti
    Sept. 7th, 2020

    We had an amazing time sailing with Capt Krista! She was very friendly and accommodating and the boat was beautiful! We appreciate all the amenities they had aboard the boat. Booking with Jessica was very straightforward and east and I really appreciated how quick she was to respond to my questions. I definitely would recommend this for anyone looking for a daytime adventure with beautiful views. We would love to sail with you again in the future! Thank you for a great day!

  • Nishit
    Aug. 31st, 2020

    Jessica was great to work with, open communication and prompt responses during the booking process.
    Capt Krista was excellent - and managed our evening brilliantly - maximized our time on the water - and got us to dock seconds before a thunderstorm. She even voluntarily took great pics of our group on the lovely boat.
    Highly recommended!

  • Mohamed
    Aug. 28th, 2020

    Best experience ever especially for the proposal. The Captain was great clean boat and very helpful. It is memorable moment and the price was great.

  • Dominique
    Aug. 24th, 2020

    Captain Krista was amazing! We had a lot of fun with her. 10 out of 10! Highly recommend!

  • Gotti
    Aug. 22nd, 2020

    everything was so surreal! Krista knows exactly what she’s doing!

  • Ivone
    Aug. 22nd, 2020

    FABULOUS TRIP! CAPTAIN KRISTA WAS AMAZING! We had a blast. Clean boat, comfortable setting! We were in our own little paradise and world! Loved it! Doing it again for sure!

  • Pam
    Aug. 21st, 2020

    Captain Krista was amazing! She made our experience one of a kind and made it feel like it was our own personal boat. I appreciate her time in taking pics of my husband and I . She didn’t have to but she was more than willing . The boat was gorgeous. Just as the picture. Overall great experience. Would do it again for sure!

  • Joy
    Aug. 16th, 2020

    Krista was a fantastic Captain! We felt safe and she was very accommodating and helpful. We could tell she had years of experience and was a pro! We all had fun and Captain Krista made sure we were safe and no one was sea sick. She took the birthday girl to the best spots for photos too! Thanks Krista for making sure we came back safely to the marina with nothing but fun filled memories!!

  • Jason
    Aug. 16th, 2020

    Capi Mike is great! He is professional and kind. The birthday sailing was memorable!

  • Eleonora
    Aug. 10th, 2020

    We had trip on August 8th 2020 with captain Krista and her boyfriend. It’s was a lot of fan. They took us in Sandy Hook beach in New Jersey, we jumped from boat, cooked barbecue and just simply enjoy the view and weather. Definitely will rent this boat again! Thank you captain Krista and her team to gave us such high service 🤗😀

  • Neil
    Aug. 8th, 2020

    Truly a 5-star experience. The boat was in like-new condition, the owner was helpful and responsive throughout the booking/planning process, and Captain Krista was skilled, safety-conscious, patient, communicative, flexible and cheerful. Highly, highly recommended!

  • Karissa
    Aug. 7th, 2020

    Captain Krista was so polite and very knowledgeable!
    She made the experience all the better!

    The boat was very clean and well maintained. Will definitely have to book it again!

  • Osayre
    Aug. 3rd, 2020

    Jessica and Captain Krista were amazing. Captain Krista was so incredibly nice and accommodating and was able to schedule around a pending thunderstorm. We all were very comfortable aboard, and Krista made the experience so much better and unforgettable even taking group pictures for us at one point. I would recommend this 100 times over, thank you so much!

  • Maria
    Aug. 2nd, 2020

    Had a fantastic time celebrating my birthday. Cruised to Brooklyn Bridge and Statue of Liberty. Boat was gorgeous and Krista was the absolute best - so good at her job and attentive to us. Would recommend in a heartbeat!!

  • Stephanie
    July 30th, 2020

    An amazing evening with such a beautiful view. We were celebrating a 30th birthday and it was everything we expected plus more. Very easy to book and the Captain Krista was very helpful/attentive. Cannot wait to book another tour.

  • Ksenia
    July 28th, 2020

    Amazing time ⭐️⭐️⭐️⭐️⭐️Thank you

  • Denequa
    July 27th, 2020

    I’ve been on many boats before but my experience with Jessica was by far the most amazing time! She was so attentive so respectful so outgoing also the boat itself is stunning! The photos do it no justice! Jessica was the best host she met us in the parking lot, offered to help with the luggage and gave us a tour of the boat

  • alex
    July 27th, 2020

    Awesome!! Krista is super nice! Great experience!

  • Belle
    July 26th, 2020

    Truely a fantastic New York experience! We had Captain Katrina and she was just so pleasant. Would 100 % recommend these guys. Super nice boat. Very professional. Clean.
    Just perfect.

  • Kevin
    July 23rd, 2020

  • Chantal
    July 21st, 2020

    The experience was beautiful . My boyfriend enjoyed it! I was very pleased and the captain was super friendly.

  • Michael
    July 20th, 2020

    Captain Mike made us feel welcome as soon as we got on board. We had very specific requests regarding where we wanted the boat to be at certain time with sunset coming on - we had photographers and make up artists and models on the boat and they are not the easiest to please - but he great in doing everything possible to get the locations we wanted. The boat was clean and new and very nice overall. Thanks!

  • donna
    July 20th, 2020

    Great Trip! Great Captain, Highly recommend!

  • Monique
    July 17th, 2020

    My birthday trip was amazing!! Krista was the best! We will be booking again!!

  • donna
    July 15th, 2020

    Loved every minute of it. Great Captain, Great Boat!

  • Laquasia
    July 12th, 2020

    This was the BEST experience ever! Captain Krista was amazing, attentive, & FUN! Jess was very responsive and easy to contact. The boat is beautiful, well maintained. We will definitely be booking again.

  • Aisha
    July 11th, 2020

    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

  • Jillian
    July 9th, 2020

    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.

  • Aisha
    July 8th, 2020

    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.

  • Nino
    July 8th, 2020

    Great afternoon on the water. My kids really enjoyed the sailing experience and learning from Krista. I would highly recommend this boat and captain.

  • Deborah
    July 7th, 2020


  • veronica
    July 5th, 2020

  • Esther
    July 1st, 2020

  • valerie
    June 29th, 2020

    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.

  • Anel
    June 28th, 2020

    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.

  • Victoria
    June 26th, 2020

    It was my best birthday ever! What an incredible experience! Capt Krista was amazing! Thanks a lot!

  • Jessica
    June 22nd, 2020

    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 :)

Boat Owner


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!

Response rate: 97%
Response time: within 5 hours
Message owner

Location and Destination Guide

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.

Customer Questions & Answers

Ask general questions about this boat. For questions related to a specific booking request click here to Message the Boat Owner directly.
Please select dates:
3 available
Boat From $465 per quarter day
Sales Tax $15
Total* Select dates
*excludes Sailo's service fee
per quarter day


What type of yacht should I charter?

No matter what type of yacht you choose to charter, we know that you will have a fantastic time on the water. If you are more about the journey, and want a relaxing time aboard, then choose from one of the many sailboats on the platform. If you are more about the destination, and going fast, check out the powerboats on Sailo. For an exclusive experience, Sailo recommends chartering a luxurious yacht for the day. Finally, Sailo has access to many event boats as well for group outings from 50 - 1,000 guests. If you are still unsure, then just ask! more...

What should I bring?

Bring yourself, and some comfortable clothes suitable to the season you are going to be out on the water. Please keep in mind that it is often 10 degrees cooler out on the water, so a jacket or windbreaker is never a bad idea. We also recommend bringing a hat, sunscreen, and sunglasses, as well as a swimsuit if appropriate for your charter location. Please coordinate with your captain regarding any food or drinks that you wish to bring aboard. For term-charters, Sailo recommends using soft-sided luggage, and keeping it simple. more...

How long does a rental last?

The basic daily rental is structured as either a quarter-, half-, or full-day. A quarter-day is two hours, a half-day is four hours, and a full-day is eight hours. You can also discuss a custom trip with the boat by contacting the owner through Sailo. Most term charters (weekly rentals) are from Saturday to Saturday. Keep in mind that the boat generally needs to be back at the dock by Friday evening, and you will need to be off the boat on Saturday morning so they can prepare the boat for the next guests. more...