1. Fabulous Fall Sailing on the Hudson!!!
  2. Fabulous Fall Sailing on the Hudson!!!
  3. Fabulous Fall Sailing on the Hudson!!!

Fabulous Fall Sailing on the Hudson!!!

13 reviews
26 bookings

Whether you are visiting NYC from halfway around the world - or just a few states away - in the spirit of doing All Things Big in the Big City, your time in New York should be next level. Islander can provide the exclusive experience you seek, one that sets your trip apart from the masses…and makes for magical memories. As the only modern luxury boutique sailboat charter in NYC, we invite you to enjoy Islander’s fresh, bright and open accommodations. Islander provides the most breathtaking venue for epic views of the city’s iconic landmarks. Join us for a daytime or evening sightseeing voyage, aboard a one-of-a-kind vessel. 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 cider and a camera - back to NYC as the sun sets! Amazing day!! Sensational Sunsets, Unforgettable Day Sailing and Incredible City Light Tours - Islander is your escape unlike any other. Islander features multiple entertaining and lounging spaces, outside in the cockpit, up on deck and inside her bright, spacious salon. Equipped with a full kitchen and bathroom, Islander allows you to relax in comfort and convenience on the water. We welcome you with complimentary bottled water and sodas (as well as Sailor’s hats for the kids!) and we invite you to bring your own snacks and beverages (BYOB). If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Request to Book” and send us an inquiry for a custom offer.

Captain is included.
A captain is provided by the listing owner to host and operate the trip.
6 guests
Cruising Monohull


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 - 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!Step aboard Islander and sail off to relax reenergize!


13 reviews

5.0 out of 5!

  • Listing Accuracy

  • Departure & Return

  • Vessel & Equipment

  • Communication

  • Value

  • Itinerary & Experience

11 photos have been added by reviewers who booked this listing.
  1. KV

    Flawless experience from booking to responding to our requests and timing, everything was easy and great experience. Krista took very good care of our group and made sure we had a great time! Thank you again

  2. AC

    Boat is clean and cute! The captain is very knowledgeable! We definitely had fun!

  3. DK

    Thank you so much for a special sunset trip for my daughter's 16th birthday. It was a magical moment that will create memories for a lifetime. Your captain was amazing, friendly, and super accommodating. The boat was super clean and well equipped. Thank you again!!

  4. SV

    Absolutely amazing experience!! I booked a trip for a surprise engagement and it was absolutely PERFECT! The whole team was super-responsive, and we could not have asked for a better experience. We booked the 51' CamPari Brieze with Captain Mike was AMAZING, I would HIGHLY recommend booking with Jessica and Captain Mike and will be definitely booking through them again. Thank you SO MUCH!!

  5. AJ

    Capitan Mike took me with friends for my birthday. It was a great time, we sang, took pictures and laughed, he made sure my nervous friends felt comfortable and we had an amazing night! We will definitely do this again!

Features & Details

  • Life jackets/required safety gear
  • BBQ
  • Bluetooth
  • Galley Stove & Oven
  • Cabin
  • Toilet
  • Wheel steering
  • Bimini
  • Bow Thrusters
  • Inboard Engine
  • Autopilot
  • Chart Plotter
  • Dodger
  • Fuel type: Diesel
  • Inverter
  • Head

Approximate Location

You’ll get directions for the exact departure location when you make a booking inquiry.

The boat's approximate location on a map

Cancellation Policy

Full refund up to 7 days prior.

Additional Terms & Information

Thank you for booking with Sailing Islander! We are excited to welcome you onboard for your cruise! As I mentioned before, we will confirm with you directly via email and text on the day before your cruise, to provide your Captain’s name and phone number. We ask that you please call them when you arrive at the Marina, so they can come up and greet you at the gate and escort you to Islander on the docks. Please remember - we are a 100% NO SMOKING vessel. **LOCATION AND TRANSIT** You will board Islander at Liberty Harbor Marina in Jersey City, NJ - just 15 minutes from NYC by ferry or 20 minutes by PATH train. Liberty Harbor Marina is located at 1 Marin Boulevard, Jersey City, NJ 07302. For GPS, Uber/Lyft and maps, it is easiest to set your destination as “Surf City” restaurant in Jersey City - as the parking lot is shared with the Marina. If you drive, you can park for $5 at the Marina. If you take the PATH train from NYC, get off at Grove Street Station and we are just a 10-minute walk. If you take the ferry from NYC (via ferry at Brookfield/WTC, Midtown/W. 39th or Pier 11/WTC), get off at Liberty Harbor Marina / Marin Blvd Ferry Station and arrive right at the Marina! **ENJOY OUR FULL AMENITIES** You are invited to BYOB your beverages and snacks. We will provide bottled water and sodas. We offer a full kitchen and bathroom on Islander. Our kitchen has a small refrigerator and stove/oven, however, we recommend you make your food easy and simple (think picnic-style), so you do not need to spend your time prepping, when you should be outside enjoying your sail! We have all the amenities you need - plates, drinkware, flatware/utensils. Our refrigerator can hold your drinks to keep them cool, but if you require ice, please bring it aboard with you. **QUESTIONS AND FAQ** We encourage you to read our FAQ for common questions ********** but of course we welcome your questions via phone or text to *********. We are looking forward to welcoming you soon, to experience the excitement of Sailing Islander! **WEATHER POLICY** The Captain (and only the Captain) will make the call as to whether a tour is cancelled due to inclement weather. We will proactively reach out to you as far in advance as the forecast allows. We do continue to sail in hot, humid weather. As for rain, we want your experience on Islander to be exceptional - and that does not mean forcing you out on a rainy day. If it is raining the few hours prior to your charter, we are happy to rebook/reschedule the cruise within one year, but it will not be refunded. If you wish to continue with the cruise, Islander comes equipped with a very large bimini (cockpit cover) and we also welcome you to enjoy our bright, spacious inside lounging area. If the National Weather Service declares a small craft advisory, or if we otherwise expect excessive wind or rain, we reserve the right to cancel a tour for the safety of our guests. **LATE ARRIVALS** Guests are requested to arrive 10 minutes early to ensure an on time departure. Any amount of time you are late will reduce your booked time. For example, if you book a two-hour sail and are 30 minutes late, we can only make the duration of the voyage 1 hour and 30 minutes. This policy is created with respect to keeping other charters on time for guests who have voyages later in the day.

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