Sail NYC's skyline aboard a classic sailboat!

Classic boat for rent in New York
Boating is fun with a Classic in New York
42.0 feet Tayana in great shape
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From
$655
$655
per ¼ day

Sailboat for rental in New York, NY

Tayana • Tayana 37 • 1983
5.040 reviews
Eric
Hosted by Eric
Since 2015 •5.0(40)
42 feet
6 Guests
1 Cabin
1 Bathroom
Captained

Description

Welcome to New York City's top-rated sailing charter company!

Step aboard a beautifully restored classic sailboat for an unforgettable 2, 3, or 4-hour private charter. Designed to cross oceans, the elegant Tayana 37, the cleanest sailboat chartering on NY Harbor, offers an intimate sailing experience for up to 6 guests. Soak in breathtaking views of Manhattan from the water—departing conveniently from Chelsea Piers, with no extra fees.

This year (2026) marks Captain Eric's 15th professional sailing season on New York Harbor. Since inception, Captain Eric has sailed over 13,500 happy customers spanning over 65,500 nautical miles; his safety record is flawless!

Pricing for morning or afternoon charters:
Two hours:
$655 for four or less people
$815 for five people
$975 for six people
Three hours:
$865 for four or less people
$1.080 for five people
$1,295 for six people
Four hours:
$1.070 for four or less people
$1,340 for five people
$1,610 for six people

Monday through Thursday sunsets:
$815 for 2 hours for up to 5 people
$975 for 2 hours for 6 people
$1,080 for 3 hours for up to 5 people
$1,295 for 3 hours for 6 people
$1,340 for 4 hours for up to 5 people
$1,610 for 4 hours for 6 people

Friday through Sunday sunsets:
$975 for 2 hours for up to 6 people
$1,295 for 3 hours for up to 6 people
$1,610 for 4 hours for up to 6 people

Pricing for the 2 hour city lights charter (everyday):
$815 for five people
$975 for six people

Frequently Asked Questions:
Q: What happens if it rains?
A: I never force my customers to sail in the rain but if you still do want to sail, I have a cabin and a bimini to take cover under so you’ll remain dry. If you decide not to sail (the chance of rain must be greater than 40% that lasts for more than 30 minutes), we can try to reschedule and if we can’t find a date that works, I will give a full refund. I also don’t force people to sail when the temperature is below 40 degrees Fahrenheit. I will call the sail off if there is a strong threat of lightning or winds are in excessive (as determined by me).

We must wait until the day of the charter (at least two hours prior to the start of the charter) to make the final decision on weather so we can interpret radar projections. Sometimes the chance of rain might be greater than 40% but radar clearly shows rain passing miles north or miles south from the area we sail, allowing us to charter in dry conditions. The closer to the start of the charter that we can wait, the more accurate the forecast will be.

Q: What is the difference between a 2, 3, and 4 hour charter?
A: It’s entirely up to you with regards to how you spend your time aboard the Tayana 37 but below are typical routes:

For a two hour charter, most customers prefer to sail down the Hudson River to see the Statue of Liberty up close. In addition to seeing this glorious landmark up close, sailing to the Statue of Liberty also provides a mesmerizing landscape view of the Manhattan, Jersey City, and Brooklyn skylines, including the Brooklyn Bridge. Another option for a two hour charter is to sail around Battery Park (the southern tip of Manhattan) and up the East River so we can pass underneath the Brooklyn Bridge. In other words, for a two hour charter, you have to choose between sailing close to the Statue of Liberty or underneath the Brooklyn Bridge. Both iconic landmarks are visible from one another.

For a three hour charter, we sail close to the Statue of Liberty AND underneath the Brooklyn Bridge. A three hour charter includes everything mentioned above so you do not have to choose between sailing close to the Statue of Liberty or underneath the Brooklyn Bridge as you will experience both.

For a four hour charter, there are many options. Most people prefer to sail to the Statue of Liberty, around Governors Island via the Buttermilk Channel, underneath the Brooklyn and Manhattan Bridges, and then around Battery Park before reentering the Hudson River. Essentially, it’s the three hour charter plus the circumnavigation of Governors Island (and more time under sail). Another option is to sail to the Statue of Liberty and then explore the East River more by sailing underneath the Brooklyn, Manhattan, and Williamsburg Bridges. Repeat customers of mine also enjoy different routes such as sailing as far south towards the Verrazzano-Narrows Bridge as the wind and currents allow (we usually get close to this bridge but not under it) or sailing up the Hudson River, slightly past the George Washington Bridge.

All of these different charter options have been well received by thousands of customers over the decade I have been sailing New York Harbor.

Q: What is the difference between a morning, afternoon, sunset, and city lights charter?
A: A morning charter usually provides calm conditions as there is typically less wind and less boat traffic.

An afternoon charter is usually the warmest and provides the most wind to sail.

A sunset charter typically starts when it is still light out and ends after the sunset, allowing us to view the skyline in different phases from day, to sunset, to night.

A city lights charter begins and ends after the sun has already set and typically provides calm conditions similar to the morning charter.

All of these different charter options have been well received by thousands of customers over the decade I have been sailing New York Harbor.

Q: Is there a bathroom aboard?
A: Yes.

Q: What does the charter come with?
A: Bottled waters, sodas, ice, cups, plates, cutlery, napkins, etc. You are more than welcomed to bring food aboard.

Q: Can I bring alcohol?
A: Yes, but I don’t provide alcohol. I have the appropriate bottle openers and nice plastic wine glasses and plastic champagne flutes on board.

Q: Will I get seasick?
A: My sailboat has a full keel which makes her more stable than most boats. However, all boats rock. I suggest that you take a motion sickness pill before boarding the boat if you are afraid of getting seasick as the pill takes time to work.

Q: Do you allow children aboard?
A: Of course! I’ve been sailing since in my mother’s womb so it would be hypocritical of me to not allow children aboard the Tayana 37! Children under 12 years of age are required to wear a life jacket, which I provide.

Q: Do you have a refrigerator?
A: Yes, but it’s not a full sized refrigerator like you would find in a home. It’s large enough to hold drinks for a charter.

Q: Do you have a stereo?
A: Yes and I have bluetooth speakers as well. I have an auxiliary cord that you can use to plug into the stereo to play music from your phone. You can also bring your charging cord to plug into the stereo’s USB port to keep your phone charged.

Q: Do you have Wi-Fi?
A: No but phones do get reception out on the water.

This boat has 4 additional addons available.

Details

Manufacturer
Tayana
Model
Tayana 37
Build year
1983
Max Capacity
6
Number of engines
1
Horsepower per engine
39

Accommodations

Cabins
1 x
Sleeps
6 x
Bathrooms
1 x

This boat has a maximum capacity of 6 people. It features 1 cabins with an overnight sleeping capacity of 6, 1 bathroom, and 0 showers.

Crew

I am a certified USCG Master Captain who's been sailing since in my mother's womb. I grew up sailing and have owned two sailboats since 2006. I own and run our company, the top rated sailing charter company on New York Harbor.

crew name Eric

Add-ons

This boat has 4 additional service(s) available for quarter day trips. 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 (4)

Additional person above 4
$160
per booking
Additional hour (per hour)
$640
per booking
Additional hour (per hour)
$210
per booking

Amenities

Stereo AUX input mp3 hookup
Stove / grill
TV
Refrigerator
Chart plotter
CD Player
GPS
USB Connection
VHF Radio

Reviews

5.0
from 40 reviews
Cleanliness
5.0
Well maintained
5.0
Accuracy
5.0
Communication
5.0
Stefan
Stefan
5, Sept. 3rd, 2025

What a perfect day on the Hudson - Eric is a very friendly, knowledgeable and genuine guy - he was an absolutely excellent host. I’ve lived in NYC for nearly 20 years but learnt a lot from him. The boat was beautiful and Eric’s passion for sailing really showed. I would absolutely book with him again and recommend him to anyone looking for an excellent sailing experience.

Gabriella
Gabriella
5, Aug. 1st, 2025

Captain Eric was so lovely and accommodating! We booked a 2 hour trip to the Statue of Liberty and had a great time. Cups, napkins, and a Bluetooth speaker were provided free of charge. Eric offered us tons of facts about the history of the Hudson and the New York harbor. He is a very kind and passionate person and we will definitely booking again! 5/5 ⭐️s

Frank
Frank
5, Aug. 28th, 2024

We had the most amazing private sunset sail with Captain Eric! From the moment we stepped aboard, Eric made us feel incredibly welcome with his warm hospitality. His knowledge of New York City's history is impressive, and he shared fascinating stories and insights that made the experience even more memorable. The views of the skyline at sunset were breathtaking. We couldn't have asked for a better way to spend an evening in NYC. Thank you, Eric, for an unforgettable sail! Cheers!

Policies

Cancelation policy: Standard

Full refund if renter cancels 6 days or more before the trip start date.
No refund if renter cancels 5 days or less before the trip start date.

Owner

Eric
About Eric
5.040 reviews

I am a certified USCG Master Captain who's been sailing since in my mother's womb. I grew up sailing and have owned two sailboats since 2006. I own and run the top rated sailing charter company on New York Harbor.

    Speaks English
    Response time within 3.5 hours
    Response rate 98.3%

Location & Destination Guide

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.

FAQs

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! Read 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. Read 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. Read more
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