A Fine Yacht with an Experienced Captain

Discover Sag Harbor surroundings on this 45 S&S CBS boat
Sloop boat rental in Sag Harbor, NY
Sloop boat for rent in Sag Harbor
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From
$750
$750
per ¼ day

Sailboat for rental in Sag Harbor, NY

CBS • 45 S&S • 1979
5.064 reviews
Derrick
Hosted by Derrick
Since 2015 •5.0(64)
45 feet
6 Guests
2 Cabins
1 Bathroom
Captained

Description

The boat is a really sweet sailing yacht, built to sail all oceans. She has classic Sparkman and Stephens lines. The boat was built in Italy for the purpose of a sailing and diving expedition in the Caribbean. She went into the charter trade in St. Thomas after that and continues as a charter vessel in Sag Harbor, NY to date. She is a very well maintained vessel and a great joy to those who sail aboard her. The Boat has also won her class and division more than once in some good size local regattas.

Details

Manufacturer
CBS
Model
45 S&S
Build year
1979
Max Capacity
6
Number of engines
1
Horsepower per engine
60

Accommodations

Cabins
2 x
Sleeps
10 x
Bathrooms
1 x

This boat has a maximum capacity of 6 people. It features 2 cabins with an overnight sleeping capacity of 10, 1 bathroom, and 0 showers.

Crew

Derrick T. Galen, Captain

crew name Derrick

Amenities

Stove / grill
Autopilot
Stereo AUX input mp3 hookup
Radar
Chart plotter
Refrigerator
Bed linen
CD Player
GPS

Reviews

5.0
from 64 reviews
Cleanliness
5.0
Well maintained
5.0
Accuracy
5.0
Communication
5.0
Marina
Marina
5, Sept. 5th, 2025

Niall
Niall
5, Aug. 24th, 2025

Our family's sailing trip with Captain Derrick was the absolute highlight of our holiday and massively surpassed all of our expectations. We cannot recommend him highly enough!

Derrick is a truly fantastic captain – incredibly skilled, professional, and his genuine passion for sailing is infectious, which made the entire experience so much fun for all of us. From the moment we stepped on board, he made us feel completely safe and was always checking in to make sure we were enjoying ourselves.

The trip itself was the perfect combination of beautiful, relaxing, and fun. It was the best way to celebrate a special occasion and created a memory our family will cherish.

If you are considering a sailing trip around Sag Harbor book a trip with Derrick – you will have an amazing time!

Aron
Aron
5, Aug. 18th, 2025

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

Derrick
About Derrick
5.064 reviews

I am a marine professional. I have captained sailing yachts for private owners and for charters for 35 years. I have owned and chartered the 45 foot sailing yacht ALYAN since 1992. I am a certified marine surveyor of yachts and small craft with the National Association of Marine Surveyors and regularly conduct surveys for prepurchase, insurance, or damage. I manage several yachts at this time as well, including a 72 foot performance sailing yacht. I have sailed thousands of offshore and coastal miles. I also race sailboats competitively. I enjoy sharing my knowledge and making sailing an experience that exceeds the expectation of my guests, crew, friends or family.

    Lives in Sag Harbor, NY, US
    Speaks Spanish, English
    Response time within 8.5 hours
    Response rate 98.7%

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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