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Sailing Yachts for Sale - Embark
on Sea-Bound Adventures

Discover the perfect sailing yacht for your next adventure on the open sea. Our selection of sailing yachts for sale blend elegance, advanced technology, and timeless design, offering a top-notch sailing experience. Whether you’re a seasoned sailor or new to the yachting world, you’ll find a vessel that suits your needs and style. Each yacht in our collection is meticulously maintained, ensuring you can set sail with confidence. Explore our range below and get ready to embark on your next great journey.

Learn About Different Types of Sailing Yachts

PIAFFE 71' (21.64m) New England Boatworks Custom 1995/2024

PIAFFE is a 71-foot custom Ketch sailing yacht, originally built in 1995 by New England Boatworks and designed by Ted Hood. Accommodating up to 10 guests in 3 staterooms, it features recent updates including new sails, electronics, and a generator. The yacht underwent extensive refits between 2018 and 2024, ensuring it is in prime condition for immediate sailing. Known for its elegant design and high performance, PIAFFE is priced at $750,000 and is ready for new ownership.

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Profile of PIAFFE, a 71 foot New England Boatworks yacht for sale.

KIWI SPIRIT II 53' (16.15m) FC 53 2017

KIWI SPIRIT II is a 53-foot Cruiser-Racer yacht built by Knierim Yachts in 2017. Priced at $895,000, this yacht is designed for both offshore racing and comfortable coastal cruising, featuring a spacious cockpit with a hard carbon fiber dodger, double helms for excellent visibility, and a well-organized interior with two staterooms. Located in Portsmouth, Rhode Island, it comes equipped with a Volvo engine, solar panels, and air conditioning, making it ideal for solo or couple circumnavigation.

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Profile of KIWI SPIRIT II, a 53 foot Knierim yacht for sale.

NIGHT TRAIN 51' (15.54m) Hinckley Sou'wester 51 1986

NIGHT TRAIN is a 51-foot Hinckley Sou’wester Sloop, built in 1986 and meticulously maintained for optimal performance and cruising. This yacht features a custom carbon-fiber mast and boom, Dyneema running rigging, a spacious cockpit, and elegant teak interiors. Accommodating up to 5 guests in 3 staterooms, it includes modern navigation and safety equipment, a powerful Westerbeke engine, and advanced electrical systems. Priced at $595,000, NIGHT TRAIN is in excellent condition and ready for new adventures.

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Profile of NIGHT TRAIN, 51 foot Hinckley yacht for sale.

TOOT 46' (14.02m) Little Harbor 1988

The TOOT is a 46-foot sloop designed by Ted Hood and built by Little Harbor in 1988, currently priced at $260,000. Located in Newport, Rhode Island, it features two private staterooms, a spacious salon, and a well-equipped galley. The yacht is powered by a 75hp Yanmar engine and includes amenities such as air conditioning, a Majestic flat screen TV, and comprehensive navigation and safety systems. Ideal for cruising, TOOT combines classic design with modern comforts, making it a perfect choice for sailing enthusiasts.

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Profile of TOOT, 46 foot Little Harbor yacht for sale

TWELFTH NIGHT 46' (14.02m) Bavaria 2015

TWELFTH NIGHT is a 46-foot Bavaria Vision 46 sloop, built in 2015 and priced at $299,500. This single-owner yacht features three staterooms, accommodating up to six guests, and has undergone numerous recent upgrades, including new sails, solar panels, and a bow thruster. The yacht is well-equipped for both offshore and coastal cruising with amenities like an electric height-adjustable dinette, a spacious cockpit, and advanced navigation equipment. It is currently located in Newport, Rhode Island.

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Profile of TWELFTH NIGHT, a 46 foot Bavaria yacht for sale.

CAVALINO 43' 6" (13.26m) W-Class 2010

CAVALINO is a 43’6″ Brooklin Boat Yard Sloop, built in 2010 and priced at $248,000. This versatile “Spirit of Tradition” racer/cruiser combines classic elegance with modern performance, featuring cold-molded wood composite construction, carbon spars, and advanced racing equipment. It’s designed for both racing and cruising, with a layout that allows easy transformation from a fast daysailer to a competitive racer. Equipped with a new Yanmar engine (2023) and capable of competing in various regattas, CAVALINO offers an exhilarating sailing experience.

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Profile of CAVALINO, a 43' Brooklin yacht for sale.

TRILLIUM 42' (12.80m) Hinckley 1987

TRILLIUM is a 42-foot Hinckley Sou’wester Sloop built in 1987, priced at $285,000. This classic yacht features a Herreshoff-style interior with a fireplace, new Spectra sails, a Raymarine navigation system, and two staterooms that sleep up to six people. With its recent upgrades and excellent maintenance, TRILLIUM is ideal for entertaining and extended cruising, offering a blend of elegance and performance.

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Profile of TRILLIUM, a 42' Hinckley yacht for sale.

Explore SAILING YACHTS FOR SALE

Our fleet of sailing yachts for sale offers an unparalleled blend of luxury, performance, and adventure. Whether you’re looking for a modern, high-tech vessel or a classic, elegant yacht, we have options to suit every mariner’s dream. Each yacht in our selection is excellently maintained, ensuring you can set sail with confidence and style. Embark on your next sea-bound adventure and discover the perfect yacht to fulfill your maritime aspirations. Start exploring today and take the first step towards your ultimate sailing journey.

View All Sailing Yachts for Sale
PIAFFE
PIAFFE
Year: 1995
Builder: New England Boatworks
Length: 71′ 0″ (21.64 M)
$750,000 USD
KIWI SPIRIT II
KIWI SPIRIT II
Year: 2017
Builder: Knierim Yachts
Length: 53′ 0″ (16.15 M)
$895,000 USD
NIGHT TRAIN
NIGHT TRAIN
Year: 1986
Builder: Hinckley
Length: 51′ 0″ (15.54 M)
$595,000 USD
TOOT
TOOT
Year: 1988
Builder: Little Harbor
Length: 46′ 0″ (14.02 M)
$260,000 USD
TRILLIUM
TRILLIUM
Year: 1987
Builder: Hinckley
Length: 42′ 0″ (12.80 M)
$285,000 USD

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EDITORIAL

MISS STEPHANIE 138' Richmond Jumping of the bow

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