Sailboat Listings | The Best Used Sailboats for Sale

Sailboats

We scour the market every day to discover the very best sailing yachts for sale,
and curate them here for your daydreaming pleasure. Happy cruising!

in Sail

A Tayana 48 Deck Saloon

This beautifully maintained Tayana 48 Deck Saloon, TEMERITY, is ready to sail anywhere, and priced to sell. Her owners are sailing her to Florida and Annapolis but she is currently available in the Eastern Caribbean. TEMERITY is fully equipped for blue water cruising with man

Read more View Listing

In Sail

A One Owner Hinckley Bermuda 40

ACORN is a beautiful one owner Hinckley Bermuda 40 MK II Yawl. The Hinckley service team considers here one of the very best B40's ever, and she has clearly benefitted by the impeccable ongoing maintenance of her owner in Maine, described by Hinckley as a "true yachtsman". She's had many upgrades over the years, including a new 55hp diesel in 2007, recent…

A 1996 Pacific Seacraft 34

Designed by the great William Crealock, the Pacific Seacraft 34 is classic bluewater cruiser, known the world over for their build quality. EILEEN is a one owner boat, and she looks as if she was commissioned yesterday. Having been meticulously maintained by her knowledgeable owner, she has also benefitted by a slew of recent upgrades and improvements. She…

Read more View Listing

In Sail

A 1986 Stephens Motor Sailer

This beautiful Sparkman and Stephens-designed motorsailer was built by Stephens Marine in California in 1986, and was a ground-breaking motorsailer ketch at the time. Designed for cruising comfort for a large family with guests and/crew, she has been upgraded with many modern conveniences. With an aluminum hull, SEA ANGEL is a stout world cruising yacht.…

Read more View Listing

In Sail

Trade Wind, a 1938 Alden Motor Sailer

Having undergone a painstaking three year renovation by Rockport Marine in Maine, TRADE WIND, this stunningly beautiful 1938 Alden motor sailer, is ready for what's next. Designed by John Alden in 1937 for a discerning owner who wanted an elegant floating home for 2 people able to go anywhere, she has been lovingly upgraded for another several decades of luxurious…

Read more View Listing

In Sail

Rosewest Cape Cod

We're in love. The new Cape Cod from Rosewest is a stunningly beautiful open cockpit 24 foot daysailer that hits all of the right notes for us. Evoking traditional European pilot cutters from the 19th century, with their long overhanging stern and bluff bow, we could stare at her lines all day long. Classic in concept, but thoroughly modern in design…

Read more View Listing

In Sail

A Hallberg-Rassy Monsun

Another great Craigslist find – this one in Galveston, Texas – a very nicely updated Hallberg-Rassy Monsun 31. NORA MARIE went through a "total" refit in 2017 for the purposes of long distance cruising. All of her systems were selected and designed for "rugged simplicity and self-servicing". The original Monsuns are known for their sea…

Read more View Listing

In Sail

An Excellent Southern Cross 31

Here's another classic Craigslist find for you: a much-loved Southern Cross 31 for sale in Maine. This beauty, FIRST LIGHT, is the last SC 31 manufactured by Ryder in Bristol, Rhode Island. She was purchased by a Maine craftsman, who over the next ten years built her to the "highest of marine standards". The Southern Cross 31 is a no nonsense double-ender…

Read more View Listing

In Sail

A Rare Cape Dory Ketch 30

These Cape Dory Ketch's can be a bit hard to find on the market, as their owners rarely let them out of their clutches. And this one, LOLANTHE, is about the nicest we've come across. This ketch, like most Cape Dory's were designed by the great Carl Alberg, with the same beautiful sheer, lower freeboard and sturdy full keel. Known for their quality construction,…

A Terrific Tayana 55

This 1985 Tayana 55 has us all hot and bothered. We found it just listed on Craigslist in San Diego, and by all appearances this is a special example of a well-maintained true world-cruiser. Ideal as a liveaboard, the generous interior, with its renowned Tayana-quality teak joinery, makes for a lovely waterborne home. The Tayana 55 is known widely for…

Read more View Listing

In Sail

A 1998 Ta Shing Tashiba Pilothouse 40

Okay, okay – we know we've been on a bit of a Ta Shing / Robert Perry kick lately, but this Pilothouse version of the Tashiba 40 is just too special to not add to the mix here. For sale now in Seattle, Washington, this highly coveted Pilothouse model is the ideal cruiser for the Pacific Northwest and well beyond. Maintained in excellent condition, she's…

Read more View Listing

Sailboats

Get Your Weekly Dose of Boats

Signup for our weekly email and never miss out on the best boats in the marina.

Signup for our weekly email and
never miss out on the best boats in the marina.