Cruising Sailboats for sale in Massachusetts

29 New and Used Cruising Sailboats

Nautor Swan Swan 56

Portland, Maine (United States of America)

56.33 ft.

1998

Used

One of our favourite Swans, a great cruiser/racer design. Our office sold Nautor Swan 56, TRAMONTANA as new, and we were involved with her construction and her launch...

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$450,000

Allied Seawind

Salem, Massachusetts (United States of America)

29.99 ft.

1972

Used

Stock # Solid full-keeled Seawind! New standing & running rigging in 2018! Recored decks! 35 W solar & regulator! The Allied Seawind 30 was built fromand was...

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$12,000

Nautor Swan 391

Marion, Massachus... (United States of America)

39.9 ft.

1983

Used

This Swan 391 is one of the nicest we have seen. She has lived a pampered life in New England and has always been stored indoors during the winter months. Her decks h...

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$110,000

Catalina 425

Quincy, Massachus... (United States of America)

43.5 ft.

2023

Used

We're Divers II is a 2023 Catalina 425. She offers a very unique opportunity for someone to purchase a very lightly used boat, that is ready to sail now and loaded wi...

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$475,000

Pacific Seacraft Crealock 37

New Bedford, Mass... (United States of America)

36.91 ft.

1985

Used

Podjo stands as a testament to enduring craftsmanship and seaworthiness. Impeccably maintained over the years, this vessel exudes both charm and practicality. Its dis...

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$69,999

Beneteau Oceanis Clipper 393
Sponsored

New Bedford, MA, (United States of America)

39.14 ft.

2004

Used

Description You will not find a more well maintained 393 both mechanically and cosmetically on the market . Introduced in 2001, the Beneteau 393 became an o...

$112,500

Oyster 53

Marblehead, (United States of America)

52.99 ft.

2003

Used

DESCRIPTION DREAM AGAIN II is a great example of the Oyster 53. She shows very well and has benefitted from a constant professional maintenance program. The safe, se...

$465,000

Beneteau Oceanis Clipper 393

Charlestown, MA, (United States of America)

39.01 ft.

2003

Used

Description Very well optioned and updated Beneteau Oceanis 393 ready for your cruising adventures. Aspirante is a comfortable, capable cruising yacht with ...

$99,000

Tartan 37

Salem, MA, (United States of America)

37.24 ft.

1979

Used

Description "Tiberina" is an impressive example of the timeless and blue water capable Tartan 37. She shows a very high level of care in ownership, and has...

$39,000

Catalina 40 Mk Ii

Fairhaven, Massac... (United States of America)

41.83 ft.

1998

Used

Windsong is a 1998 Catalina 42 with recent upgrades, a large cockpit and a spacious and comfortable layout below of three cabins and two heads Recent Upgrades: S...

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$105,000

Island Packet 370

Salem, MA, (United States of America)

37.83 ft.

2004

Used

Description Whether you want to voyage around the world, cruise the coast and islands in comfort and security, or weekend in local waters in style, the Island...

$185,000

Jeanneau Sun Odyssey 380

Boston, MA, (United States of America)

38.48 ft.

2024

New

Description JEANNEAU 380 . CALL FOR BEST PRICE; WE WILL NOT BE UNDERSOLD. Like her predecessors, the Sun Odyssey 380 has been entirely designed to offer her...

P.O.A.

Nautor Swan 46

Marblehead, Massa... (United States of America)

46.0 ft.

1988

Used

AEgir is a beautiful example of a shallow keel Nautor Swan 46 and has been impeccably maintained throughout her life. Most years, she has been stored indoors during t...

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$220,000

Ericson 30

Lynn, Massachusetts (United States of America)

29.99 ft.

1986

Used

Stock # Beautiful, well cared for Ericson 30 Sloop, she is ready for her next adventure. Motivated Seller!!! Make Offer!!! This classic 1986 Ericson 30 is part of t...

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$18,500

Catalina 38

Hull, Massachusetts (United States of America)

37.99 ft.

1980

Used

Stock # 38' performance cruiser! Fast, seaworthy sloop designed by Sparkman and Stephens! This 1980 Catalina 38 is a sailboat that has stood the test of time. It has...

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$22,750

Hinckley 38

Quincy, MA, (United States of America)

37.5 ft.

1970

Used

Description Turn heads in any harbor aboard this 1970 Hinckley 38! "Into the Blues" is a nice example of this true classic. On her 4th owner, this pretty cr...

$89,500

Morgan Out Island 41

Boston, MA, (United States of America)

41.24 ft.

1987

Used

Description Call today for more information or to schedule a viewing of this well maintained Morgan Out Island 41. Recent upgrades include: New Isotherm Fridg...

$69,000

Catalina 34 Mkii

Boston, MA, (United States of America)

34.51 ft.

2001

Used

Description The Catalina 34MK II is a spacious and capable 2 cabin cruising boat in a compact 34 foot package. Her shoal draft of only 4' 3'' gives access to ...

$49,000

Jeanneau Sun Odyssey 410

Boston, MA, (United States of America)

40.42 ft.

2024

New

Description BASE BOAT PRICE IS INCLUSIVE OF SAILS, ENGINE AND STANDARD OPTIONS HOWEVER... MOST NEW BOATS AFTER SAIL AWAY OPTIONS ARE ADDED WILL HAVE A RETA...

P.O.A.

Jeanneau Sun Odyssey 349

Portsmouth, RI, (United States of America)

33.92 ft.

2023

New

Description This Jeanneau 349 has barely been used. Only 74 engine hours, and the sails have been used three times. Berths have never been slept in, stovetop ...

$219,000

Cal 33

Marshfield, Massa... (United States of America)

33.01 ft.

1972

Used

Stock # 1972 Cal 33 in Fair Shape w/Many Extras For a Crew of 2 This Call 33 is currently in storage and under a tarp. The boat appears structurally sound however ...

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$17,500

Rustler 33

Westport, Massach... (United States of America)

33.99 ft.

2017

Used

Rustler 33s are rare on the market, and this is the first one to become available in the U.S. JULIA is a high-spec, late-model boat that has always been stored indoor...

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$175,000

Beneteau 352

Mattapoisett, Mas... (United States of America)

35.01 ft.

1998

Used

Overview Accommodations The 352 offers a very spacious interior, finished in a Cherry stained Mahogany. The galley is to port and aft of the companionway. To Starb...

$55,000

Cal 36

Danvers, Massachu... (United States of America)

35.99 ft.

1967

Used

Stock # 1967 Cal 36 currently with her 2nd owner. She has been well taken care of. Can you imagine how lucky you are to have found a venerable Bill Lapworth designed...

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$21,500

Cherubini 44

Salem, Massachusetts (United States of America)

50.1 ft.

1979

Used

Ananda the Cherubini 44 is a classic sailing ketch. A new upgraded electrical system, batteries, and brightwork is being refinished. Her ketch rig is ea...

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$150,000

LeComte Northeast 38

Boston, MA, (United States of America)

38.16 ft.

1967

Used

Description Lenity is a splendid example of the classic LeComte Northeast 38. Designed by Bill Tripp and built by the LeComte yard in Holland, the Northeast 3...

$50,000

AC Cat 30

Cohasset, Massach... (United States of America)

29.99 ft.

1980

Used

Stock # Custom Re-Fit! Over 6' Headroom Below! Power Winch! Half-Dodger! Battenless Mainsail! This custom sailer was professionally converted from an Atlantic City C...

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$57,500

Hinckley Oceancruising 52

Somerset, Massach... (United States of America)

52.33 ft.

1997

Used

CHERIDAH is a 1997 build OceanCruising 52 - by Ocean Cruising Yachts, designed by William Cook. She is superbly maintained with non-skid decks and is one of only two ...

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$495,000

* Price displayed is based on today's currency conversion rate of the listed sales price.