Cruising Sailboats There are 116 yachts.

  • ⚓106' ALLOY SAILING MEGAYACHT (1991) "MING"/"ECLIPSE"
    Available

    ⚓106' ALLOY SAILING MEGAYACHT (1991) "MING"/"ECLIPSE"

    *REFIT 2014, CURRENTLY UNDERGOING ADDITIONAL REFIT* The 106.96ft custom Sail yacht 'Ming' was built by Alloy Yachts in New Zealand at their Auckland shipyard , she was delivered to her owner in 1991 and last refitted in 2014. This luxury vessel's sophisticated exterior design and engineering are the work of Dubois. Previously named Esprit, Her exterior is styled by the Dubois team who are also responsible for the entire engineering package....

    *REFIT 2014, CURRENTLY UNDERGOING ADDITIONAL REFIT* The 106.96ft custom Sail yacht...

    *REFIT 2014, CURRENTLY UNDERGOING ADDITIONAL REFIT* The 106.96ft custom Sail yacht 'Ming' was built by Alloy Yachts in New Zealand at their Auckland shipyard , she was delivered...

    $3,900,000.00
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  • 60' FARR 60 PILOTHOUSE (1998) "ZACA"
    New! Available

    60' FARR 60 PILOTHOUSE (1998) "ZACA"

    Designed in 1995 and the premiere design in the Farr Pilot House Range, the Farr 60 Pilot House turned many heads when launched at the Southampton Boat Show in the same year. She is the epitome of what a modern cruising yacht should be: The wide beam carried a long way aft allows such expanse below that you will only find on most yachts of 70 feet or over. This enables the interior to give total comfort even during the most arduous passages....

    Designed in 1995 and the premiere design in the Farr Pilot House Range, the Farr 60...

    Designed in 1995 and the premiere design in the Farr Pilot House Range, the Farr 60 Pilot House turned many heads when launched at the Southampton Boat Show in the same year....

    $549,000.00
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  • 58' TAYANA 58 (2006)
    New! Available

    58' TAYANA 58 (2006)

    The Tayana 58 is designed by the Dutch Naval Architect and designer. Pieter Beeldsnijder, who is recognized throughout the world as premier designer. The Tayana 58 is designed and built for serious cruising. The hull is one of the most durable, versatile, safest and best performing hulls in its class. Call, text or email sales agent Eddy Riener for more information on this yacht! We can schedule a showing today (949) 216-5294,...

    The Tayana 58 is designed by the Dutch Naval Architect and designer. Pieter...

    The Tayana 58 is designed by the Dutch Naval Architect and designer. Pieter Beeldsnijder, who is recognized throughout the world as premier designer. The Tayana 58 is designed...

    $565,000.00
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  • 57' BENETEAU 57 (2006)
    Available

    57' BENETEAU 57 (2006) "TRANQUILIDAD"

    Designed by Farr Yacht Design, Ltd., this powerful 57-foot passagemaker sets a new definition above past standards for production sailing yachts. Her brilliant details have been so well thought out that, in fact, she may perhaps even exceed the aspirations of some semi-custom yards. Call, text or email sales agent Eddy Riener for more information on this yacht! We can schedule a showing today (949) 216-5294, eddy@dicksimonyachts.com...

    Designed by Farr Yacht Design, Ltd., this powerful 57-foot passagemaker sets a new...

    Designed by Farr Yacht Design, Ltd., this powerful 57-foot passagemaker sets a new definition above past standards for production sailing yachts. Her brilliant details have been...

    $695,000.00
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  • 57' BENETEAU 57 (2006)
    Available

    57' BENETEAU 57 (2006) "MARINER IV"

    Designed by Farr Yacht Design, Ltd., this powerful 57-foot passagemaker sets a new definition above past standards for production sailing yachts. Her brilliant details have been so well thought out that, in fact, she may perhaps even exceed the aspirations of some semi-custom yards. Call, text or email sales agent Eddy Riener for more information on this yacht! We can schedule a showing today (949) 216-5294, eddy@dicksimonyachts.com PRINT...

    Designed by Farr Yacht Design, Ltd., this powerful 57-foot passagemaker sets a new...

    Designed by Farr Yacht Design, Ltd., this powerful 57-foot passagemaker sets a new definition above past standards for production sailing yachts. Her brilliant details have been...

    $519,500.00
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  • 56' HYLAS 56 CARBON RIG (2011)
    New! Available

    56' HYLAS 56 CARBON RIG (2011)

    Awarded Cruising World Magazine's 2011 Boat of the Year the Hylas 56 offers several significant features over the successful Hylas 54 including increased performance with a longer waterline also adding to the already impressive interior volume. The new H56 also features a significantly larger cockpit along with a sleeker more stylish coachroof offering a beautifully laid out deck for offshore cruising. Call, text or email sales agent Eddy...

    Awarded Cruising World Magazine's 2011 Boat of the Year the Hylas 56 offers several...

    Awarded Cruising World Magazine's 2011 Boat of the Year the Hylas 56 offers several significant features over the successful Hylas 54 including increased performance with a...

    $1,199,000.00
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  • 55' TAYANA 55 CENTER COCKPIT (1985)
    Available

    55' TAYANA 55 CENTER COCKPIT (1986) "NEFERTITI"

    The Tayana 55 is designed by the Dutch Naval Architect and designer. Pieter Beeldsnijder, who is recognized throughout the world as premier designer. The Tayana 55 is designed and built for serious cruising. The hull is one of the most durable, versatile, safest and best performing hulls in its class. The wide (16'2") beam of T55/58 easily accommodates a three or four cabin layout; and few if any yachts of its size can carry it's standard...

    The Tayana 55 is designed by the Dutch Naval Architect and designer. Pieter...

    The Tayana 55 is designed by the Dutch Naval Architect and designer. Pieter Beeldsnijder, who is recognized throughout the world as premier designer. The Tayana 55 is designed...

    $325,000.00
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  • 55' TAYANA 55 CENTER COCKPIT (1985)
    Available

    55' TAYANA 55 CENTER COCKPIT (1985) "LONG TALL SALLY"

    The Tayana 55 is designed by the Dutch Naval Architect and designer. Pieter Beeldsnijder, who is recognized throughout the world as premier designer. The Tayana 55 is designed and built for serious cruising. The hull is one of the most durable, versatile, safest and best performing hulls in its class. The wide (16'2") beam of T55/58 easily accommodates a three or four cabin layout; and few if any yachts of its size can carry it's standard...

    The Tayana 55 is designed by the Dutch Naval Architect and designer. Pieter...

    The Tayana 55 is designed by the Dutch Naval Architect and designer. Pieter Beeldsnijder, who is recognized throughout the world as premier designer. The Tayana 55 is designed...

    $269,000.00
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  • 53' JEANNEAU 53 (2011)
    Available

    53' JEANNEAU 53 (2011) "BOLERO"

    AN EXCLUSIVE AND LUXURIOUS WORLD AWAITS YOU Enter the world of Jeanneau Yachts! The elegance created by Philippe Briand and Garroni Design positions the Jeanneau 53 as a sailboat of exception in the range of yachts over 50 ‘. The comfort on board, the level of finish, and the perfect ergonomics were carefully designed to make every moment aboard special. Numerous deck hatches and portholes flood the inside with light emphasizing the rich...

    AN EXCLUSIVE AND LUXURIOUS WORLD AWAITS YOU Enter the world of Jeanneau Yachts! The...

    AN EXCLUSIVE AND LUXURIOUS WORLD AWAITS YOU Enter the world of Jeanneau Yachts! The elegance created by Philippe Briand and Garroni Design positions the Jeanneau 53 as a...

    $419,000.00
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  • 52' TAYANA 52 (CENTER COCKPIT) (2006)
    Available

    52' TAYANA 52 (CENTER COCKPIT) (2006) "SERENITY"

    From her counter stern to her characteristically Perry scimitar bow, the Tayana 52 helps to illustrate why Perry's designs tend to be hit far more than the average. Robert Perry said that Tayana has the "sweetest sheer" he has ever drawn.Few yachts exhibit the stunning symmetry and the sheer beauty of the 52. Whether lying at anchor or playing with high sweeping seas, she is an eye-catcher of the first magnitude. The Tayana 52 is truly a...

    From her counter stern to her characteristically Perry scimitar bow, the Tayana 52...

    From her counter stern to her characteristically Perry scimitar bow, the Tayana 52 helps to illustrate why Perry's designs tend to be hit far more than the average. Robert Perry...

    $399,999.00
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  • 52' TAYANA 52 (CENTER COCKPIT) (2006)
    Available

    52' TAYANA 52 (CENTER COCKPIT) (1987) "POLARBEAR"

    From her counter stern to her characteristically Perry scimitar bow, the Tayana 52 helps to illustrate why Perry's designs tend to be hit far more than the average. Robert Perry said that Tayana has the "sweetest sheer" he has ever drawn.Few yachts exhibit the stunning symmetry and the sheer beauty of the 52. Whether lying at anchor or playing with high sweeping seas, she is an eye-catcher of the first magnitude. The Tayana 52 is truly a...

    From her counter stern to her characteristically Perry scimitar bow, the Tayana 52...

    From her counter stern to her characteristically Perry scimitar bow, the Tayana 52 helps to illustrate why Perry's designs tend to be hit far more than the average. Robert Perry...

    $249,900.00
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  • 52' TAYANA 52 (CENTER COCKPIT) (2006)
    Available

    52' TAYANA 52 (AFT COCKPIT) (1990) "CHESSIE"

    From her counter stern to her characteristically Perry scimitar bow, the Tayana 52 helps to illustrate why Perry's designs tend to be hit far more than the average. Robert Perry said that Tayana has the "sweetest sheer" he has ever drawn.Few yachts exhibit the stunning symmetry and the sheer beauty of the 52. Whether lying at anchor or playing with high sweeping seas, she is an eye-catcher of the first magnitude. The Tayana 52 is truly a...

    From her counter stern to her characteristically Perry scimitar bow, the Tayana 52...

    From her counter stern to her characteristically Perry scimitar bow, the Tayana 52 helps to illustrate why Perry's designs tend to be hit far more than the average. Robert Perry...

    $219,500.00
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  • 52' DUFOUR 525 GRAND LARGE (2009)
    Available

    52' DUFOUR 525 GRAND LARGE (2009) "L'ALLOUETTE"

    Powerful, fluid, generous. You can settle down aboard and imagine yourself enjoying the freedom and luxury offered by all this space. You’ll easily be able to visualize living aboard and cruising with your family and friends. Below decks: light, openness, exceptional fittings and materials, everywhere space — the space to get together when you want, but also to have some space to yourself if that’s what you feel like. Topside: cockpit, stern...

    Powerful, fluid, generous. You can settle down aboard and imagine yourself enjoying the...

    Powerful, fluid, generous. You can settle down aboard and imagine yourself enjoying the freedom and luxury offered by all this space. You’ll easily be able to visualize living...

    $395,000.00
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  • 51' PASSPORT YACHTS 515 AFT COCKPIT (2009)
    Available

    51' PASSPORT YACHTS 515 AFT COCKPIT (2009)

    Designed by Robert H. Perry and the Passport Design Group, the Passport Vista 515AC is the latest in a long line of elegant, functional and durable cruising yachts. The focus in designing and building the Passport Vista 515AC has been to offer a yacht of truly unparalleled quality that is easy to sail in all conditions while still offering the very best in living accommodations. Call, text or email sales agent Eddy Riener for more information...

    Designed by Robert H. Perry and the Passport Design Group, the Passport Vista 515AC is...

    Designed by Robert H. Perry and the Passport Design Group, the Passport Vista 515AC is the latest in a long line of elegant, functional and durable cruising yachts. The focus in...

    $598,000.00
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  • 50' PROUT P-50S (2011) *LLC*
    Available

    50' PROUT P-50S (2011) *LLC* "COURTSHIP II"

    *LLC, NO SALES TAX* The P-50S is a comfortable blue water cruiser, around the bay or around the world. First class accommodations for up to eight guests are available in three to four spacious bedrooms including double beds and three to four heads with separate showers. In the three-bedroom version, the master suite, located within a dedicated hull, boasts a desk, settee, and bathroom with double sinks and a separate toilet. Call, text or...

    *LLC, NO SALES TAX* The P-50S is a comfortable blue water cruiser, around the bay or...

    *LLC, NO SALES TAX* The P-50S is a comfortable blue water cruiser, around the bay or around the world. First class accommodations for up to eight guests are available in three...

    $475,000.00
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  • 50' DUFOUR 500 GRAND LARGE (2015)
    Available

    50' DUFOUR 500 GRAND LARGE (2015) "CIELO"

    The Dufour 500 Grand Large adds a new dimension to your cruising adventures. A powerful, yet easily managed sailplan delivers passionate performance in variety of conditions with plenty of cockpit space for larger groups to enjoy the ride in total comfort.  The unique, award winning interior layout provides an expansive social environment that’s perfect for entertaining family and friends in elegant style. Call, text or email sales agent Eddy...

    The Dufour 500 Grand Large adds a new dimension to your cruising adventures. A...

    The Dufour 500 Grand Large adds a new dimension to your cruising adventures. A powerful, yet easily managed sailplan delivers passionate performance in variety of conditions...

    $525,000.00
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  • 50' BENETEAU OCEANIS 500 (1991)
    Available

    50' BENETEAU OCEANIS 500 (1991) "ROAM"

    Let us transport you to a world of tranquility and grace. Where the pace is set by the winf. And the loudest sound is the water rushing past the hull. Set your sights on the far horizon, and Oceanis 500 will get you there with the greatest of ease. Her effortless handling is rivaled only by her civilized approach to living at sea. Topsides, her wide, clean decks make an elegant setting for watching nothing at all. And below, four different...

    Let us transport you to a world of tranquility and grace. Where the pace is set by the...

    Let us transport you to a world of tranquility and grace. Where the pace is set by the winf. And the loudest sound is the water rushing past the hull. Set your sights on the far...

    $170,000.00
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  • 50' BENETEAU MOORINGS 50.5 (2011)
    Available

    50' BENETEAU MOORINGS 50.5 (2011)

    Innovative, spacious, bright, and sophisticated only begins to describe the exciting Moorings 50.5. Built by Beneateau, she features a sleek coach roof, long side windows, a fully-integrated mainsail arch and all the ergonomic ease of detailed design to make the most of each area. Call, text or email sales agent Eddy Riener for more information on this yacht! We can schedule a showing today (949) 216-5294, eddy@dicksimonyachts.com PRINT...

    Innovative, spacious, bright, and sophisticated only begins to describe the exciting...

    Innovative, spacious, bright, and sophisticated only begins to describe the exciting Moorings 50.5. Built by Beneateau, she features a sleek coach roof, long side windows, a...

    $248,000.00
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  • 50' BENETEAU 50 (1996)
    Available

    50' BENETEAU 50 (1996) "CAROLINE"

    Naval architecture makes no exception : if theory is essential, experience and practice are no less so in designing and making an ocean-going sail cruiser like the Beneteau 50. Bruce Farr has, of course, put all his talent into the hull lines, and Beneteau, in collaboration with Armel Briand, has sought original solutions for bringing still more improvements to the comfort of the layout and the deck plan. Call, text or email sales agent Eddy...

    Naval architecture makes no exception : if theory is essential, experience and practice...

    Naval architecture makes no exception : if theory is essential, experience and practice are no less so in designing and making an ocean-going sail cruiser like the Beneteau 50....

    $124,900.00
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  • 49' JEANNEAU SUN ODYSSEY 49 (2006)
    Available

    49' JEANNEAU SUN ODYSSEY 49 (2007) "PERCEPTION"

    This Sun Odyssey 49i is a worthy successor to its ancestors—solid, predictable, and fun to sail, with a very useful multifaceted interior layout. The deck layout is fairly standard for a modern charter-oriented boat of this size. Twin wheels provide excellent all-around visibility, and the fixed cockpit table makes a great foot brace in the super-wide cockpit when the boat is well heeled. Up forward, there is also a full-size, segregated sail...

    This Sun Odyssey 49i is a worthy successor to its ancestors—solid, predictable, and fun...

    This Sun Odyssey 49i is a worthy successor to its ancestors—solid, predictable, and fun to sail, with a very useful multifaceted interior layout. The deck layout is fairly...

    $299,900.00
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  • 49' JEANNEAU SUN ODYSSEY 49 (2006)
    Available

    49' JEANNEAU SUN ODYSSEY 49 (2006) "ELLEN CEILIA"

    This Sun Odyssey 49 is a worthy successor to its ancestors—solid, predictable, and fun to sail, with a very useful multifaceted interior layout. The deck layout is fairly standard for a modern charter-oriented boat of this size. Twin wheels provide excellent all-around visibility, and the fixed cockpit table makes a great foot brace in the super-wide cockpit when the boat is well heeled. Up forward, there is also a full-size, segregated sail...

    This Sun Odyssey 49 is a worthy successor to its ancestors—solid, predictable, and fun...

    This Sun Odyssey 49 is a worthy successor to its ancestors—solid, predictable, and fun to sail, with a very useful multifaceted interior layout. The deck layout is fairly...

    $360,000.00
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  • 49' JEANNEAU SUN ODYSSEY 49 (2006)
    Available

    49' JEANNEAU SO 49 PERFORMANCE (2006) *LLC*

    This Sun Odyssey 49 Performance Version is a worthy successor to its ancestors—solid, predictable, and fun to sail, with a very useful multifaceted interior layout. The deck layout is fairly standard for a modern charter-oriented boat of this size. Twin wheels provide excellent all-around visibility, and the fixed cockpit table makes a great foot brace in the super-wide cockpit when the boat is well heeled. Up forward, there is also a...

    This Sun Odyssey 49 Performance Version is a worthy successor to its ancestors—solid,...

    This Sun Odyssey 49 Performance Version is a worthy successor to its ancestors—solid, predictable, and fun to sail, with a very useful multifaceted interior layout. The deck...

    $299,000.00
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  • 49' HUNTER 49 (2009)
    Available

    49' HUNTER 49 (2008) "BREATHE"

    A passagemaker with all the comforts of home... It might simply be called The Big One. The Hunter 49 is the largest of the company's fleet and tailor-made to compete head-to-head with passagemakers like the Beneteau 515. With anoverall length of 49 feet, 11 inches, this luxury cruiser offers comfort and roominess without sacrificing maneuverability. It's meant to replace the Hunter 46, a mainstay in the company's production line since 1997,...

    A passagemaker with all the comforts of home... It might simply be called The Big One....

    A passagemaker with all the comforts of home... It might simply be called The Big One. The Hunter 49 is the largest of the company's fleet and tailor-made to compete...

    $249,000.00
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  • 49' HUNTER 49 (2009)
    Available

    49' HUNTER 49 (2007) "COCO & LEE"

    A passagemaker with all the comforts of home... It might simply be called The Big One. The Hunter 49 is the largest of the company's fleet and tailor-made to compete head-to-head with passagemakers like the Beneteau 515. With anoverall length of 49 feet, 11 inches, this luxury cruiser offers comfort and roominess without sacrificing maneuverability. It's meant to replace the Hunter 46, a mainstay in the company's production line since 1997,...

    A passagemaker with all the comforts of home... It might simply be called The Big One....

    A passagemaker with all the comforts of home... It might simply be called The Big One. The Hunter 49 is the largest of the company's fleet and tailor-made to compete...

    $265,000.00
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  • 49' BENETEAU 49 (2008)
    Available

    49' BENETEAU 49 (2009) "DELTA"

    The Beneteau 49 - Taking The Exceptional To A New Level. The Beneteau 49 represents an era of truly exceptional Beneteau sailing yachts. The profile and look of the hull and deck, designed by Berret/Racoupeau, were modernized while retaining the major assets that have made Beneteau yachts admired for decades. Below decks, Nauta drew strikingly beautiful lines combined with brilliant woodwork, and superb materials to bring the Beneteau 49 to a...

    The Beneteau 49 - Taking The Exceptional To A New Level. The Beneteau 49 represents an...

    The Beneteau 49 - Taking The Exceptional To A New Level. The Beneteau 49 represents an era of truly exceptional Beneteau sailing yachts. The profile and look of the hull and...

    $289,900.00
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Cruising Sailboats

Cruising Sailboats for sale