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149 out of 14,867 Boats Found

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  • Price Drop 1980 Custom Built Navigateurs J.E.L. Custom 37'

    1980 Custom Built Navigateurs J.E.L. Custom 37'

    $39,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 37' / 0'
    • 1980 / Used
    • $39,900

    Stock #441946 Video of this vessel available at www [dot] popsells [dot] com/view/441946 Reason for selling is "Quitting Sailing". ANY and ALL offers will be put in front of our... View Details

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    $39,900
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  • 1980 Pearson 365

    1980 Pearson 365

    $39,500
    Kemah, TX
    • Kemah, TX
    • Sailboat
    • 36' / 0'
    • 1980 / Used
    • $39,500

    Stock #430417 Reason for selling is "No longer using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Great condition sailboat with teak upgrade... View Details

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    $39,500
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  • 1974 Cascade 36 Deep Keel

    1974 Cascade 36 Deep Keel

    $38,000
    Cathlamet, WA
    • Cathlamet, WA
    • Sailboat
    • 36' / 0'
    • 1974 / Used
    • $38,000

    Stock #394280 Reason for selling is "Liivning in Idaho". ANY and ALL offers will be put in front of our seller! Submit your offer today! Sail into Adventure: 1974 Cascade 36 Dee... View Details

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    $38,000
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  • 2003 Catalina 28 Mark II

    2003 Catalina 28 Mark II

    $37,400
    Grapevine, TX
    • Grapevine, TX
    • Sailboat
    • 28' / 0'
    • 2003 / Used
    • $37,400

    Stock #422477 Video of this vessel available at www [dot] popsells [dot] com/view/422477 Reason for selling is "Not using enough". ANY and ALL offers will be put in front of our... View Details

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    $37,400
    VIEW DETAILS
  • 1985 Other Yacht

    1985 Other Yacht

    $36,990
    Rockport, TX
    • Rockport, TX
    • Sailboat
    • 43' / 0'
    • 1985 / Used
    • $36,990

    Stock #471425 This is a new advertisement, on the market just this week (Nov 7th). Always accepting offers! Very unique, French-made aluminum vessel. Rare and hard to find! This... View Details

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    $36,990
    VIEW DETAILS
  • Price Drop 1981 Pearson 424 Sloop

    1981 Pearson 424 Sloop

    $35,000
    Deerfield Beach, FL
    • Deerfield Beach, FL
    • Sailboat
    • 42' / 0'
    • 1981 / Used
    • $35,000

    Stock #452433 Video of this vessel available at www [dot] popsells [dot] com/view/452433 Reason for selling is "Not using enough". This Pearson has now been on the market a coup... View Details

    View 10 Photos and Details Contact Seller
    $35,000
    VIEW DETAILS
  • Price Drop 1985 Morgan 45-4 Nelson-Marek

    1985 Morgan 45-4 Nelson-Marek

    $35,000
    San Pedro, CA
    • San Pedro, CA
    • Sailboat
    • 45' / 0'
    • 1985 / Used
    • $35,000

    Stock #448656 Video of this vessel available at www [dot] popsells [dot] com/view/448656 Reason for selling is "Moved". ANY and ALL offers will be put in front of our seller! Su... View Details

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    $35,000
    VIEW DETAILS
  • 1983 O Day 34

    1983 O Day 34

    $35,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 34' / 11'
    • 1983 / Used
    • $35,000

    1983 O'Day 34"Dawn Treader"The O'Day 34. This boat offers plenty of comfortable room below deck and a spacious cockpit which make this a great weekend cruiser and daysailer! Winter... View Details

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    $35,000
    VIEW DETAILS
  • 1997 Catalina 28 MK II

    1997 Catalina 28 MK II

    $34,000
    Miami, FL
    • Miami, FL
    • Sailboat
    • 28' / 0'
    • 1997 / Used
    • $34,000

    Stock #446982 Reason for selling is "Too busy". ANY and ALL offers will be put in front of our seller! Submit your offer today! Catalina 28 MK II offers comfortable size, and go... View Details

    View 4 Photos and Details Contact Seller
    $34,000
    VIEW DETAILS
  • 2001 Catalina 320 Wing

    2001 Catalina 320 Wing

    $33,150
    Washington, NC
    • Washington, NC
    • Sailboat
    • 32' / 0'
    • 2001 / Used
    • $33,150

    Stock #471597 This Catalina has recently been added to market (Oct 30th). Submit your offer today! Well equipped 2001 Catalina 320! Perfect for coastal cruising and weekend adven... View Details

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    $33,150
    VIEW DETAILS
  • Price Drop 1999 Catalina 270

    1999 Catalina 270

    $32,700
    Dana Point, CA
    • Dana Point, CA
    • Sailboat
    • 27' / 0'
    • 1999 / Used
    • $32,700

    Stock #459927 Video of this vessel available at www [dot] popsells [dot] com/view/459927 Reason for selling is "Bought a larger boat". ANY and ALL offers will be put in front of... View Details

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    $32,700
    VIEW DETAILS
  • Price Drop 1979 CSY 37 Plan A Shoal

    1979 CSY 37 Plan A Shoal

    $32,000
    Cape Coral, FL
    • Cape Coral, FL
    • Sailboat
    • 37' / 0'
    • 1979 / Used
    • $32,000

    Stock #450629 Reason for selling is "Not Using Enough". ANY and ALL offers will be put in front of our seller! Submit your offer today! Nice blue water sailor! Updated Electroni... View Details

    View 10 Photos and Details Contact Seller
    $32,000
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  • 1988 Hunter 35.5

    1988 Hunter 35.5

    $31,700
    Au Gres, MI
    • Au Gres, MI
    • Sailboat
    • 35' / 0'
    • 1988 / Used
    • $31,700

    Stock #466642 Reason for selling is "Getting out of boating". This Hunter has been on the market for more than 30 days (Sep 20th). If you are thinking of making an offer, submit... View Details

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    $31,700
    VIEW DETAILS
  • 2017 Catalina 22 Sport

    2017 Catalina 22 Sport

    $31,150
    Grove, OK
    • Grove, OK
    • Sailboat
    • 22' / 0'
    • 2017 / Used
    • $31,150

    Stock #446607 This is a new advertisement, on the market just this week (Nov 18th). Always accepting offers! Sporty and Versatile 2017 Catalina 22 Sport Sailboat! Ready to Sail!... View Details

    View 6 Photos and Details Contact Seller
    $31,150
    VIEW DETAILS
  • Price Drop 1969 Morgan 41

    1969 Morgan 41

    $30,000
    Port Charlotte, FL
    • Port Charlotte, FL
    • Sailboat
    • 41' / 0'
    • 1969 / Used
    • $30,000

    Stock #431140 Video of this vessel available at www [dot] popsells [dot] com/view/431140 Reason for selling is "No longer using". ANY and ALL offers will be put in front of our... View Details

    View 10 Photos and Details Contact Seller
    $30,000
    VIEW DETAILS
  • 1987 Bayfield 32C

    1987 Bayfield 32C

    $30,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 32' / 10'
    • 1987 / Used
    • $30,000

    1987 Bayfield 32CEmbark on your next adventure with this beautifully crafted Bayfield Yachts cutter rig, a timeless vessel built in Ontario, Canada. Designed for durability and per... View Details

    View 45 Photos and Details Contact Seller
    $30,000
    VIEW DETAILS
  • 1979 Hinterhoeller Niagra 35

    1979 Hinterhoeller Niagra 35

    $29,900
    Bluffton, SC
    • Bluffton, SC
    • Sailboat
    • 35' / 0'
    • 1979 / Used
    • $29,900

    Stock #414593 ANY and ALL offers will be put in front of our seller! Submit your offer today! Classic 1979 Hinterhoeller Niagra 35 sloop, ready for a voyage! If you are in the m... View Details

    View 10 Photos and Details Contact Seller
    $29,900
    VIEW DETAILS
  • Price Drop 1986 C & C Landfall 39

    1986 C & C Landfall 39

    $29,000
    San Diego, CA
    • San Diego, CA
    • Sailboat
    • 39' / 0'
    • 1986 / Used
    • $29,000

    Stock #450653 ANY and ALL offers will be put in front of our seller! Submit your offer today! Great condition Landfall 39! Center cockpit Robert Perry design! Solar! Blue water r... View Details

    View 10 Photos and Details Contact Seller
    $29,000
    VIEW DETAILS
  • 1981 Pearson 323

    1981 Pearson 323

    $29,000
    Marion, MA
    • Marion, MA
    • Sailboat
    • 34' / 10'
    • 1981 / Used
    • $29,000

    New Blower motor, new stern and Bow lights, new deck mounted solar vent, new oil sender, new Port side scupper drain hose Three new high grade batteries last year and a half New... View Details

    View 22 Photos and Details Contact Seller
    $29,000
    VIEW DETAILS
  • 1977 Dickerson 36

    1977 Dickerson 36

    $28,800
    New Bern, NC
    • New Bern, NC
    • Sailboat
    • 36' / 0'
    • 1977 / Used
    • $28,800

    Stock #353395 Reason for selling is "Life changes". ANY and ALL offers will be put in front of our seller! Submit your offer today! EXPERIENCED BAHAMAS CRUISER! 1977 DICKERSON 3... View Details

    View 10 Photos and Details Contact Seller
    $28,800
    VIEW DETAILS
  • 1985 O Day 35

    1985 O Day 35

    $28,550
    Port Jefferson, NY
    • Port Jefferson, NY
    • Sailboat
    • 35' / 0'
    • 1985 / Used
    • $28,550

    Stock #393959 ANY and ALL offers will be put in front of our seller! Submit your offer today! This 1985 O'day 35 is very special in that it is rigged for racing with a larger mas... View Details

    View 10 Photos and Details Contact Seller
    $28,550
    VIEW DETAILS
Showing 64 to 84 of 149 boats found.
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Sailboat Boats On Boatcrazy

As the name suggests, sailboats rely partly or entirely on the power of the wind for propulsion and use large cloth or synthetic sails for this purpose.

We have many kinds of Sailboats for Sale and as they differ by use, size and strength – it’s important to consider carefully which type of sailboat is best for your intended use.

Sailboat Boats On Boatcrazy

When looking to buy a quality Sailboat consider these top Sailboat Manufacturers

Hallberg-Rassy, Dufour, Beneteau, Brewer, Bluewater, Irwin, Herve, Endeavour, Corsair, Sabre, Hardin, Gulfstar, Willard.

Sailboat boats for sale by State

Sailboat Boats Frequently Asked Questions

How much does an average Sailboat cost?

Cruising sailboat prices vary. The average cost of new cruising sailboats is about $250K; however they range from around 100k all the way up to 500k For used models you should expect an expense between 10k-100k

To date, the average price for sailboat insurance has been around $250 to $1500 per year. This varies based on what type of policy and how much coverage you need- but it's usually cheaper than power boat insurance!

Obviously, the best time to buy a Sailboat is when the time is right for your budget! But there is never a bad time, as long as you are ready to handle the responsibility of owning such a boat, and on Boatcrazy, we have plenty to choose from! Each season also has its advantages and disadvantages, so understanding what each season presents can be of great help in finding a better deal.

Cruising Sailboats are the ultimate way to explore long distances, but for a Sailboat to travel a long journey, the boat needs to be livable, should have the right amenities and plenty of storage space, and should be able to travel at a decent speed. Moreover, it should be strong and durable.

Sailing through the Indian Ocean has come to be a challenging task owing to its characteristic of being one of the most deadly ocean waters in the world.

Centerboards are an essential part of any boat, but they're especially important on smaller vessels that don't have the weight or power to self-propel. Centerboard equipped boats range in length from 12 - 25 feet and work as both stability and steering systems.