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Sailboat boats for sale

There are 152 new and used Sailboat boats for sale. Explore Sailboat brands like Hunter, Catalina, Beneteau, Other, O Day, and Morgan on BoatCrazy. View a wide selection of Sailboat boats from $300 to $695,000.
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  • 1977 C & C 26

    1977 C & C 26

    $2,500
    Hampton, VA
    • Hampton, VA
    • Sailboat
    • 26' / 10'
    • 1977 / Used
    • $2,500

    The C & C 26 is fixed fin keel, Masthead Sloop rig, with internally-mounted spade type rudder. This boat was hauled out in November 2023. We have two sails Jib and Genoa. View Details

    View 10 Photos and Details Contact Seller
    $2,500
    VIEW DETAILS
  • 1982 Compac 16-NO TRAILER

    1982 Compac 16-NO TRAILER

    $300
    Morehead City, NC
    • Morehead City, NC
    • Sailboat
    • 16' / 0'
    • 1982 / Used
    • $300

    1982 Hutchins Compac 16 no sail Hull only with some parts WITHOUT TRAILER View Details

    View 4 Photos and Details Contact Seller
    $300
    VIEW DETAILS
  • 2025 Other SOL

    2025 Other SOL

    Call for price
    Coopersville, MI
    • Coopersville, MI
    • Sailboat
    • 13' / 4'
    • 2025 / New
    • Call for price

    Drawing inspiration from the rays of the sun and waves of the water, the SOL embodies the spirit of adventure and the joy of sailing. A dinghy sailboat perfect for one to four sail... View Details

    View 1 Photo and Details Contact Seller
    Call for price
    VIEW DETAILS
  • 2025 Other SUNFISH

    2025 Other SUNFISH

    Call for price
    Coopersville, MI
    • Coopersville, MI
    • Sailboat
    • 13' / 4'
    • 2025 / New
    • Call for price

    The Sunfish sailboat is one of the most iconic and enduring small sailboats in the world. First introduced in the 1950s, the Sunfish was designed to be an easy-to-sail, fun, and ve... View Details

    View 1 Photo and Details Contact Seller
    Call for price
    VIEW DETAILS
  • 2025 Other SUNFISH

    2025 Other SUNFISH

    Call for price
    Coopersville, MI
    • Coopersville, MI
    • Sailboat
    • 13' / 4'
    • 2025 / New
    • Call for price

    The Sunfish sailboat is one of the most iconic and enduring small sailboats in the world. First introduced in the 1950s, the Sunfish was designed to be an easy-to-sail, fun, and ve... View Details

    View 1 Photo and Details Contact Seller
    Call for price
    VIEW DETAILS
Showing 148 to 152 of 152 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 manufacturers 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 for Sailboats.

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.