Filter Boats By

Filters

from

Boat Type / Category

Sailboat boats for sale

There are 141 new and used Sailboat boats for sale. Explore Sailboat brands like Catalina, Hunter, Beneteau, Custom Built, Other, and Morgan on BoatCrazy. View a wide selection of Sailboat boats from $300 to $695,000.
141 out of 14,259 Boats Found
Back
Filter
  • Price Drop 2005 Bruce Roberts 44

    2005 Bruce Roberts 44

    $110,000
    Port Clinton, OH
    • Port Clinton, OH
    • Sailboat
    • 44'
    • 2005 / Used
    • $110,000

    Stock #474386 Reason for selling is "Downsizing". ANY and ALL offers will be put in front of our seller! Submit your offer today! SPACIOUS LIVEABOARD LAYOUT, SOLAR PANEL, LOADED... View Details

    View 10 Photos and Details Contact Seller
    $110,000
    VIEW DETAILS
  • Price Drop 2000 Covey Island 38 Custom Schooner

    2000 Covey Island 38 Custom Schooner

    $109,000
    Port Hadlock, WA
    • Port Hadlock, WA
    • Sailboat
    • 38'
    • 2000 / Used
    • $109,000

    Stock #479058 Reason for selling is "Aging out of sailing". This Covey Island has now been on the market more than a month. Please submit your offer today! Beautiful Custom Scho... View Details

    View 10 Photos and Details Contact Seller
    $109,000
    VIEW DETAILS
  • 1994 Pacific Seacraft 34

    1994 Pacific Seacraft 34

    $100,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 0'
    • 1994 / Used
    • $100,000

    1994 Pacific Seacraft 34 "Esmerelda" This William Crealock designed 1994 Pacific Seacraft cutter is ready for your next sailing adventure. The vessel has been stored indoors thro... View Details

    View 30 Photos and Details Contact Seller
    $100,000
    VIEW DETAILS
  • 2007 Custom Built 16

    2007 Custom Built 16

    $97,000
    Kansas City, KS
    • Kansas City, KS
    • Sailboat
    • 16'
    • 2007 / Used
    • $97,000

    Stock #176116 ANY and ALL offers will be put in front of our seller! Submit your offer today! The Little Leon is a scale replica of the Square Sail Brigantine "Leon". She was ent... View Details

    View 4 Photos and Details Contact Seller
    $97,000
    VIEW DETAILS
  • 2000 Hunter 410

    2000 Hunter 410

    $95,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 0'
    • 2000 / Used
    • $95,000

    2000 Hunter 410 - "Cabaret" This Hunter has been maintained quite well over its life, kept on the Great Lake Michigan and moored at the Racine Yacht Club. Take your family sailing... View Details

    View 30 Photos and Details Contact Seller
    $95,000
    VIEW DETAILS
  • 1985 Endeavour Center Cockpit 42

    1985 Endeavour Center Cockpit 42

    $86,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 42'
    • 1985 / Used
    • $86,900

    Stock #440400 Video of this vessel available at www [dot] popsells [dot] com/view/440400 Reason for selling is "Not Using". ANY and ALL offers will be put in front of our seller... View Details

    View 10 Photos and Details Contact Seller
    $86,900
    VIEW DETAILS
  • 2007 Beneteau First 10R

    2007 Beneteau First 10R

    $85,000
    Savannah, GA
    • Savannah, GA
    • Sailboat
    • 33'
    • 2007 / Used
    • $85,000

    Stock #254117 Video of this vessel available at www [dot] popsells [dot] com/view/254117 ANY and ALL offers will be put in front of our seller! Submit your offer today! Highly s... View Details

    View 10 Photos and Details Contact Seller
    $85,000
    VIEW DETAILS
  • 1996 Caliber 1 35 LRC

    1996 Caliber 1 35 LRC

    $85,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 35'
    • 1996 / Used
    • $85,000

    1996 Caliber 35 LRC "Archangel" This is a single owner vessel, purchased new in '96 and used exclusivley for cruising Lake Michigan. The boat has been really well cared for as wa... View Details

    View 30 Photos and Details Contact Seller
    $85,000
    VIEW DETAILS
  • 1982 C & C 43 Landfall

    1982 C & C 43 Landfall

    $83,900
    Marathon, FL
    • Marathon, FL
    • Sailboat
    • 43'
    • 1982 / Used
    • $83,900

    Stock #435883 Video of this vessel available at www [dot] popsells [dot] com/view/435883 Reason for selling is "Seller wants a smaller sailboat". ANY and ALL offers will be put... View Details

    View 10 Photos and Details Contact Seller
    $83,900
    VIEW DETAILS
  • 1976 Custom Built 50' Yawl

    1976 Custom Built 50' Yawl

    $80,000
    Morro Bay, CA
    • Morro Bay, CA
    • Sailboat
    • 50'
    • 1976 / Used
    • $80,000

    Stock #276005 ANY and ALL offers will be put in front of our seller! Submit your offer today! Very Unique ONE-of-a-kind, hand-built replica of the "Spray" famously first singleha... View Details

    View 10 Photos and Details Contact Seller
    $80,000
    VIEW DETAILS
  • Price Drop 1981 Other 40

    1981 Other 40

    $79,000
    Cathlamet, WA
    • Cathlamet, WA
    • Sailboat
    • 40'
    • 1981 / Used
    • $79,000

    Stock #413566 Video of this vessel available at www [dot] popsells [dot] com/view/413566 Reason for selling is "Health issues forces sale". ANY and ALL offers will be put in fro... View Details

    View 10 Photos and Details Contact Seller
    $79,000
    VIEW DETAILS
  • 1986 Beneteau 13.5 Idylle

    1986 Beneteau 13.5 Idylle

    $77,800
    Chicago, IL
    • Chicago, IL
    • Sailboat
    • 44'
    • 1986 / Used
    • $77,800

    Stock #492637 This is a new advertisement, on the market just this week (May 27th). Always accepting offers! 1986 Beneteau 13.5 Idylle sailing cruiser ready for water travel! If... View Details

    View 10 Photos and Details Contact Seller
    $77,800
    VIEW DETAILS
  • 1990 Catalina Classic 41

    1990 Catalina Classic 41

    $77,500
    Saint Marys, GA
    • Saint Marys, GA
    • Sailboat
    • 41'
    • 1990 / Used
    • $77,500

    Radiance is a meticulously maintained, cruising-ready Catalina Morgan 41 Classic, featuring a two-cabin, two-head center cockpit layout. This particular example stands out due to e... View Details

    View 25 Photos and Details Contact Seller
    $77,500
    VIEW DETAILS
  • 1991 Catalina MKI

    1991 Catalina MKI

    $74,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 42'
    • 1991 / Used
    • $74,900

    Experience the perfect blend of performance and legendary accommodations with this 1991 Catalina 42 MKI. Designed by Nelson/Marek, this hull is celebrated for its balanced helm and... View Details

    View 25 Photos and Details Contact Seller
    $74,900
    VIEW DETAILS
  • Price Drop 2006 Catalina 320 Sloop

    2006 Catalina 320 Sloop

    $74,900
    Willis, TX
    • Willis, TX
    • Sailboat
    • 32'
    • 2006 / Used
    • $74,900

    Stock #483778 Video of this vessel available at www [dot] popsells [dot] com/view/483778 Reason for selling is "Not using enough". This Catalina has been on the market for more... View Details

    View 10 Photos and Details Contact Seller
    $74,900
    VIEW DETAILS
  • 2023 2 Bar 62

    2023 2 Bar 62

    $70,700
    Miami, FL
    • Miami, FL
    • Sailboat
    • 20'
    • 2023 / New
    • $70,700

    The 2.Bar 6.20 is a cutting-edge and dynamic boat designed for a wide range of boating activities. Its compact size and agile design make it a versatile option for both adventurous... View Details

    View 25 Photos and Details Contact Seller
    $70,700
    VIEW DETAILS
  • Price Drop 1984 Bristol 41.1 CC

    1984 Bristol 41.1 CC

    $69,900
    Corpus Christi, TX
    • Corpus Christi, TX
    • Sailboat
    • 41'
    • 1984 / Used
    • $69,900

    Stock #465455 Video of this vessel available at www [dot] popsells [dot] com/view/465455 ANY and ALL offers will be put in front of our seller! Submit your offer today! Beautifu... View Details

    View 10 Photos and Details Contact Seller
    $69,900
    VIEW DETAILS
  • 1986 Oceanic null

    1986 Oceanic null

    $69,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 46'
    • 1986 / Used
    • $69,900

    1986 Pan-Oceanic 46 – Proven Bluewater CruiserOffered for sale is a 1986 Pan-Oceanic 46, a classic, heavy-displacement offshore cruising sailboat known for strength, comfort, and o... View Details

    View 25 Photos and Details Contact Seller
    $69,900
    VIEW DETAILS
  • 1979 Hughes 40

    1979 Hughes 40

    $69,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 40'
    • 1979 / Used
    • $69,900

    This one is not going to last long! Hughes boats have been recognized for years for their battleship-like construction, strength, and "sailability". They certainly aren't the faste... View Details

    View 25 Photos and Details Contact Seller
    $69,900
    VIEW DETAILS
  • 1991 Sabre 425

    1991 Sabre 425

    $69,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 43'
    • 1991 / Used
    • $69,900

    Sunyata is a thoroughly upgraded Sabre 425 built for serious offshore cruising and comfortable long-term living aboard. Her extensive cruising history through 2025–2026, combined w... View Details

    View 25 Photos and Details Contact Seller
    $69,900
    VIEW DETAILS
  • Price Drop 1994 Beneteau Oceanis 400 - Owners Edition

    1994 Beneteau Oceanis 400 - Owners Edition

    $67,000
    Washington, NC
    • Washington, NC
    • Sailboat
    • 40'
    • 1994 / Used
    • $67,000

    Turn-Key Bluewater Cruiser – Proven Ocean Crosser – Owners Edition Layout - Loaded with 2024–2025 Upgrades  This is a ready-to-sail-away bluewater sailboat... View Details

    View 6 Photos and Details Contact Seller
    $67,000
    VIEW DETAILS
Showing 22 to 42 of 141 boats found.
Prev Next

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.