Filter Boats By

Filters

from

Boat Type / Category

Sailboat boats for sale in Florida

There are 25 new and used Sailboat boats for sale in Florida. Explore Sailboat brands like Catalina, Beneteau, Hunter, Other, Morgan, and Ericson on BoatCrazy. View a wide selection of Sailboat boats from $2,800 to $235,000.
25 boats found within 100 miles out of 11,847 Boats Found
Back
Filter
  • 2012 Beneteau Oceanis 54

    2012 Beneteau Oceanis 54

    $235,000
    Pensacola, FL
    • Pensacola, FL
    • Sailboat
    • 54'
    • 2012 / Used
    • $235,000

    Stock #389247 Video of this vessel available at www [dot] popsells [dot] com/view/389247 Reason for selling is "Wants something a little smaller.". ANY and ALL offers will be pu... View Details

    View 10 Photos and Details Contact Seller
    $235,000
    VIEW DETAILS
  • Price Drop 2011 Beneteau OCEANIS 40

    2011 Beneteau OCEANIS 40

    $119,000
    Marathon, FL
    • Marathon, FL
    • Sailboat
    • 40'
    • 2011 / Used
    • $119,000

    Stock #485961 Video of this vessel available at www [dot] popsells [dot] com/view/485961 Reason for selling is "Not using enough". This Beneteau has now been on the market more... View Details

    View 10 Photos and Details Contact Seller
    $119,000
    VIEW DETAILS
  • Price Drop 2003 Catalina 350 MKI Wing Keel

    2003 Catalina 350 MKI Wing Keel

    $86,400
    Islamorada, FL
    • Islamorada, FL
    • Sailboat
    • 35'
    • 2003 / Used
    • $86,400

    Stock #494632 Video of this vessel available at www [dot] popsells [dot] com/view/494632 Reason for selling is "RV travel plans". This Catalina has been on the market for more t... View Details

    View 10 Photos and Details Contact Seller
    $86,400
    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
  • 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
  • 1989 Morgan 44 Center Cockpit

    1989 Morgan 44 Center Cockpit

    $62,000
    Tampa, FL
    • Tampa, FL
    • Sailboat
    • 44'
    • 1989 / Used
    • $62,000

    Stock #474817 Video of this vessel available at www [dot] popsells [dot] com/view/474817 Reason for selling is "Not currently Using". ANY and ALL offers will be put in front of... View Details

    View 10 Photos and Details Contact Seller
    $62,000
    VIEW DETAILS
  • Price Drop 1992 Other Tropic 1200

    1992 Other Tropic 1200

    $58,000
    Placida, FL
    • Placida, FL
    • Sailboat
    • 42'
    • 1992 / Used
    • $58,000

    Stock #438378 Video of this vessel available at www [dot] popsells [dot] com/view/438378 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
    $58,000
    VIEW DETAILS
  • 1993 Hunter 36

    1993 Hunter 36

    $56,000
    Titusville, FL
    • Titusville, FL
    • Sailboat
    • 36'
    • 1993 / Used
    • $56,000

    Stock #484223 Video of this vessel available at www [dot] popsells [dot] com/view/484223 Reason for selling is "No longer uses the boat.". This Hunter has now been on the market... View Details

    View 10 Photos and Details Contact Seller
    $56,000
    VIEW DETAILS
  • 1995 Catalina 36 Mark II Shoal Draft

    1995 Catalina 36 Mark II Shoal Draft

    $56,000
    Fort Myers Beach, FL
    • Fort Myers Beach, FL
    • Sailboat
    • 36'
    • 1995 / Used
    • $56,000

    Stock #339883 Reason for selling is "Upgrading". ANY and ALL offers will be put in front of our seller! Submit your offer today! Beautiful Catalina MK II Shoal Draft Wing Keel,... View Details

    View 10 Photos and Details Contact Seller
    $56,000
    VIEW DETAILS
  • 1979 Pearson 40

    1979 Pearson 40

    $55,000
    Miami, FL
    • Miami, FL
    • Sailboat
    • 40'
    • 1979 / Used
    • $55,000

    Stock #306233 Video of this vessel available at www [dot] popsells [dot] com/view/306233 Reason for selling is "Looking to go bigger". ANY and ALL offers will be put in front of... View Details

    View 10 Photos and Details Contact Seller
    $55,000
    VIEW DETAILS
  • 1993 Beneteau First 35.5

    1993 Beneteau First 35.5

    $52,200
    Melbourne, FL
    • Melbourne, FL
    • Sailboat
    • 35'
    • 1993 / Used
    • $52,200

    Stock #454865 Reason for selling is "not using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Elegant And Fast 1993 Beneteau First 35.5 Racer/... View Details

    View 10 Photos and Details Contact Seller
    $52,200
    VIEW DETAILS
  • 1996 Hunter 40.5 Legend

    1996 Hunter 40.5 Legend

    $49,900
    Ruskin, FL
    • Ruskin, FL
    • Sailboat
    • 40'
    • 1996 / Used
    • $49,900

    Stock #451919 Reason for selling is "Sellers are done with boating for now". ANY and ALL offers will be put in front of our seller! Submit your offer today! Newer sails! Generat... View Details

    View 10 Photos and Details Contact Seller
    $49,900
    VIEW DETAILS
  • Price Drop 1973 Gulfstar 44

    1973 Gulfstar 44

    $44,500
    Ruskin, FL
    • Ruskin, FL
    • Sailboat
    • 44'
    • 1973 / Used
    • $44,500

    Stock #339042 Video of this vessel available at www [dot] popsells [dot] com/view/339042 Reason for selling is "Change in life priorities". ANY and ALL offers will be put in fro... View Details

    View 10 Photos and Details Contact Seller
    $44,500
    VIEW DETAILS
  • 1990 Herreshoff 37 Diddikai

    1990 Herreshoff 37 Diddikai

    $44,350
    Marco Island, FL
    • Marco Island, FL
    • Sailboat
    • 37'
    • 1990 / Used
    • $44,350

    Stock #391951 Video of this vessel available at www [dot] popsells [dot] com/view/391951 Reason for selling is "Moving to Canada". ANY and ALL offers will be put in front of our... View Details

    View 10 Photos and Details Contact Seller
    $44,350
    VIEW DETAILS
  • 1967 Morgan 34

    1967 Morgan 34

    $40,000
    Crystal River, FL
    • Crystal River, FL
    • Sailboat
    • 34'
    • 1967 / Used
    • $40,000

    Stock #133855 Reason for selling is "No time to use". ANY and ALL offers will be put in front of our seller! Submit your offer today! Popular Morgan 34! 1967 Morgan 34 for sale... View Details

    View 10 Photos and Details Contact Seller
    $40,000
    VIEW DETAILS
  • 2002 Hunter 326 Cruiser

    2002 Hunter 326 Cruiser

    $39,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 32'
    • 2002 / Used
    • $39,900

    Stock #391868 Video of this vessel available at www [dot] popsells [dot] com/view/391868 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
    $39,900
    VIEW DETAILS
  • Price Drop 1980 Custom Built Navigateurs J.E.L. Custom 37'

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

    $35,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 37'
    • 1980 / Used
    • $35,900

    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

    View 10 Photos and Details Contact Seller
    $35,900
    VIEW DETAILS
  • 2000 Catalina 36 MKII

    2000 Catalina 36 MKII

    $35,000
    Dunedin, FL
    • Dunedin, FL
    • Sailboat
    • 36'
    • 2000 / Used
    • $35,000

    Stock #438188 Video of this vessel available at www [dot] popsells [dot] com/view/438188 Reason for selling is "Ready for the happy new owner". ANY and ALL offers will be put in... View Details

    View 11 Photos and Details Contact Seller
    $35,000
    VIEW DETAILS
  • 1981 Ericson 38

    1981 Ericson 38

    $33,900
    Green Cove Springs, FL
    • Green Cove Springs, FL
    • Sailboat
    • 38'
    • 1981 / Used
    • $33,900

    Stock #449972 Reason for selling is "No Longer Using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Bruce King-designed Ericson 38 with solar,... View Details

    View 10 Photos and Details Contact Seller
    $33,900
    VIEW DETAILS
  • Price Drop 1987 Ericson 35.3 STD

    1987 Ericson 35.3 STD

    $26,500
    Key Largo, FL
    • Key Largo, FL
    • Sailboat
    • 35'
    • 1987 / Used
    • $26,500

    Stock #454770 Video of this vessel available at www [dot] popsells [dot] com/view/454770 Reason for selling is "Upgrading to a catamaran". ANY and ALL offers will be put in fron... View Details

    View 10 Photos and Details Contact Seller
    $26,500
    VIEW DETAILS
  • Price Drop 1979 CSY 37 Plan A Shoal

    1979 CSY 37 Plan A Shoal

    $24,900
    Cape Coral, FL
    • Cape Coral, FL
    • Sailboat
    • 37'
    • 1979 / Used
    • $24,900

    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
    $24,900
    VIEW DETAILS
1 to 21 of 25 boats found.
Prev Next

Sailboat boats for sale in Florida by City

Most Common Boat Searches in Florida

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 in Florida 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.