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    Within 100 Miles Of
    Miami, Florida

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Sailboat boats for sale in Miami Florida

There are 11 new and used Sailboat boats for sale in Miami, Florida. Explore Sailboat brands like Bayfield, C & C, CAL, Ericson, Herreshoff, and Island Packet on BoatCrazy. View a wide selection of Sailboat boats from $13,500 to $83,900.
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  • Boats
  • Sailboat
    Within 100 Miles Of
    Miami, Florida
11 boats found within 100 miles from Miami, Florida
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  • 1979 Pearson 40

    1979 Pearson 40

    $55,000
    Miami, FL
    • Miami, FL
    • Sailboat
    • 40' / 0'
    • 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
  • Price Drop 2015 Coral 16 RIBS

    2015 Coral 16 RIBS

    $14,999
    Miami, FL
    • Miami, FL
    • Sailboat
    • 16' / 0'
    • 2015 / Used
    • $14,999

    Blue Ribs 40HP Suzuki 2023 - 5 hours Trailer Sound System Lights Fiberglass Floor Ladder Perfect and Ready to Sail View Details

    View 16 Photos and Details Contact Seller
    $14,999
    VIEW DETAILS
  • 2023 Other 62

    2023 Other 62

    $70,700
    Miami, FL
    • Miami, FL
    • Sailboat
    • 20' / 8'
    • 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 1979 O Day 37 Mid-Cockpit

    1979 O Day 37 Mid-Cockpit

    $21,500
    Key Largo, FL
    • Key Largo, FL
    • Sailboat
    • 37' / 0'
    • 1979 / Used
    • $21,500

    Stock #448042 Reason for selling is "Upgrading to a Catamaran". ANY and ALL offers will be put in front of our seller! Submit your offer today! Fully off grid, complete solar sy... View Details

    View 10 Photos and Details Contact Seller
    $21,500
    VIEW DETAILS
  • 1987 Ericson 35.3 STD

    1987 Ericson 35.3 STD

    $33,000
    Key Largo, FL
    • Key Largo, FL
    • Sailboat
    • 35' / 0'
    • 1987 / Used
    • $33,000

    Stock #454770 Video of this vessel available at www [dot] popsells [dot] com/view/454770 Reason for selling is "Upgrading to a catamaran". This Ericson Yachts has now been on th... View Details

    View 10 Photos and Details Contact Seller
    $33,000
    VIEW DETAILS
  • 1986 Bayfield 29

    1986 Bayfield 29

    $18,000
    Tavernier, FL
    • Tavernier, FL
    • Sailboat
    • 29' / 0'
    • 1986 / Used
    • $18,000

    Stock #479880 This Bayfield has recently been added to market (Mar 9th). Submit your offer today! 1986 Bayfield 29. Blue Water Cruiser. Ready for the Next Adventure. This Bayfie... View Details

    View 3 Photos and Details Contact Seller
    $18,000
    VIEW DETAILS
  • 1976 Morgan Out Island 41

    1976 Morgan Out Island 41

    $39,000
    Islamorada, FL
    • Islamorada, FL
    • Sailboat
    • 41' / 0'
    • 1976 / Used
    • $39,000

    Stock #478744 This Morgan has been on the market for more than 30 days (Jan 30th). If you are thinking of making an offer, submit it today and let's make a deal! 1976 Morgan Out... View Details

    View 10 Photos and Details Contact Seller
    $39,000
    VIEW DETAILS
  • Price Drop 1984 Island Packet 26 MKII

    1984 Island Packet 26 MKII

    $13,500
    Naples, FL
    • Naples, FL
    • Sailboat
    • 26' / 0'
    • 1984 / Used
    • $13,500

    Stock #426351 Video of this vessel available at www [dot] popsells [dot] com/view/426351 Reason for selling is "Has too many boats". ANY and ALL offers will be put in front of o... View Details

    View 10 Photos and Details Contact Seller
    $13,500
    VIEW DETAILS
  • 1982 C & C 43 Landfall

    1982 C & C 43 Landfall

    $83,900
    Marathon, FL
    • Marathon, FL
    • Sailboat
    • 43' / 0'
    • 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
  • 1990 Herreshoff 37 Diddikai

    1990 Herreshoff 37 Diddikai

    $44,350
    Marco Island, FL
    • Marco Island, FL
    • Sailboat
    • 37' / 0'
    • 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
  • 1982 CAL 35

    1982 CAL 35

    $21,900
    Palm City, FL
    • Palm City, FL
    • Sailboat
    • 35' / 0'
    • 1982 / Used
    • $21,900

    Stock #442837 Reason for selling is "Done Sailing". ANY and ALL offers will be put in front of our seller! Submit your offer today! Well equipped 1982 Cal 35! This sailboat has... View Details

    View 10 Photos and Details Contact Seller
    $21,900
    VIEW DETAILS
Showing 1 to 11 of 11 boats found.

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.