1986 Bayfield 29
$18,000
Boat in Tavernier, FL 33070 US
29
1 Engine (Yanmar)
29 feet
Diesel
Fiberglass/Reinforced
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 Bayfield 29, is a solid, classic Canadian pocket cruiser built for real offshore capability. She's a full-keel cutter with a shallow draft and a beautiful bowsprit with wooden trail boards, giving her that timeless look while staying practical for coastal cruising. Comes with two sets of sails plus a great drifter, Edson wheel steering, and autopilot.
Below, she's powered by a reliable Yanmar diesel and has seen plenty of upgrades, including new wiring, added AC/DC panels, a 330Ah battery bank, air conditioning. Tankage includes 20 gallons of diesel, a new 50-gallon water tank with room to expand, and a fully updated head system with a 35-gallon holding tank and macerator. Also equipped with a chart plotter, two VHFs, EPIRB, and a 4-person life raft.
Inside, the teak interior is clean and well-kept, with a roomy open layout and sliding panels for privacy. Sleeps four, and features a huge forward head instead of the usual V-berth--great for liveaboard comfort.
While we will always attempt to provide you with a TRUE representation of every vessel we market, during any purchase from Pop you will be encouraged to schedule an inspection from an independent, accredited surveyor and every purchase WILL ALWAYS BE subject to your satisfaction with the results from your independent survey and your own personal trial run.
We have several more O'day, Hunter, Catalina, and CSY vessels for sale. If you're in the Miami, Miami Beach, Kendall, or Homestead areas, please contact us to let us know what you're looking for and we'll get back with you today about any other cutter sailboat options we have locally that may meet your needs.
You have questions? We have answers. Call us at (941) 538-7803 to discuss this vessel today.
Price History
| Date | Event | Price |
|---|---|---|
| 3/11/26 | Initial price | $18,000 |
1986 Bayfield 29 Video Tours
Overview from around the web 1986 Bayfield 29
Customers appreciate the 1986 Bayfield 29 for its classic design, sturdy construction, and excellent sailing performance
Owners often highlight its spacious and comfortable interior, which makes it ideal for extended cruising. Many praise the boat's solid build quality, noting that it handles well in various sea conditions and provides a smooth, stable ride. The traditional lines and timeless aesthetics of the Bayfield 29 continue to attract sailors who value both functionality and charm in a compact cruiser. Overall, feedback emphasizes the boat’s reliability, ease of handling, and the enjoyable sailing experience it offers.
The Biggest Pros and Cons
The 1986 Bayfield 29 is a classic cruising sailboat known for its solid construction and traditional design. Here are some of the key pros and cons of this model:
Pros
Sturdy Build: The Bayfield 29 features a full keel and heavy displacement, offering excellent stability and a comfortable ride in a variety of sea conditions.
Classic Aesthetic: With its traditional lines, clipper bow, and beautiful wood trim, the Bayfield 29 appeals to sailors who appreciate classic boat styling.
Spacious Interior: For a 29-foot boat, it offers a surprisingly roomy and well-laid-out cabin, providing comfortable accommodations for extended cruising.
Good Upwind Performance: The sail plan and keel design allow for respectable upwind sailing capabilities.
Strong Community: There is a dedicated group of Bayfield owners and enthusiasts, making it easier to find support and resources for maintenance and upgrades.
Cons
Heavier Displacement: While it adds stability, the heavier weight can result in slower speeds compared to lighter, more modern designs.
Limited Maneuverability: The full keel design, although stable, can make tight maneuvering and docking more challenging.
Older Systems: Being a 1986 model, some mechanical, electrical, and plumbing systems may be outdated and require upgrading or maintenance.
Maintenance of Wood Trim: The beautiful woodwork requires regular upkeep to maintain its appearance and prevent deterioration.
Interior Headroom: Although spacious, the cabin headroom may be lower than more contemporary boats, which could affect comfort for taller individuals.
Made For
The 1986 Bayfield 29 is ideal for sailors seeking a classic, sturdy cruiser with traditional lines and exceptional craftsmanship. Perfect for those who appreciate a comfortable, well-built boat designed for coastal cruising and weekend adventures, it suits couples or small families looking for a reliable and charming vessel to explore bays, lakes, and coastal waters. Its spacious interior and solid construction make it a great choice for both novice and experienced sailors who value safety and timeless design.
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Address
Boat Location
Contact Pop Yachts about 1986 Bayfield 29
5717 Bessie Drive, Sarasota, FL, 34233
Contact Pop Yachts
5717 Bessie Drive, Sarasota, FL, 34233





