"Darby Anne"

1979 CSY 44 Walk-Over | US$50,000

















- Year: 1979
- Model: Walk-Over
- Class: Cutter
- Cabins: 2
- Heads: 2
- Length: 44ft
- Draft: 5ft 6in
- Beam: 13ft 6in
- Engine: Perkins 4.236
- Power: 80
- Hours: 6200
Overview
**1979 CSY Cutter Walk-Over**
The CSY 44 Walk-Over is a well-regarded bluewater cruiser known for its robust construction, seaworthiness, and classic lines. Darby Anne is a proven offshore vessel, having sailed from Nova Scotia to South America and everywhere in between. She is well-equipped for extended cruising or liveaboard life, featuring an extensive list of upgrades, spare parts, and a beautifully maintained teak interior.
Propulsion
Engine Make: Perkins
Engine Model: 4.236
Engine Year: 1979
Total Power: 80hp
Engine Hours: 6200
Engine Type: Inboard
Drive Type: Direct Drive
Fuel Type: Diesel
Cockpit & Deck
- Custom Hard Top & Full Enclosure – Hard top over the cockpit with full canvas and clear Eisenglass enclosure for all-weather protection.
- Cockpit Comfort – Cushioned seating for added comfort while underway or at anchor.
- Custom Solar Arch & Dinghy Davits – Provides secure dinghy storage and optimizes solar energy capture.
- Anchoring & Ground Tackle – Rocna 33 kg anchor and CQR 60 lbs anchor, ensuring secure holding in a variety of conditions.
Hull
- Bottom Job (2018) – Micron66 antifouling, regularly cleaned by divers, with paint still in good condition.
- New Zincs Installed – Maintained for longevity and performance.
- In water survey conducted in 2024 for insurance purposes.
Electrical & Navigation
- Solar Power System – Two 190-watt Sonali solar panels with a Victron MPPT 100/50 charge controller for sustainable energy.
- Battery Bank – Four Group GC2 6V house batteries and one Group 24M 12V start battery.
- Inverter/Charger – Xantrex Freedom Marine 458, providing reliable AC power off-grid.
- Communication: VHF Icom M504 radio.
- Navigation: Raymarine ST60 digital depth display & Portable Garmin GPS 76Cx.
- Radar: Furuno Dome Marine Radar for enhanced offshore safety
Additional Features
- Gas System – LPG locker with two tanks, reinforced rubber gas lines, and an electric gas shut-off solenoid with remote in the galley.
- Bilge System – Two bilge pumps with float switches and high-water alarms for added security.
- Extra Sails – Genoa 135% and storm jib included.
- 2020 Zodiac Rigid Inflatable Dinghy – Excellent condition.
- Yamaha 15 HP 2-Stroke Outboard – Reliable and powerful.
The owner has meticulously maintained Darby Anne and is including an extensive collection of spare parts, including:
- Two extra heat exchangers
- Extra raw water pump
- Extra alternator
- Extra prop
- Various filters, impellers, hoses, and more
Historical Background of CSY Sailboats
Caribbean Sailing Yachts (CSY) was founded in 1967 by Dr. John “Jack” Van Ost, a New Jersey dentist and avid sailor. Van Ost launched CSY as a bareboat charter company in the British Virgin Islands (BVI) with a few 30-foot sloops, and later expanded into building his own boats to meet the demands of the charter trade. CSY pioneered the concept of “charter lease-back,” where individual owners would buy a yacht and place it in CSY’s charter fleet to help pay for its cost. In the mid-1970s, CSY set up a production yard in Tampa, Florida, and between 1975 and 1980 the company built a line of heavy-displacement cruising sailboats ranging from 33 to 44 feet. These boats were engineered to high standards (built to Lloyd’s Register specifications) to withstand the rigors of inexperienced charterers and tropical conditions. CSY sold their boats factory-direct using detailed construction guidebooks and even offered some models in kit form for owner completion. The flagship model was the CSY 44, introduced in the late 1970s, in various configurations (the popular “Walk-Over” center-cockpit layout, a pilothouse ketch, and later a “Walk-Through” version with an interior passage to the aft cabin).
Despite an enthusiastic market reception for these robust yachts, CSY’s business struggled. The cost of building the boats to such a high strength and finish was very high, and selling them primarily to supply the charter fleet proved unsustainable. By 1981, CSY had ceased new boat production, and about a decade later the charter operations also shut down, with remaining bookings handed off to The Moorings charter company. Industry observers often quip that CSY “built their boats too well” – the yachts were tough and long-lasting, but the company couldn’t recoup the costs at the prices charged. Changes in tax laws closing loopholes for yacht lease-back programs in the early 1980s likely accelerated CSY’s demise as well. After CSY’s closure, the molds for the 44-foot model were acquired by Antigua Yachts (John Coats, owner), which produced a limited number of renamed “Antigua 44” sailboats (essentially CSY 44 walk-through variants with upgraded interiors) in the mid-1980s before that venture also ended. The CSY brand thus concluded, but the existing CSY sailboats have continued to cruise the world’s oceans for decades, a lasting testament to their quality construction.
Manufacturing Details
Construction: CSY built the 44 to an unusually robust standard. The hull is hand-laid fiberglass (FRP) with no balsa or foam core – solid glass up to 1.5 inches thick in the hull bottom. Multiple layers of mat and woven roving fiberglass (about 14 layers in total) were used, resulting in a very heavy-duty hull laminate. The deck is also solid fiberglass (no core to rot); this was a deliberate choice to enhance durability, at the cost of additional weight. The internal framework features heavily built fiberglass structural stringers and bulkheads that are fiberglassed into place, with minimal use of wood except where necessary for reinforcement or interior joinery. This construction approach produced a boat of exceptional strength – owners often note that a CSY’s hull feels “bulletproof.” For example, the design includes a prominent solid rub rail built into the hull layup to absorb pier bumps, and a beefy keel structure intended to withstand accidental groundings in shoal waters. Many components (like the bronze deck cleats and portlights) were over-spec’d for longevity. CSY reportedly built to Lloyd’s design rules and even had Lloyd’s inspectors certify parts of the construction, a rarity among production sailboats of that era.
Design Features and Intended Use: The CSY 44 was purpose-built as a bluewater cruiser that could also serve in the Caribbean charter trade. Design influence came from both in-house designers (Peter Schmitt and Frank Hamlin) and input from Ted Irwin, whose own cruising yachts had proven popular. The result is a beamy hull with a high volume interior and a distinctive raised aft deck (to accommodate the aft cabin) and a clipper-style bow with a bowsprit. These features give the CSY 44 a bold profile (high freeboard and broad transom), but also maximize interior space and storage – important for liveaboard comfort. The yacht carries enormous tankage (particularly water) and plenty of locker space, reflecting its role as a long-term liveaboard cruiser. CSY envisioned that many of these boats would cross oceans or cruise remote areas, so they emphasized self-sufficiency and easy maintenance. For instance, systems were kept simple and accessible: the engine is mounted under the salon floor with decent access, and original documentation stressed that components like chainplates and through-deck bolts be reachable for inspection. The builder even published a detailed “CSY Guide to Buying a Yacht” to showcase their construction methods and the thought put into durability and maintenance. Notably, most CSY 44 “Walk-Over” models were sold under the charter lease-back program, meaning they were put into charter service for a few years then returned to private ownership. This charter heritage influenced the design – systems had to be robust and idiot-proof, and the boat had to perform reliably even with less experienced sailors at the helm. The intended use was bluewater passage-making and tropical cruising: the long keel and heavy displacement favor a seakindly motion and the ability to carry heavy loads (spare parts, stores, dinghies, etc.), while the shallow draft option allowed gunkholing in places like the Bahamas that deep-keel boats might avoid.
Structural Strengths and Common Issues: The primary strength of the CSY 44 is its overbuilt structure. Owners and surveyors often remark that these boats are “built like a brick port-o-let,” meaning extraordinarily solid. The hull and rig can take punishment; many CSYs have survived groundings or hurricane-force storms with little structural damage. The chainplates (which secure the mast’s shrouds to the hull) on the CSY 44 were originally substantial stainless steel bars mounted internally, hidden behind cabinetry. While strong, these original chainplates can be prone to crevice corrosion over decades and are somewhat difficult to inspect or replace. A common upgrade by owners has been to install new external chainplates – larger, thicker stainless plates bolted to the outside of the hull – to simplify maintenance and increase strength at the chainplate attachments. Aside from chainplate maintenance, the CSY’s lack of cored decks means one common issue of other boats (soft decks from core rot) is avoided. The solid fiberglass does make the boat heavier and somewhat over-ballasted; as a result the CSY 44 is a bit under-canvassed in lighter winds (discussed below in Performance). Some early CSYs did experience osmotic blistering in the hull (a common issue in 1970s fiberglass), but due to the very thick laminate, these blisters are usually cosmetic. Overall, the build quality is regarded as excellent – decades later, even boats that lived hard lives in charter can often be found with sound hulls and decks. Prospective buyers are advised to check typical older-boat items: e.g. the condition of the deck hardware bedding (rebedding may be needed), the rudder skeg attachment, and, as mentioned, the chainplates. But there are no glaring structural weak points in the design. The CSY 44 was truly built for serious service, and that ruggedness is one of its chief appeals to this day.
Performance Characteristics
The CSY 44 Walk-Over is a stout, stable cruising yacht, prioritizing seaworthiness and comfort over speed. Under sail, it behaves as a heavy displacement boat would: very stable in strong winds and big seas, but somewhat slow in light air. The design’s underbody – a cutaway forefoot leading into a long fin keel, and a large skeg-hung rudder – provides excellent directional stability and tracking. This means the boat tends to hold its course nicely and is relatively forgiving in heavy weather or when running downwind. On the flip side, the long keel and weight make tacking (turning through the wind) a bit slower and the yacht prefers a steady hand on the helm or a well-tuned autopilot/windvane for best results. The hull speed is around 8 knots for a 44-ft waterline, and in practical terms owners report cruising under sail at 6–7 knots in moderate conditions. In light winds below ~10 knots, the boat’s 12.9 SA/D (sail area to displacement ratio) means it will be underpowered – the CSY 44 will sail, but not fast, often prompting the use of the engine in truly calm conditions. However, when the breeze picks up to 15–20 knots (which is common in tradewind regions), the boat comes into its own and can make steady passages. Its motion at sea is very comfortable; the high Comfort Rating is indicative of a boat that resists snap roll and won’t toss its crew around. Likewise, a Capsize Screening Factor is well under the 2.0 threshold, highlighting the yacht’s excellent capsize resistance for offshore safety. In short, the CSY 44 is not a sporty or tender sailboat – it is a steadier ride meant to keep you safe and reasonably comfortable when the going gets rough.
On a reach or downwind, the CSY 44’s long-footed mainsail and big headsails give it respectable drive. The cutter rig allows flexibility: in heavy winds, sailors can drop the large jib and carry just the staysail and a reefed main, creating a balanced heavy-weather sail plan. The boat’s deep hull and ballast make it stiff (able to carry sail without excessive heeling); it will typically heel up to around 15–20° and then firm up, plowing ahead through waves. Owners have noted that the CSY 44 “shrugs off” choppy seas – its mass and momentum carry it through waves that would stop lighter boats. Windward (upwind) performance is acceptable but not exceptional – the boat can sail moderately close to the wind (typical tacking angles in the 100–110° range), but the long keel and weight prevent it from pointing as high or accelerating as quickly as modern racer-cruisers. Leeway is modest thanks to the keel depth, especially on the deep-keel version. The shoal-draft variant, while allowing access to shallow areas, sacrifices some pointing ability and ultimate stability; with 2,000 lb less ballast, its righting moment is lower. Serious ocean voyagers generally prefer the deep keel for these reasons, whereas coastal cruisers in the Bahamas/Florida appreciate the shoal draft. In either case, the CSY 44’s stability and heavy build inspire confidence.
Under power, the Perkins 62 HP engine propels the boat at about 7 knots at cruising RPMs, burning roughly 1–1.5 gal/hour. The large three-blade prop and skeg-protected rudder give good control, but the boat’s 20,000 kg mass means it responds to throttle and helm changes more slowly than lighter boats. Maneuvering in tight marinas can be daunting – one owner noted being “quite terrified to dock her” due to the lack of a bow thruster on such a heavy boat. With practice (and sometimes a prop walk technique), the CSY can be docked safely, but it rewards advance planning and often the help of crew with lines. In open water the boat’s tracking is excellent, and it will motor along steadily in a seaway. Many CSY 44s have safely made long passages, and their seaworthiness is renowned. Sailors often say that in a serious blow or storm, they’d rather be on a CSY 44 than many other 40-something footers – it’s one of those boats that “when the fertilizer hits the ventilator,” you’re glad to have a strong hull under you. This forgiving nature and strength contribute greatly to its reputation as a true bluewater cruiser.
Source Links
- https://en.wikipedia.org/wiki/Caribbean_Sailing_Yachts
- https://svsoggypaws.com/CSY/AboutCSYBoats.htm (Historical info via archive)
- https://thebviinsider.com/the-story-of-bareboating-in-the-bvi/
- https://sailboatdata.com/sailboat/csy-44-mid-cockpit/
- https://www.cruisingworld.com/sailboats/csy-44/
- http://csysailboats.blogspot.com/2006/12/chain-plates-part-2.html
- https://forums.sailboatowners.com/threads/more-on-bluewater-cruisers.35640/
- https://oceannavigator.com/bluewater-gear-a-10-year-circumnavigation-gets-stretched/
Contact Me for Inquiries
- nick@yachtandshipsales.com
- 321-505-4137
Disclaimer
The Company offers the details of this vessel in good faith but cannot guarantee or warrant the accuracy of this information nor warrant the condition of the vessel. A buyer should instruct his agents, or his surveyors, to investigate such details as the buyer desires validated. This vessel is offered subject to prior sale, price change, or withdrawal without notice.