1979 CSY 44
$49,900
Boat in Marathon, FL 33050 US
44
1 Engine (Perkins)
44 feet
Diesel
Fiberglass/Reinforced
Introducing - SURPRISE
Recent large price Drop !!!
As fine an example of a CSY 44 center cockpit as you will find.
Step on Sail Away, ready - Located in Marathon, FL Keys, only a day sail to the Bahamas!!
Listed as #11 on "Cruising World's 40 Best Sailboats of All Time," Surprise is ready to take you and your friends or family on your journey through the islands or across oceans.
Known for their rugged build and spacious decks, CSYs have crossed oceans with ease.
The mindfulness and care that her current owners have shown her are evident in the shine of the teak all around.
Spacious interior with a Huge aft cabin makes living aboard comfortable and convenient.
Large and ample deck hatches provide an unparalleled amount of light into the interior throughout (no more dark and gloomy sailboat interior jokes)
The VETUS bow thruster makes docking so easy that there will never be any "Honey, I'm sorry for what I said, " when docking the boat."
Mid-cockpit cutter rig: The mid-cockpit design provides a secure and comfortable central area for sailing and socializing, while the cutter rig offers versatile sail options for various wind conditions.
Walk-Over configuration: This particular model features a "walk-over" layout, meaning the cabins are separated by the cockpit, according to "Blue Turtle Cruising." This arrangement offers privacy for guests forward and the owner aft.
Spacious interior: The CSY 44 is renowned for its generous living spaces, making it an ideal choice for liveaboards or those embarking on extended voyages.
Comfortable cabins: The layout includes a V-berth forward, a separate aft cabin with its own head and shower, and a large salon.
Well-equipped galley: The galley is equipped with a propane stove and oven, a refrigerator/freezer, and ample counter space, catering to the needs of long-term cruising.
Ample water capacity: With a freshwater capacity of 400 gallons (1514 liters), this yacht minimizes the need for frequent water replenishment on extended trips.
Engine: Equipped with a Perkins diesel engine, a 4.236.
Contact the Broker to arrange an in-person viewing or an extensive video walkthrough.
VETUS Bow Thruster
B&G Chartplotter
Vesper Cortex AIS
600 AH Lithium battery upgrade with 400 watts of solar makes living aboard on the hook or a mooring ball all the easier (2 255-watt panels available, just not mounted)
New external round chain plates are available but have not been installed yet.
Marinaire 9,000 BTU AC in the main salon
Lofran Windlass
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.
Price History
| Date | Event | Price |
|---|---|---|
| 2/23/26 | Price decreased | $49,900(-13.2%) |
| 2/20/26 | No change | $59,900 |
| 2/13/26 | Price decreased | $57,500(-4.0%) |
1979 CSY 44 Video Tours
Overview from around the web 1979 CSY 44
Customers praise the 1979 CSY 44 for its spacious and comfortable interior, making it ideal for extended cruising and liveaboard lifestyles
Many appreciate its solid construction and classic design, which provide a sense of safety and timeless appeal. Owners often highlight the boat's excellent sailing performance and stability, even in challenging conditions. The generous storage and well-thought-out layout receive frequent positive mentions, contributing to an overall enjoyable and practical sailing experience.
The Biggest Pros and Cons
The 1979 CSY 44 is a classic cruising sailboat known for its solid construction and comfortable accommodations. Here are some of the pros and cons to consider:
Pros
Sturdy Build: The CSY 44 is renowned for its robust fiberglass hull and solid construction, making it durable and capable of handling offshore conditions.
Spacious Interior: It offers a roomy and well-laid-out interior with ample headroom, multiple cabins, and generous storage, providing comfort for extended cruising.
Stable Sailing: With a full keel design, the CSY 44 provides excellent directional stability and a smooth ride in a variety of sea conditions.
Easy Handling: The sail plan is designed for manageable handling, suitable for short-handed crews or cruising couples.
Good Tankage: Large fuel and water tanks support longer voyages without frequent resupply.
Cons
Heavy Displacement: The full keel and solid build contribute to a heavier displacement, which can result in slower speeds compared to lighter, more modern designs.
Outdated Design: Being a design from the late 1970s, some aspects of the layout and systems may feel dated and could require updating.
Limited Maneuverability: The full keel, while providing stability, can make tight maneuvering in marinas or crowded anchorages more challenging.
Maintenance Needs: Older boats like the CSY 44 often require ongoing maintenance and potential upgrades to keep all systems in optimal condition.
Made For
The 1979 CSY 44 is ideal for sailors seeking a classic, spacious cruising sailboat with solid construction and timeless design. It’s perfect for those who value comfort and durability for extended coastal or offshore cruising, offering ample living space and reliable performance for adventurous sailors and liveaboards alike.
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Meet the Broker

Address
Boat Location
Contact Sunshine Cruising Yachts about 1979 CSY 44
983 Ervin Street, Saint Augustine, FL, 32084
Contact Sunshine Cruising Yachts
983 Ervin Street, Saint Augustine, FL, 32084

