This boat has been sold but check out these similar boats nearby
Other Motor Yacht boats for sale in Florida, United States
See All
1996 Island Gypsy Cruiser Sold Boat in St. Augustine, FL US
Built in 1996
Cruiser
2 Engines (2x Caterpillar)
44.3 feet
Diesel
Fiberglass/Reinforced
Boats For Sale in Florida, United States Similar to the 1996 Island Gypsy Cruiser
Compare with similar boats and find the perfect one for you.
No image available 1996 Island Gypsy Cruiser | ||||||
|---|---|---|---|---|---|---|
| Price | $169,900 | $169,990 | $169,000 | $169,000 | $169,000 | $175,000 |
| Location | St. Augustine | Saint Augustine | Miami | Cleveland | Fort Lauderdale | Fort Lauderdale |
| Nominal Length | 44' | 35' | 48' | 38' | 43' | 56' |
| Draft | 4' | - | - | - | - | - |
| Engine Make | Caterpillar | Volvo Penta | Cummins | Crusader | Volvo Penta | MAN |
| Total Engine Power | 420 hp | 380 hp | 660 hp | 320 hp | - | - |
| Days on Market | 1369 | 52 | 0 | 10 | 51 | 51 |
| Get in touch |
Lucky Dog is a very well-kept 1996 Island Gypsy 44 Motor Cruiser. Built in Hong Kong, the Island Gypsy 44 was constructed to provide safe and comfortable long-range, blue-water cruising. The vessel was built by the well-respected Kong & Halvorsen Company, which built vessels under the Kong & Halvorsen, Island Gypsy, and Halvorsen names.
Lucky Dog features walk-around decks which lead to a large bow area. The large hard-top covered flybridge with forward guest seating is the perfect place to relax at the end of a long day of cruising, while at anchor, or docked at your favorite marina. The teak interior highlights the pedigree of this beautiful vessel. The dark blue hull and teak transom evoke yachts from an earlier era.
The original owner was an owner of one of the oldest insurance agencies in St Thomas in the US Virgin Islands, so Lucky Dog has cruised the Virgin Islands and West Indies. The current owner is the fourth owner, and purchased Lucky Dog in the Upper Chesapeake Bay in Maryland in 2016. He single-handed her to Florida then cruised the Florida Keys and the Bahamas before settling in Palm Beach Gardens.
In 2020 Lucky Dog was put on the hard for two years and had a complete and thorough bottom job. The topside, flybridge, decking and dinghy deck were all repainted with Awlgrip and Alexseal paints and the exterior teak was all refinished. The windows were all resealed in November, 2022.
Lucky Dog has been approved by the Maritime Administration (MARAD) of the Department of Transportation for a coastwise endorsement for a foreign-built vessel which will carry no more than 12 passengers for hire, so she is eligible to use as a charter vessel, and has been USCG inspected.
It is now time for Lucky Dog to find a new master so she can move on to her next adventure.
Lucky Dog is a very well-kept 1996 Island Gypsy 44 Motor Cruiser. Built in Hong Kong, the Island Gypsy 44 was constructed to provide safe and comfortable long-range, blue-water cruising. The vessel was built by the well-respected Kong & Halvorsen Company, which built vessels under the Kong & Halvorsen, Island Gypsy, and Halvorsen names.
Lucky Dog features walk-around decks which lead to a large bow area. The large hard-top covered flybridge with forward guest seating is the perfect place to relax at the end of a long day of cruising, while at anchor, or docked at your favorite marina. The teak interior highlights the pedigree of this beautiful vessel. The dark blue hull and teak transom evoke yachts from an earlier era.
The original owner was an owner of one of the oldest insurance agencies in St Thomas in the US Virgin Islands, so Lucky Dog has cruised the Virgin Islands and West Indies. The current owner is the fourth owner, and purchased Lucky Dog in the Upper Chesapeake Bay in Maryland in 2016. He single-handed her to Florida then cruised the Florida Keys and the Bahamas before settling in Palm Beach Gardens.
In 2020 Lucky Dog was put on the hard for two years and had a complete and thorough bottom job. The topside, flybridge, decking and dinghy deck were all repainted with Awlgrip and Alexseal paints and the exterior teak was all refinished. The windows were all resealed in November, 2022.
Lucky Dog has been approved by the Maritime Administration (MARAD) of the Department of Transportation for a coastwise endorsement for a foreign-built vessel which will carry no more than 12 passengers for hire, so she is eligible to use as a charter vessel, and has been USCG inspected.
It is now time for Lucky Dog to find a new master so she can move on to her next adventure.
Overview from around the web 1996 Island Gypsy Cruiser
Customers are praising the 1996 Island Gypsy Cruiser for its classic design, robust construction, and comfortable living space
Many owners highlight the boat's seaworthiness, making it an excellent choice for both coastal cruising and longer voyages. The spacious interior layout is often noted, featuring a full galley, ample storage, and cozy accommodations that make it feel like a home on the water. Users appreciate the craftsmanship that goes into each vessel, with many mentioning the high-quality wood finishes and thoughtful details throughout. The performance on the water is also frequently commended, with reviews pointing out its smooth handling and stability in various sea conditions. Additionally, customers often share their satisfaction with the boat's fuel efficiency, which allows for longer trips without frequent refueling. Overall, the 1996 Island Gypsy Cruiser is seen as a reliable and charming option for boating enthusiasts seeking adventure and comfort on the high seas.
The Biggest Pros and Cons
1996 Island Gypsy Cruiser: Pros and Cons
Pros
Classic Design: The Island Gypsy Cruiser features a timeless aesthetic that combines elegance with functionality, making it a standout choice for those who appreciate classic boat designs.
Spacious Interior: Known for its generous living space, this boat provides ample room for both leisure and entertainment, making it ideal for extended trips or gatherings with family and friends.
Durable Construction: Built with high-quality materials, the Island Gypsy Cruiser is designed to withstand marine environments, ensuring longevity and reliability over time.
Comfortable Accommodations: Many models come equipped with comfortable sleeping quarters, a full galley, and a well-appointed salon, enhancing the overall cruising experience.
Seaworthiness: The cruiser is designed to handle various water conditions, providing stability and safety while cruising or at anchor.
Strong Community Support: Owners of Island Gypsy Cruisers often form tight-knit communities, offering valuable resources for maintenance, modifications, and shared experiences.
Cons
Age Considerations: As a 1996 model, certain components may require updates or replacements, which could lead to additional maintenance costs over time.
Fuel Efficiency: Depending on the engine configuration, the Island Gypsy Cruiser may not be the most fuel-efficient option available, which could impact operating costs for long-distance travel.
Limited Technology: Compared to newer models, this boat may lack some modern amenities and technological advancements, which can be a consideration for those seeking cutting-edge features.
Maintenance Requirements: Older vessels can demand more attention in terms of upkeep, necessitating regular inspections and potential repairs to ensure optimal performance.
Storage Constraints: Although spacious, some users may find storage options less abundant than newer designs, requiring creative solutions for gear and equipment. The 1996 Island Gypsy Cruiser stands out as a solid choice for boating enthusiasts looking for a blend of classic charm and practicality, but potential buyers should weigh these pros and cons in relation to their individual needs.
Made For
The 1996 Island Gypsy Cruiser is designed for those seeking the perfect blend of adventure and comfort on the water. Ideal for cruising enthusiasts and families alike, this spacious vessel accommodates those who appreciate extended journeys while enjoying the comforts of home. It is perfect for sailors who desire a sturdy, dependable cruiser that can easily navigate coastal waters or tranquil lakes. With its classic design and thoughtfully crafted layout, the Island Gypsy Cruiser is perfect for couples looking for a romantic escape or small groups eager for weekend getaways. Whether you’re an experienced boater or a newcomer to the cruising lifestyle, this boat offers ease of handling and a welcoming atmosphere to make every journey memorable. Designed for outdoor enthusiasts who love to fish, explore hidden coves, or relax under the sun, the 1996 Island Gypsy Cruiser is a versatile choice that caters to the varied interests of any boating adventure. It promises long-lasting memories for anyone looking to embrace the freedom of life on the water.
Finance your dream boat!
Finance your dream boat!
Be the first to know when similar boats hit the market
Get notified when new boats become available
Meet the Broker
Address
Want to update the details or images for this boat? Claim this listing by getting in touch.
Contact the dealer about 1996 Island Gypsy Cruiser
St. Augustine, FL
Login with Google