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This 1996 Island Gypsy 44 is listed for $169,900. Learn more about this Island Gypsy for sale here. Read Island Gypsy boat reviews, browse other Island Gypsy boats for sale, or shop other Motor Yachts boats for sale online at Vessel Vendor.
About this boat
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.
Marine Sales & Charters is pleased to assist you in the purchase of this vessel. This boat is centrally listed by Curtis Stokes & Associates. It is offered as a convenience by this broker/dealer to its clients and is not intended to convey direct representation of a particular vessel
Specifications for 1996 Island Gypsy 44 feet
- Price (in USD) $169,900
- Hull Material Fiberglass
- Condition Used
- Engine Make Caterpillar
- Category Motor Yachts
- Engine Model 3126
- Year 1996
- Fuel Type Diesel
- Model Cruiser
- Length (in Feet) 44
- Country United States
- Zipcode 33080
- Fresh Water Capacity (in Liters) 1211.33
- Cabin Count 2
- Maximum Draft Feet 4

St. Augustine, Florida
Learn More about Boating in St. Augustine, Florida
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More Resources
Frequently Asked Questions for 1996 Island Gypsy 44 feet
What is a 1996 Island Gypsy 44 feet
This 1996 Island Gypsy is a 44 foot Motor Yachts for sale in St. Augustine, Florida. This 1996 Island Gypsy is currently priced at $169,900, and is one of 1 Island Gypsy boats for sale on Vessel Vendor.
How many photos are available for boat?
Vessel Vendor has photos of this 1996 Island Gypsy 44 feet for sale.
What is the average cost for a Island Gypsy boat?
Currently, of the 1 Island Gypsy boats for sale online, the average price is $169,900.
What type of fuel does this 1996 Island Gypsy take?
This 1996 Island Gypsy 44 feet take Diesel.
How many hours are on the 2 Caterpillar 3126?
This 2 Engine 1996 Island Gypsy has 2577.00 hours last record on 12-01-2022.
How much Diesel does this Island Gypsy need to fill the tank?
This Island Gypsy has a fuel tank that hold 732 gallons.
Can you sleep overnight on this Island Gypsy?
This 1996 Island Gypsy has 2 cabins .
How much fresh water is available on this Island Gypsy?
This 1996 Island Gypsy hold 320 gallons of fresh water.