44' Island Gypsy 1987



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Tim Devaney



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44' Island Gypsy 1987 Port Tack


Looking to escape the winters up North or being a true live aboard; and your desire is to do it in comfort and style - then this is your boat.

If you are looking for a vessel that can safely and economically do the “Great Loop” and/or take you to the Bahama’s and the Islands this is that vessel.

Over the last two years, the issues that pursue an older boat have all been address. This beautiful yacht will take you were you want to go and/or provides that perfect second home in Florida.



Island Gypsy


Cruise Speed:


Max Speed:


Range NMI:



14' 6"

Engine Details:

Ford Lehman

Engine 1:

1987 1700.00 HRS 235.00 HP

Engine 2:

1987 1700.00 HRS 235.00 HP

Engine Fuel:

Inboard Diesel

Fuel Capacity:

800 GAL

Water Capacity:

300 GAL


Radio - AM/FM Stero
TV set
Navigation center - Updated 10

Air conditioning - 3 A/c units - Aft new 2018
Marine head - 2 heads
Microwave oven
Refrigerator - AC/DC refrigerator/freezer

Generator - Westerbeke
Shore power inlet

Cockpit shower
Swimming ladder
Teak sidedecks
Teak cockpit
Electric windlass

Bimini Top

As you approach this stunning yacht you really appreciate her classic lines. Harvey Holvorsen did it right.

From the cover flybridge, with its full instrumentation, dual helm chairs, lounges and center table that overlooks the spacious aft deck – with the walk thru transom to the swim platform, along the easy to maneuver teak side decks with high sideboards with rails to the bow pulpit with the heavy-duty electric windlass this boat screams safety, roominess and comfort.

The two-helms: fully instrumented flybridge and main salon allows the vessel to be driven in most weather conditions. The twin Ford Lehman 150 Turbos deliver the power needed to cruise at steady speed of 9 knots.

The aft deck creates a spacious relaxing place while watching the sunsets and sharing drinks with friends and family. The flybridge delivers a large lounge area for passengers and crew while the captain is driving.

The interior helm is located as you enter the main salon thru the side door. The large windshields provide excellent visibility. The beautiful settee, across from the helm, allows six people to enjoy meal time.  Behind the helm is a lounger, adding additional seating.

The “L” shape galley which consist of a three-burner propane stove/oven; you’ll be cooking with gas – full refrigerator with freezer, that operates with AC/DC electrical power, Double sinks and plenty of storage.

Heading forward and down a set of stairs the forward head with shower is located to starboard and the first cabin with a 72” single berth is to port. Continuing down the passageway is the V- berth. All the cabins have an abundance of storage.

The engine room has an access door in the head and the floor panels in the main salon remove for quick and easy access to the engine compartment.

Moving aft, up and across the salon, is the staircase to the master suite. This suite has the queen-size centerline berth with night tables on each side and loads of drawers and hanging storage on both sides.

The ensuite head is a nice size and the separate shower stall delivers a level of luxury

This is a must-see boat if you are looking for the trawler to live aboard or to travel. It’s been very  well maintained and is very spacious also the storage space on board is extraordinary.   

This listing is presented to you courtesy of a member of the International Yacht Brokers Association and may be centrally listed with another broker. 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.

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.

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