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Port Tack
44' Island Gypsy 1987

$ 75,000

Port Tack is a Island Gypsy 44' currently listed for sale on the market. While this boat is not currently listed with United Yacht Sales, our team is happy to work on your behalf in the research and potential sale of the vessel. Our commitment to our clients is to find the best yacht available that fits the their needs, no matter where its listed. United is a professional yacht brokerage firm that has experience listing and selling all types of Trawlers and similar boats.

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.


  • Price: $ 75,000
  • Days on Market: 103
  • Builder: Island Gypsy
  • Model: --
  • Location: Ft Myers, Florida, United States
  • Type: Power
  • LOA: 44 ft in
  • Display Length: 44 ft
  • Beam: 14' 6"
  • Category: Trawlers
  • Water Capacity: 300 gals
  • Fuel Capacity: 800 gals
  • Engine Details: Ford Lehman
  • Engine 1: 1987 1700.00 HRS 235.00 HP
  • Engine 2: 1987 1800.00 HRS 235.00 HP
  • Engine Fuel: Diesel

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.


This Island Gypsy listing is a great opportunity to purchase a very nice 44' . While this listing is not actively listed with United Yacht Sales, our team would be happy to reach out to the current broker and find the history on the boat. Please don't hesitate to reach out to our team of professional yacht brokers to schedule a showing. There are many yachts listed for sale on the MLS each with a different history. We look forward to helping you complete your search for the perfect boat or yacht for sale.


United is the largest professional yacht brokerage firm in the world with over 150 yacht brokers in our network. By listing your boat or yacht for sale with us, all 150+ brokers on our team will be notified immediately which greatly increases the chances that your boat may sell before it ever even hits the market. With hundreds of used boats and yachts sold each year, there is no better team than United to help with the listing and sale of your vessel.


Buying a boat or yacht can be a daunting experience with so many available boats on the market. Let the team at United take the guesswork out of your boat search by enlisting one of our professional yacht brokers. Not only will we listen to your needs about budget, docking and storage, and how you plan on using your new boat, but we will do the research for you by looking through the MLS, researching the history of every listing, and negotiating on your behalf. From survey to acceptance, the team at United Yacht Sales is with you every step of the way.


photo of


44' Island Gypsy Aft Cabin Motoryacht 1997

Stuart, Florida, United States

photo of

Sea Lark

44' Island Gypsy 44 Flush Aft Deck 1982

Osprey, Florida, United States

photo of


40' Island Gypsy Trawler Fly Bridge 1990

Marion, Massachusetts, United States

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