gulfstar 39 sailboat under sail


A Raised-Saloon Cruiser for Two

For 14 years, Rosie and Carl Anderson sailed their Bombay Clipper 31 throughout the coastal waters of western Florida. But after an extended trip from Florida to Maine and back, their cruising dreams grew. To fulfill them, they realized they needed a larger boat, one designed with a cruising couple in mind. They chose a Gulfstar 39 Sailmaster, naming her The Glass Slipper, with an eye toward the boat’s unusual, innovative interior layout and easy sailhandling.


After leaving Columbia Yachts, Vince Lazzara spent the next several years of his non-compete agreement building fiberglass houseboats under the company name of Sea Rover. Once the agreement expired, he sold Sea Rover and established Gulfstar Yachts in the Tampa Bay area. His initial offerings were low-priced, lower-quality boats. This changed after contracting Ted Hood to design a number of models. Quality improved dramatically, and the product line expanded to include motorsailers. In the mid-1980s, Vince’s sons, Richard and Brad, joined the company. Though they tended to gravitate toward powerboats, Richard taught himself yacht design and drew the lines of the 39 Sailmaster. Over a production run from 1981 to 1984, the company produced 60 hulls; The Glass Slipper is hull 59. Around 1987, Gulfstar ceased production of sailboats and merged with Viking Yachts, a powerboat manufacturer.

Gulfstar 39 specs


Design and Construction

The most noticeable feature of the Gulfstar 39 Sailmaster’s distinguished profile is its raised saloon. The boat’s bow is sharp, the transom almost plumb, and its sheer very flat. Overall, the lines are clean and sleek. The interior is sometimes referred to as a single-stateroom design or a galley-forward design. Both descriptions are accurate and somewhat unusual for a beamy 39-footer.

Gulfstar built the 39 Sailmaster in two versions. The Mark I has a deep cockpit locker on the port side and a spirits locker on the starboard side, just aft of the head compartment. The Mark II replaced the port-side deep locker with a shallow locker and a quarter berth below and swapped the spirits locker for a hanging locker.

Construction of the Gulfstar 39 Sailmaster is strong and of high quality. The deck and hull are fiberglass and polyester laminates. The deck and topsides are cored with end-grain balsa, adding stiffness while reducing weight. Below the waterline, the hull is solid fiberglass. (Many boats built in the 1980s experienced blisters, and Gulfstars were not immune. It’s wise to carefully check this when buying one.)

On deck, the non-skid is molded-in, and all exterior wood—including eyebrows, handrails, toerails, companionway doors, and cockpit coaming tops—are solid teak. The hull-to-deck joint is an overlapping design commonly known as a shoebox joint.

The interior is stick-built and utilizes a longitudinal stringer system. The bulk of the interior is marine-grade plywood veneered with teak and finished with gloss varnish. Areas not finished in teak are paneled with an off-white laminate. The overhead is off-white vinyl, the sole is teak and holly, and the doors are raised panels of solid teak.

Joinery rivals that of the most expensive yachts. Gulfstar even held a patent for a special process for cambering the corners on interior woodwork.

Hardware is above average quality. All ports and hatches are aluminum, seacocks are bronze, and the ballast is lead and encapsulated.

Gulfstar 39 foredeck


On Deck

Beginning at the stem is a teak anchor platform followed by a pair of 12-inch open-throat cleats, chocks, and a windlass. The open foredeck allows a pragmatic, uncluttered working platform for sail changes, anchoring, and mooring. There’s even enough room here to stow a dinghy.

Just aft of the cabin trunk’s rise is a 24 x 24-inch centerline hatch. Following aft are port and starboard 63-inch teak handrails. Next is a pair of stainless steel cowl vents mounted on top of teak Dorade boxes. In the topsides below this area are four opening portlights, two per side. Just before the doghouse over the raised saloon is the keel-stepped mast.

On top of the raised saloon’s doghouse is a pair of 12 x 17-inch hatches, twin 76-inch teak handrails, the mainsheet traveler, and a sea hood over the companionway. The doghouse is fitted with six large, fixed portlights, three per side, plus a pair of large forward-facing fixed portlights.

For security, stainless steel bow and stern pulpits are connected by dual lifelines. The sidedecks are 18 inches wide and rimmed with a 3-inch-high teak toerail. Port and starboard 10-inch, open-throat cleats are mounted amidships. To protect the topsides, 8 inches below the deck is a teak rubrail capped with a stainless steel strip.

Gulfstar 39 cockpit


The roomy cockpit is 7 feet long with slightly sloping coamings and a 3-foot-wide footwell. A 16-inch-deep by 16-inch-high bridge deck deflects most water coming over the deck, and four 2-inch drains, one in each corner of the footwell, disperse any water that does make it into the cockpit. Stowage consists of a dedicated propane locker beneath the helmsman’s seat and a pair of cockpit seat lockers. With a quarter berth beneath (on the Mark II), the port locker is shallow. The deep starboard locker affords access to the boat’s batteries and engine. In addition to the helm pedestal, there’s a centerline swim ladder and a pair of 10-inch cleats.

Below Deck

While the Gulfstar 39 Sailmaster’s interior at first seems typical, once below its novel arrangement becomes quite apparent. The boat’s forward sections—V-berth, head, and galley—are lower than the main saloon. The forward galley is unusual, and the raised saloon, coupled with large side- and forward-facing windows, makes for a light and spacious-feeling interior.

According to Carl, the boat features several factory options, to which he recently added $25,000 in interior and system upgrades, including new refrigeration, air conditioning, battery charger, starter, batteries, and refinishing all the interior woodwork.

Just aft of the divided chain locker in the forepeak is a roomy V-berth, 7 feet long and 61⁄2 feet at its widest. Outboard and above are fiddled shelves. Aft and to port, a his-and-hers hanging locker is topped with a bureau, and to starboard is a complementing four-drawer chest with bureau top. The 30-gallon plastic holding tank, plus three stowage drawers, are beneath the berth. Port and starboard opening portlights, the large overhead hatch, and a Dorade vent provide natural light and ventilation. From this stateroom, one door leads to the head compartment and another opens to the remainder of the interior.

head sink shower


Just aft and to starboard is the head compartment whose most notable feature is a one-piece fiberglass shower stall with integrated seat.

galley with double sink


Aft to port, basically across from the head, is the roomy galley, which includes a deep, double, stainless steel sink, a top-loading icebox, and a pass-over counter that lets the chef hand food and drink directly to those in the saloon.

Gulfstar 39 seating


On The Glass Slipper, the outboard cabinets are a custom factory option. Stowage is abundant in numerous shelves, drawers, and cubbies, and a clever in-the-sole compartment sits in the step-up to the saloon. At waist height there’s a novel grab rail/towel rack. A single opening portlight serves this area.

Gulfstar 3 bookshelf


The main portion of the saloon is comprised of an L-shaped settee/berth to port and a straight settee/berth to starboard. Both settees measure 61⁄2 feet and can be converted to cozy doubles. Both have stowage beneath and behind as well as bookshelves above. In addition to the shelves above the port settee there’s also a cane-fronted cabinet.

Gulfstar 39 saloon


The eight large, fixed portlights and two overhead hatches create a bright and airy cabin. However, leaking in these portlights is one of the most common complaints among this design’s owners. It’s recommended to rebed them before leaks damage the interior teak.

Gulfstar saloon and berth


Numerous LED lights, both task and accent, provide illumination throughout the boat.

Gulfstar nav station


On the port side of the Mark II, across from the nav station to starboard, is a quarter berth. Beneath is stowage as well as the water heater. Access to the engine can be gained here by removing an inside panel.

Six individual panels in the sole provide access to various bilge features, including the 80-gallon aluminum fuel tank and the 150-gallon plastic water tank, located above the ballast.


The Gulfstar 39 Sailmaster’s rig is simple and straightforward. The keel-stepped mast, with outboard chainplates and boom, are aluminum extrusions painted white with polyurethane. The single pair of spreaders is tapered, and all standing rigging is stainless steel wire. Supporting the mast are a pair of cap shrouds, dual pair of lowers, and a split backstay. There’s also a topping lift.

All running rigging is double-braid polyester line. The halyards are sheaved internally and terminate at a pair of Barient #21 winches and horn cleats mounted on the mast. The mainsail is sheeted mid-boom and leads through a traveler situated forward of the companionway, terminating at a Barient #21 winch and cleat. On the underside of the boom, just aft of the gooseneck, is a single Barient #8P and a pair of line stoppers for two reefing lines.

The headsail sheets are led aft through cars and 12-foot tracks mounted on top of the toerails. These sheets terminate at Barient #28 winches on the cockpit coamings. Mounted onto the starboard track is a stainless steel folding boarding ladder.


The boat has a long fin keel, which affords the kind of tracking and stability commonly attributed to a full keel but without as much drag-inducing wetted surface area. Its rudder skeg provides excellent directional stability and keeps the rudder from stalling at extreme angles.

The outboard chainplates affect the boat’s upwind abilities by limiting sheeting angles, but this boat is designed for cruising first and foremost, not necessarily performance to weather. It can carry its full complement of sails up to about 20 knots or so before calling for a reef. The boat’s best point of sail is a reach, and the helm balances well.

Gulfstar 39 engine access


The boat’s auxiliary is a 50-horsepower Perkins 4-108 diesel with a Velvet Drive transmission connected to its propeller via a V-drive. This drive train is more than adequate to punch through a tough sea.

The Glass Slipper suffered from leaking at the rudder shaft seal. The fiberglass housing around the shaft is too short, and depending upon angle of heel, this design mistake allows water to enter the boat. Carl heightened the housing and eliminated the leak.


The Gulfstream 39 Sailmaster is a unique and comfortable sailboat that can be sailed or comfortably cruised by two people. She’s well built, well laid-out, wonderfully appointed, and sails well. Her styling is not dated, and with 60 hulls built, there’s a good chance that a couple are on the market at any given time. Expect to pay $50,000-$80,000 for a good one.

Comments from Owners of the Gulfstar 39 Sailmaster

A dream to sail. It’s not a great race boat, but it is heavy like a bluewater boat. Overbuilt to the extreme. The construction was top-notch. We did have some blisters and a soft spot on the deck that was due to the leaky windows. Look at the inside wood. Make sure the windows have not leaked and ruined it. I wish there was a second bunk. The water tanks and fuel tanks most likely need to be opened and cleaned. We added a Racor filter. The water tank screws go lefty-tighty, righty-loosey. No idea why they did that, as this is a horrible way to do things.

Derek Fronabarger

Annapolis, Maryland

Excellent all around. Sails well on all points, especially in heavy weather. Stable, hardens up. Fine also in light air. Top-quality hardware and wood workmanship. What I like most: open, roomy galley and saloon. Nice size head with walk-in shower. Small but adequate V-berth. Nice size cockpit. Large water tanks. What I like least: hull fiberglass layup issues—water saturation. Inadequate fridge insulation. Difficult to go astern.

Robert Olshan

Lottsburg, Virginia

She sails like a dream! Responsive, well-balanced. In 10- to 15-knot winds we can put out the genoa alone and average 6-6.5 knots for an easy sail. The mainsail is heavy and takes some effort raising. The boat is solidly constructed and our bilge is dry. The interior craftsmanship on the wood detail is fabulous. She is very spacious and open feeling. We had a party where 12 friends were dancing in the saloon! The Garhauer tackle is top-notch. The top three things we like most: her design/look/line; the spacious layout on the interior; and most importantly, the quality of the build. Least: storage is limited; the windows leak, and the aluminum frames are etched from the elements; the windows are big for being at sea. The aluminum rubrail was streaking the hull. We removed the stainless steel trim on top to uncover a thin, disintegrating sheet of plastic between the stainless steel trim and aluminum rubrail. The two dissimilar metals were reacting. The aluminum rubrail was pitted so badly we removed it. The blackwater holding tank is under the bed—holding tanks do permeate! We had two through hulls replaced for the cockpit/deck drains. At 36 years old, they were scary thin. Access underneath the cockpit is a challenge. The back of the electrical panel is in the starboard lazarette. All of the wiring is uncovered. Our rudder shoe is rusting from age.

Krissy Nichols

San Diego, California

Great sailing quality, easy helm, comfortable interior with adequate storage, roomy V-berth and head with separate, large shower stall. Good ventilation with hatches and opening ports. The large portlights leaked when the boat was sailed hard, and space behind the steering wheel was tight. Specific problems: the V-drive was on top of the stuffing box with little room to service; the raw water pump was difficult to service with the engine facing aft; and the rudder post leaked seawater into the bilge and lazarette. Check the rudder post for leaks, 108 Perkins diesels are known to have a problem with rear seal leaks, and check the V-drive for oil leaks.

William Misenheimer

Fort Myers, Florida

The main reasons we chose the Gulfstar Sailmaster 39 over 30 years ago are how it performs and how it is laid out. The forward galley has been perfect for us since we don’t do much cooking “at sea” and it allows for a very open saloon. We had a full blister repair with epoxy coat in ’87. Another issue for us was chainplate leaks, which got into the deck core because the core had not been cut away far enough and glassed, surrounding the chainplate penetration slot.

Cameron Foster

Bainbridge Island, Washington