MacGregor Sailboats

Explore MacGregor sailboats and the details behind each model. If you are shopping for a MacGregor sailboat, we keep an eye out for Used MacGregor Sailboats.

Model Listings Year Built LOA (ft) Beam (ft) Draft (ft) Disp. (lbs) Hull Designer Rig Keel
MacGregor 26M43 for sale200325.83 ft7.75 ft5.75 ft4,000 lbsMonohullFractional SloopDaggerboard
MacGregor 26x29 for sale199525.82 ft7.83 ft5.5 ft3,750 lbsMonohullFractional SloopCenterboard
MacGregor 26 D19 for sale198625.83 ft7.92 ft5.33 ft2,850 lbsMonohullRoger MacgregorFractional SloopDaggerboard
MacGregor 257 for sale197324.92 ft7.92 ft5.67 ft2,100 lbsMonohullRoger MacgregorFractional SloopCenterboard
MacGregor 653 for sale198465 ft11.67 ft8.5 ft22,000 lbsMonohullRoger MacgregorCutterBulb
MacGregor 192 for sale199218.83 ft7.42 ft5.08 ft2,050 lbsMonohullRoger MacgregorMasthead SloopCenterboard
MacGregor Windward 212 for sale196621 ft6.83 ft5.5 ft1,200 lbsMonohullRoger MacgregorCutterWing
MacGregor 26 S2 for sale199025.82 ft7.82 ft6.33 ft2,850 lbsMonohullRoger MacgregorFractional SloopCenterboard
MacGregor 211 for sale198021 ft6.83 ft5.5 ft1,175 lbsMonohullRoger MacgregorMasthead SloopWing
MacGregor 221 for sale196722 ft7.33 ft5.5 ft1,800 lbsMonohullRoger MacgregorMasthead SloopWing
MacGregor 361 for sale197735.5 ft18 ft3.5 ft6,614 lbsCatamaranRoger MacgregorMasthead SloopCenterboard
MacGregor 65 Pilot House1 for sale198865 ft11.67 ft6 ft32,000 lbsMonohullRoger MacgregorCutterBulb
MacGregor Venture 171 for sale0000
MacGregor 24197124.58 ft7.92 ft5 ft2,100 lbsMonohullRoger MacgregorFractional SloopWing
MacGregor 25 MH198025 ft7.92 ft5 ft2,100 lbsMonohullRoger MacgregorMasthead SloopCenterboard

MacGregor sailboats: a fifty-year argument for trading the keel for a trailer

MacGregor Yacht Corporation spent five decades pursuing a single premise: a sailboat could be stable enough to sail like a keelboat and light enough to tow home behind a car. That premise runs from the company's Venture-branded hulls of the 1960s through the 26 family that made MacGregor's name, with detours into catamarans and a run of 65-foot cruisers along the way. Buyers researching a used MacGregor are, in practice, researching that idea's various iterations.

Origins and history

Roger MacGregor began building boats as a hobby in 1964 while still working at Ford, starting his own boatbuilding business in Costa Mesa, California the same year and moving into it full-time by 1967. The new company's first boat was the West Wind, which his wife Mary Lou MacGregor — who managed the office and financial side of the business and had a strong, equal voice in its decisions — later described as "ugly as sin and fast as smoke." Those early designs were sold under the Venture name; the brand shifted to MacGregor by the late 1970s, or by some accounts as late as 1980.

Sail Magazine later recognized MacGregor as one of the most innovative sailboat builders of its era and credited it with bringing affordable sailing to thousands of buyers. By Roger MacGregor's own account, the company built tens of thousands of boats across its history, working out of its Costa Mesa yard on Placentia Avenue for the whole run. Production wound down in stages: MacGregor stated he was ending production of MacGregor trailerable sailboats at Costa Mesa to focus on developing a new 70-foot MacGregor, and he sold the 26's molds to his daughter, Laura MacGregor Sharp, and her husband Paul Sharp — MacGregor's overseas distributors since 1990. The last MacGregor 26 came off the Costa Mesa line on April 24, 2013, ending the run of what had become the company's best-selling model. Full fiberglass production at the plant stopped in 2014, after a retirement home built on the property's border made continued operations there untenable. The Sharps relocated to Stuart, Florida, and founded Tattoo Yachts, planning a 26-footer along the same lines as the MacGregor 26 and a new 22-foot motorsailer.

Construction and design approach

Across MacGregor's trailerable line, hulls were hand-laid fiberglass cloth, woven roving, and mat set in polyester resin with no core — a method the company said it held to without chopper guns, using low-volume airless guns to wet out resin instead. Hull-to-deck joints were bolted "shoebox" style, bonded with adhesive such as 3M 5200, and capped with a rubber and aluminum rail. Deck coring shifted over time: earlier boats used a plywood-cored deck, later changed to balsa coring, and boats built since spring 1999 got a new foam-filled fiberglass beam deck structure in place of balsa. On the trailerable line, MacGregor ran up to five sets of molds at once at peak production, with each set turning out one complete hull per day.

The defining move was the water ballast system: rather than carry a fixed keel's weight, MacGregor built a tank that could be filled for sailing stability and drained for towing, refined over multiple 26-series generations into the 26M.

Lines and generations

The Venture era produced the Venture 21 — first hulled in 1965, though full production didn't start until 1967 — and its successor, the Venture 22, which later became the pop-top Venture 22-2. Once the MacGregor name took over, the Venture 21 continued in production as the MacGregor 21, formally renamed in 1980 and built until 1986. Around it, MacGregor built out a broader trailerable range through the 1970s and 1980s, including the 25, and made a rarer foray into multihulls with a 36-foot catamaran of which only about 20 to 30 were produced.

The company also stepped well outside its usual 22-to-25-foot trailerable footprint in the 1980s with the MacGregor 65, a large ULDB it called the most successfully produced big boat in the industry; MacGregor's daughter and son-in-law managed an eight-year run that produced about 100 of them. That changed in 1995, when the newly introduced MacGregor 26X drew enough orders that the company halted 65 production to redirect its capacity to the 26X, ultimately building roughly 5,000 of them through 2003. The 26X gave way to the 26M, which used a daggerboard and twin retractable rudders in place of the 26X's centerboard. By 2013, MacGregor was building only the 26M alongside its new 70-foot flagship — the last stage before trailerable production ended that year and all Costa Mesa production ended in 2014.

Who MacGregor is for

MacGregor's total range stretched unusually wide, from 15- and 36-foot catamarans up to the 70-foot MacGregor 70, but the bulk of what turns up on the used market is the trailerable, water-ballasted 22-to-26-foot line — boats built for owners who want to sail without keeping a slip, launching at a ramp and towing home afterward. That tradeoff suits buyers prioritizing flexibility and low carrying cost over blue-water capability.

It's also worth buying with eyes open about known wear points. Practical Sailor's review of the early water-ballasted 26 flagged gelcoat cracking at deck fittings, wiring that corroded within about a year, and a hull-deck joint sealed with foam weather-stripping prone to leaking, along with inherent play in the centerboard assembly. On the MacGregor 22, The Sailboat Guide pointed to keel-pivot wear and water intrusion at deck fittings as recurring owner complaints on that model's swing keel. For anyone considering the range-topping 65, an owner account collected by Attainable Adventure Cruising described a fiberglass rudder tube prone to wearing loose and steering that could bind as a result, plus an original 12-volt wiring installation described as poor, as points worth checking. In each case, the ballast or keel mechanism — the part of the design that makes a MacGregor a MacGregor — is the system most worth a close inspection.

Frequently asked questions

01Are MacGregor sailboats good boats?+
MacGregor built trailerable, water-ballasted sailboats designed for ramp launching and shallow-draft sailing rather than offshore passages, so the right answer depends on matching the design to that use case. Practical Sailor called the 26D 'a simple and sound boat' while also flagging real defects on early 26-series hulls, such as gelcoat cracking and wiring that degraded quickly — a mixed record that rewards a careful pre-purchase inspection.
02What is the MacGregor 26 known for?+
The MacGregor 26 line is known for its water ballast system, which let owners fill a tank for sailing stability and drain it before towing rather than carrying the weight of a fixed keel. It ran through several generations — the 26, 26D, 26S, 26X, and finally the 26M — and became the company's best-selling model before production ended in 2013.
03How does the MacGregor water ballast system work?+
On the MacGregor 26M, owners fill the ballast tank at the ramp when the boat is launched and empty it again before hitting the road. The tank can also be drained underway by opening a valve at the transom while motoring at roughly five knots, a process that takes about five minutes.
04What should I check on a used MacGregor before buying?+
Reviewers flag different wear points by model era: Practical Sailor found gelcoat cracking at deck fittings, corroded wiring, and a leak-prone hull-deck joint on early 26-series boats, along with play in the centerboard assembly. On the swing-keel MacGregor 22, The Sailboat Guide pointed to keel-pivot wear and water intrusion at deck fittings as common owner complaints. Because the whole design depends on it, the ballast tank, its valves, and the trailer are worth checking on any MacGregor.
05What MacGregor models will I encounter on the used market?+
MacGregor's range included small trailerable sloops such as the Venture/MacGregor 21, 22, and 25, the water-ballasted 26 family (26D, 26S, 26X, 26M), a rare 36-foot catamaran, and a run of larger 65-foot cruisers built in the 1980s. The 22-to-26-foot trailerable boats make up the bulk of what most buyers will find.