If you love the idea of a pocket daysailer that looks timeless yet sails like a thoroughbred, the 2011 Alerion Express 33 Gallup should be on your radar. Currently listed for $195,000 in Chebeague Island, Maine, our editors see her as a standout in the brokerage market, an ideal choice for anyone craving performance, comfort, and classic aesthetics.
The Alerion Express 33 blends a modern, sporty hull with the traditional beauty of a Herreshoff-inspired topsides design. Step aboard Gallup and you’ll immediately notice the spacious cockpit, complete with high backrests, pedestal steering, and twin electric winches that put all sail handling within easy reach of the helm. A powerful sail plan with a self-tacking jib keeps things simple for shorthanded sailing, while the responsive helm and stable underbody ensure an engaging, confidence-inspiring ride.
In 2019, Gallup underwent a significant suite of upgrades totaling over $110,000. Highlights include a new in-boom furling system (a rare and highly desirable feature), new mainsail, hull paint, dodger portlights, and electronics. Since then, she’s seen only light summer use and has been stored inside with heat protection each winter.
Below deck, the Alerion 33 surprises with thoughtful, efficient accommodations. A forward V-berth provides private quarters, while the main cabin offers twin settees and generous shelving. The galley includes an Origo alcohol stove, top-loading Isotherm fridge, stainless steel sink, and plenty of storage. The head compartment is well-appointed with a Raritan marine toilet and deck hatch for ventilation. The teak and holly cabin sole, solid teak doors, and formica bulkheads maintain that signature Alerion balance of classic style and functional elegance.
Construction-wise, the Alerion 33 is a high-quality composite design. The SCRIMP-infused fiberglass hull features end-grain balsa core and vinylester resin reinforcement, with stainless steel through-bolted chainplates, a fin keel with lead bulb, and a carbon double-spreader Hall Spars mast. Decks and cockpit boast varnished teak trim, full-length cockpit seats, and a removable cockpit table, ideal for daysailing and short cruising in style and comfort.
Powered by a 20-hp Yanmar diesel engine with saildrive, Gallup cruises at an easy 8 knots under sail, with a range of 115 miles under power. The boat comes fully equipped with a Fortress anchor, life jackets, winch handles, fenders, and more. Yes please!
Specifications:
- LOA: 33’ | Beam: 9’3” | Draft: 5’0”
- Engine: Yanmar 3YM20C, 20 hp diesel
- Fuel: 18 gallons | Fresh Water: 11 gallons
- Cabins: 1 | Heads: 1
- Price: $195,000 | Location: Chebeague Island, ME
With its combination of classic aesthetics, modern sailing performance, and high-end upgrades, Gallup is a rare find in the brokerage market, a boat that delivers both style and substance in equal measure. For sailors seeking a daysailer-cruiser that turns heads at the dock and delights under sail, the 2011 Alerion 33 is a solid choice currently offered for sale with Wellington Yacht Partners.
