Cutter W/Bowsprit Endeavour 37 Sailboat Review, Specs, and Listings

Endeavour/Creekmore·1977·Endeavour Yacht Corp.
Approximate drawing

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Hull Type
Monohull · fin
Rig
Cutter
LOA
37' · 11.28 m
Disp.
20,000 lbs · 9,072 kg
First year
1977

The rise of the Endeavour Yacht Corporation in Largo, Florida, during the mid1970s represents a defining era in American production boatbuilding. Founded by John Brooks and Rob Valdes—industry veterans who brought valuable experience from Gulfstar Yachts—the company set out to build spacious, structurally robust, and highly affordable cruising sailboats. Recognizing a massive demand for shoaldraft vessels capable of safely negotiating the shallow waters of the Florida Keys and the Bahamas, they introduced the Endeavour 37 in 1977. The origin of the hull design is one of the industry's most famous stories of pragmatism: the founders located an abandoned 34foot Ray Creekmore design along the Miami River, which their inhouse designer, Dennis Robbins, literally cut in half, splicing three feet into the middle to create the 37foot hull mold. While many of the 476 hulls built during its run until 1983 were delivered as sloops or ketches, the "Cutter with Bowsprit" emerged as a highly soughtafter configuration. Equipped with a taller mast and an anchorplatform bowsprit that moved the forestay forward, this variation aimed to solve the lightwind performance limitations of the original design while offering the classic, seaworthy profile of a traditional offshore voyager.

Measurements

Dimensions 01

Length Overall
37 ft
Length on deck
Waterline Length
30 ft
Beam
11.58 ft
Draft
4.5 ft
Maximum Headroom
Air Draft

Construction & hull 02

Construction
Fiberglass
Hull Type
Monohull
Keel Type
Fin
Rudder
1× Skeg-Hung
Ballast
8,000 lbs (Lead)
Displacement
20,000 lbs
Water Capacity
Fuel Capacity

Rig & sails 03

Rigging Type
Cutter
Mainsail luff
36 ft
Mainsail foot
14 ft
Foretriangle height
43 ft
Foretriangle base
18 ft
Forestay Length (estimated)
46.62 ft
Sail Area
639 sqft

Calculations 04

Sail Area to Displacement Ratio
13.87
Ballast to Displacement Ratio
40
Displacement to Length Ratio
330.69
Comfort Ratio
36.89
Capsize Screening Ratio
1.71
Hull Speed
7.34 kn

Design Brief & Intent

The Endeavour 37 was conceived from the outset as a dedicated cruising platform. Unlike the narrow, deep-draft racer-cruisers dominating the market under the influence of the International Offshore Rule (IOR) during the late 1970s, the Endeavour 37 prioritized interior volume, ease of handling, and a shoal draft. Drawing only four and a half feet, the boat was engineered to glide over sandbars where deeper keel competitors would ground.

This design brief directly targeted buyers looking at contemporary models like the Morgan Out Island 41 or the Gulfstar 37. It carve out its market niche by offering a hand-laid, solid fiberglass hull that traded raw sailing speed for unmatched accommodations and structural confidence. The interior design speaks directly to this liveaboard mission. Adorned with extensive teak joinery, parquet cabin soles, and overhead tongue-and-groove liners, the cabin of the Endeavour 37 feels remarkably traditional and high-quality for a production boat of its price point. The beam of eleven feet, seven inches, combined with a relatively high freeboard, yields an interior volume that comfortably rivals many forty-foot cruisers of the same vintage.

Variations & Configurations

While the baseline hull of the Endeavour 37 remained identical throughout its production, the builder offered a variety of rigs and interior accommodations. The Cutter with Bowsprit configuration represents the peak of the model's cruising development. By incorporating a three-foot bowsprit and a staysail on a removable or fixed inner forestay, the cutter rig provides a versatile sail plan. This configuration was almost always paired with the "Tall Rig" option, which raised the mast to roughly fifty feet, introducing a much-needed increase in overall sail area to compensate for the boat's heavy-displacement hull.

Below deck, the factory produced three distinct layouts, designated as Plans A, B, and C. Plan A was the first to enter production and was a highly unconventional arrangement. It featured a massive forward dinette positioned where a traditional V-berth would be, leaving the center of the boat open for a large galley and salon, with two double quarter berths tucked into the aft quarters. While popular with coastal entertainers, long-term cruisers demanded a more traditional layout, prompting the release of Plan B. This layout incorporated a classic V-berth forward, a midships head, a portside settee and starboard pilot berth, a U-shaped aft galley, and a private portside aft quarter cabin. Plan C was a rare variation of Plan B that removed the dedicated navigation station to afford even greater privacy in the starboard aft quarter berth.

Sailing Performance & Handling

Evaluating the Endeavour 37 Cutter with Bowsprit through its technical parameters reveals a boat optimized for comfort and stability rather than speed. With a displacement of 20,000 pounds and a waterline length of thirty feet, its displacement-to-length ratio stands at a heavy 330.69. This indicates a highly traditional, heavy-displacement hull that requires a solid breeze to get moving. Under sail, it behaves as a classic "momentum boat"—it is slow to accelerate in light air but carries its speed remarkably well through a heavy chop, refusing to be easily stopped by head seas.

The boat’s sail area-to-displacement ratio of 13.87 confirms its undercanvased nature in light air. However, the cutter rig with the bowsprit allows the crew to fly a large genoa forward on the sprits, bringing the center of effort forward and alleviating the notorious weather helm that plagued the standard sloop rigs.

With a ballast-to-displacement ratio of 40.0% achieved via 8,000 pounds of internal lead ballast, the boat is exceptionally stiff and stands up well to its canvas in a blow. This structural stability is reflected in its capsize screening ratio of 1.71, which comfortably satisfies the safety threshold of 2.0 for serious offshore passages. Its motion comfort ratio of 36.89 translates to an easy, predictable motion in a seaway. Rather than the quick, jerky motion of lighter, modern fin-keel designs, the Endeavour 37 pitches and rolls with a slow, sea-kindly cadence that dramatically reduces crew fatigue on multi-day passages. The long, shoal keel and skeg-hung rudder provide excellent tracking, allowing the boat to hold its course with minimal helm correction, though its turning radius in tight quarters under power can be challenging.

Market Snapshot & Economics

On the brokerage market, the Endeavour 37 sits in a highly accessible class of classic cruising boats, offering an impressive amount of waterline length and interior volume per dollar. It is widely considered an exceptional value for liveaboards, budget-conscious coastal cruisers, and those seeking a proven platform to sail the Caribbean. Because Endeavour Yacht Corporation built nearly five hundred of these hulls, they are relatively common along the East Coast, Florida, and the Gulf Coast.

However, buyers must approach the purchase of any classic vessel of this era with clear financial realism. While the entry price is highly attractive, the economics of a refit can quickly outpace the purchase price. Buyers must carefully inspect the condition of the sails, standing rigging, and the propulsion system. A high percentage of these vessels still house their original Perkins 4-108 or Westerbeke diesel engines. While these are reliable, long-lasting powerplants, they may be approaching the end of their operational lifespan, and a complete engine repower represents a significant capital investment.

Known Issues & Triage

Prospective owners of an Endeavour 37 must prioritize several model-specific technical issues during their pre-purchase survey and maintenance routines.

  • Bilge-Mounted Aluminum Fuel Tank: The original 55-gallon aluminum fuel tank is a primary failure point. It is positioned deep in the keel bilge and was often encapsulated in expanding polyurethane foam by the factory. Bilge water inevitably seeps into this foam, trapping moisture against the aluminum and causing severe crevice corrosion and pitting. Triage requires draining the tank and replacing it. Because of the tight clearances, extracting the old tank often requires cutting it into pieces with a reciprocating saw. Replacement usually involves installing a slightly smaller custom-fabricated aluminum tank or transitioning to durable flexible fuel bladders.
  • Deck Coring and Rot: While later hull numbers transitioned to balsa, earlier Endeavour 37 models utilized four-to-six-inch square blocks of plywood for deck coring. When deck hardware, stanchion bases, or the aluminum toe rails leak—a common occurrence on boats of this age—water migrates into the core. Rotting plywood blocks lead to localized soft spots. Triage requires a thorough moisture-meter survey; repairing soft decks involves drilling, drying, injecting epoxy, or in severe cases, cutting away the top fiberglass skin to replace the rotted wood.
  • Outboard Chainplates and Hull-to-Deck Joint: The Endeavour 37 utilizes outboard chainplates. While this configuration provides a very wide, structurally secure base for mast support, the bolts penetrate through the hull-to-deck joint. Over time, structural loading on the rig can compromise the sealant, leading to persistent leaks. Because the nuts and backing plates are often hidden behind interior wood cabinetry, these leaks can go unnoticed for years, slowly rotting bulkhead wood and threatening rig security. Rebedding the chainplates and sealing the deck joint with high-grade marine polyurethanes is a mandatory maintenance task.
  • Rudder Delamination: The foam-cored, skeg-hung rudders are highly susceptible to water intrusion. When moisture enters through the top seal or around the internal steel frame, the foam can rot or delaminate from the fiberglass skin. A ringing tap-test with a phenolic hammer can identify hollow, waterlogged sections. Standard repair requires drilling drain holes to dry the core, injecting epoxy, or rebuilding the skin with fiberglass biaxial mat.

Modernization & Upgrades

Many veteran owners have successfully modernized the Endeavour 37, transforming it into a self-sufficient offshore or off-grid liveaboard cruiser.

  • Repowering: Given the age of the original Perkins 4-108 engines, many owners elect to repower. Upgrading to a modern, lightweight diesel engine such as a Yanmar or Beta Marine drastically improves fuel efficiency, reduces vibration, and eliminates the typical oil-leaking habits of older British diesels.
  • Electrical and LiFePO4 Systems: The original factory DC wiring on the Endeavour 37 was simple and often unrefined by modern standards. A common upgrade is to strip out the old glass fuse panels and install modern breaker panels, high-output alternators, and lithium iron phosphate (LiFePO4) battery banks. The massive storage lockers of the Plan B layout provide the perfect, dry space for housing large battery banks and heavy-duty marine inverters.
  • Renewable Energy Arrays: The wide cockpit of the Endeavour 37 is highly suitable for the installation of a custom stainless steel stern arch. This structure easily accommodates several hundred watts of solar panels and a wind generator, allowing the boat to run modern refrigeration, watermakers, and navigation electronics indefinitely without relying on fossil-fuel generators.

The Verdict

The Endeavour 37 Cutter with Bowsprit stands as a testament to the heavy-displacement, shoal-draft cruising philosophy of its era. It is a stoutly built, honest cruising boat designed to carry its crew in comfort and safety through coastal and offshore waters alike. While its sluggish light-air performance and heavy displacement make it a poor choice for the racing circuit, its immense interior volume, stiff sailing characteristics, and shallow draft make it an exceptional liveaboard and island-hopping platform. For the buyer willing to invest in modernizing its systems and managing its known aged-related maintenance issues, it remains one of the most practical and cost-effective ways to realize long-distance cruising dreams.

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