Our Fleet

Windward’s Dream - Hunter 326

The Hunter 326 is an American recreational keelboat that was designed by Glenn Henderson for cruising and first built in 2001. With an overall length just short of 32 feet, it is constructed predominantly of fiberglass with a fractional sloop B&R rig, an internally mounted spade-type rudder controlled by a wheel and a fixed fin keel.

The boat is fitted with a Yanmar 2GMF diesel engine of 18 hp and has a designed hull speed of 7.13 knots. Factory standard equipment included a roller furling 110% genoa and in-mast furling mainsail.

What do we love about this boat? The patented B & R rig, which dispenses with a backstay, means the cockpit is uncluttered and feels more spacious than her 32′ LOA suggests. Traditionalist might sneer at in-mast mainsail furling but the ease of deploying and reefing the mainsail is a blessing on long charter days!

Windward's Dream

Windward’s Child- Hunter 340

Windward’s Child is the workhorse in our fleet. Conceptualized by a Hunter design team, the model has been in operation since 1997. The boat has a fractional sloop B&R rig, and a fixed fin keel drawing 4.5 feet. Her Yanmar 3GM30F marine diesel engine develops 27HP. 

What do we love about this boat?  Although she has a theoretical hull speed of 7.16 knots, we frequently reach and exceed this number in favorable conditions; thanks to her powerful sail plan with a total area of about 600 sq ft. Fun to sail and dependable – what is not to love?

Windwards Child

Windward’s Cat – Maxim La Digue 370

Designed by the prolific Simonis/Voogd design team, this boat was built and marketed by Voyage Yachts & Maxim Yachts in Durban, South Africa, and has all the essentials for extended cruising or having a fun day out. Her 37’ length overall and 20’ beam allows larger groups stretch out and enjoy the scenery from one of many vantage points forward or aft. Powered by twin 18hp Yanmar engines and drawing only a whisker over 3 feet, she is supremely maneuverable and ideal for exploring the Cumberland sound and getting up close to watch the wild horses. 

Windward’s Cat has three double cabins, heads, and a spacious galley, making her suitable for our bareboat and catamaran cruising classes. If that is not your thing,  this boat was built for celebrating special occasions on the water with family and friends.

What we love about this boat: In one word, flexibility! With her twin engines set far apart you can turn this boat on a dime. The amount of deck space available allows passengers the flexibility of soaking up the sun and seeing attractions from the deck and nets up front or opting for some shade under the bimini in a spacious cockpit.