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Dream Destinations

For people who love to sail, sailing boats are available to suit your requirements.

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Recent Projects

Small Boats for Sale

If you see a massive yacht for sale, it can definitely start you dreaming about

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Trudeau Catboat Epicurus

The latest Trudeau is tribute named after the beloved and esteemed figure in the community

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The Tres-fashionable Sailor

We all know sailing is in fashion. But what’s in fashion while sailing? Harper Beresford’s

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Boats Under Your Budget

If you are low in budget, you can purchase small boats with exclusive features.

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From The Blog

The Francois Jacques Release Fundraiser

A HUGE HUGE THANK YOU to all the Second Life Sailors who turned out at the Nantucket Yacht Clubhouse on Saturday, Nov 17 for the Trudeau “Francois Jacques” release fundraising event benefiting the American Red Cross. Due to your many boat purchases, amazing auction bids (wow, wow, wow BennyThe Boozehound!) and other very generous donations […]

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For Francois

Event time/date changed! Please note: Earlier versions of this page had the release event scheduled for Sunday Nov 11, 1PM SLT.  That is now incorrect.  Hurricane Sandy knocked out the power at Trudeau Classic Sailing Yachts for a week, so we’ve rescheduled the event for Saturday, Nov 17, 1PM SLT at the Nantucket Yacht Club […]

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For Sale: 1988 Ocean Alexander 46? Cockpit Motoryacht

1988 Ocean Alexander Cockpit 46′ Cockpit Motoryacht Ed Monk design Awesome liveaboard – Great Loop capable Fore and aft staterooms Galley down with dinette Enclosed flybridge with aft deck and cockpit Upper and lower helms $129,500 – best priced OA 46 on the market Docked behind seller’s private residence in North Charleston, SC and easy […]

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New York, New York … A Helluva Boat!

If there’s anything predictable about Second Life, it’s inventory loss, sim crossing horrors, lifetime commitments lasting all of a week… and another Herreshoff-designed yacht from the Trudeau Classic Sailing Yachts boatyards. Legendary yacht designer N. G. Herreshoff (Captain Nat), when he wasn’t building America’s Cup winners, designed several club boats over the years for the […]

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For Sale: 1977 Bertram 33 Flybridge Convertible

Classic 1977 Bertram 33′ Flybridge Convertible. Upper and Lower helms. Large main cabin with dinette. Genset and air conditioning. Stored on land for the last 2 years – solid boat in need of updating and commissioning. Price to sell fast – only $19,500. INTERIOR: V-berth features access to anchor locker forward, double berth with filler […]

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SOLD: 2001 Contender 27? CC

2001 Contender 27′ w/ twin Yamaha 200′s. Full electronics including Radar. New coamings pads by IndyCanvas. Double axle MagicTilt highway trailer. This boat has served his owner well, but with a new baby on board; it’s time to show someone else a good time! Bow to stern: Anchor locker with separate storage locker beneath Integral […]

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Recent Works

Plenty of people may see a sign advertising a sailboat yacht for sale and think, “I would love to have a nice boat,” but a smaller number of people have a serious passion for sailing. Sail boat yachts are beautiful and graceful, but anyone considering buying one should do plenty of research first.