Second Wind classic yacht under sail, towing a dinghy

More Time On The Water

Schedule a Tour Season Calendar Our Fleet

Welcome Aboard

The Second Wind Sail Club was created for people who love the timeless beauty of classic yachts and the freedom of being on the water — without the responsibility of boat ownership.

We take care of the maintenance, insurance, dockage, storage, and seasonal preparation so you can simply arrive and enjoy your time on the water.

Here on the water in Connecticut, whether you're an experienced sailor looking for dependable access to a beautiful yacht, or someone eager to begin your sailing journey with hands-on lessons from Captain Rob, you'll find a welcoming community and more time doing what you love.

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Find Your Fit

Tell us about your sailing experience and what you're hoping for — we'll suggest the best way to get on the water with us.

One requirement for every boater

Every boater must hold a boating certificate issued by the State of Connecticut — Skippers and potential First Mates alike. You earn it by completing an approved eight-hour course with a proctored exam. A live online class with an instructor counts; a self-paced online course does not. Upcoming classes are listed on the State of Connecticut's boating classes page, and we're happy to help you find one.

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Our Fleet

A small fleet of classic boats, each with her own character — maintained, insured, and ready to sail.

Endeavour

35 ft

Our flagship — a classic 35-foot Endeavour with room to spare and graceful lines under sail.

Boat specifications

Published model reference figures, not a survey of our boat. Onboard equipment and capacities may differ.

Length overall: 35.42 ft
Beam: 12.17 ft
Displacement: 13,250 lb
Water / fuel: 76 / 33 US gal
Original engine: Perkins diesel, 27 HP
Berths / galley: Layout to be confirmed on our boat

Source: Sailboatdata ↗

Nunsuch

30 ft

A lively 30-foot Nunsuch, responsive at the helm and a joy to sail.

Boat specifications

Published model reference figures, not a survey of our boat. Onboard equipment and capacities may differ.

Length overall: 30.33 ft
Beam: 11.92 ft
Displacement: 10,500 lb
Water / fuel: 86 / 30 US gal
Original engine: Westerbeke diesel, 27 HP
Berths / galley: Layout to be confirmed on our boat

Source: Sailboatdata ↗

Cape Dory

28 ft

A 28-foot full-keeled Cape Dory — sturdy, seaworthy, and built for confident passage-making.

Boat specifications

Published model reference figures, not a survey of our boat. Onboard equipment and capacities may differ.

Length overall: 28.10 ft
Beam: 8.87 ft
Displacement: 9,000 lb
Water / fuel: 60 / 13 US gal
Original engine: Volvo MD7A diesel, 13 HP; alternatives fitted
Berths / galley: Layout to be confirmed on our boat

Source: Sailboatdata ↗

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A Different Kind of Sailing Club

We Handle the Details
Insurance, dockage, maintenance, storage, and seasonal preparation are all included.
Twenty-Week Season
From mid-May to mid-October.
Fair & Predictable Schedule
A rotating schedule provides a balanced mix of weekdays and weekends for every member.
Simply Arrive. Step Aboard. Enjoy.

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Membership Details

Reserve Next Season & Save 15%

Reserve your membership for next season and take 15% off when it's paid in full by December 31 — that's $3,400 for a Skipper Membership (regularly $4,000) and $1,275 for a First Mate Membership (regularly $1,500).

Reserve Your Membership

Skipper Membership

Private Access. Complete Freedom

$4,000 Seasonal Membership