Webb has a fleet of 8 Club 420 which is the primary boat used for dinghy practices. One of the two common classes used for double-handed collegiate sailing, they place an emphasis on teamwork and coordination. During the fall and spring, the sailing team often holds practices on the 420’s each day where the weather permits.

Webb has several Lasers, a 14 foot singlehanded dinghy. Lasers offer high performance over a wide range of conditions, teaching finesse and patience in light wind, along with focus and resolve in heavy wind. They are sometimes used for dinghy team practices, but often taken out at others times for casual sailing. There are opportunities for collegiate Laser sailing for those who wish to sail the boats at a highly competitive level.

New to the Yacht Club, Webb has a Hobie 16 Turbo. A popular double-handed catamaran complete with jib and trapeze, the Hobie 16 is a fantastic boat for high speed but non-competitive sailing. It also provides a good platform for inexperienced crews to learn how to sail from a competent skipper.

Webb has two Boston Whalers that get used for a variety of purposes. They are often taken out for watersports, such as water skiing and tubing. They are also used for coaching dinghy practices, and for general recreation.

Peacemaker Webb’s inshore racing machine. This 37 foot high performance boat was relaunched in 2018 after an extensive refit by the Webb coaches and Webb students. With features like a custom spinnaker douse system designed by our coaches, Peacemaker is fully optimized for buoy racing. The refit was documented by a Webb student in a winter work blog Ben’s Blog.

Desperado is Webb’s custom offshore racer. Desperado began life as J120 but has seen received a massive overhaul by the Webb coaches. The shape of the bow and stern was modified for better downwind performance. A bulb keel and an extra deep rudder were installed. The J120 mast was replaced with a Farr 40 rig and a custom bow spirit was fitted. Work on Desperado never stops, with new features being added every season to get the most performance out of the boat. With a massive sail inventory, Desperado is weapon in long distance races. She is sailed in distances races in The Sound and surrounding ocean, along with the biennial Newport to Bermuda Race.

The Figaro 2 is one of the most popular shorthanded classes in the world. Many of the best offshore sailors in the world got their start on the Figaro 2. Webb sails them through the newly formed Collegiate Offshore Sailing Circuit, a program that gives college sailors valuable offshore experience in the one design class. COSC is bringing a revolutionary change to collegiate keelboat sailing, of which Webb is at the forefront. Webb has two Figaro 2s which allows us to gain a competitive edge practicing against each other. The 33 foot boats are designed with offshore reliability and safety in mind, providing an ideal learning platform for those who wish to get into competitive keelboat sailing.

Defender is a newly built classic 8 Meter, complete with classic style rigging and sails. Raced in Oyster Bay’s classics series against other wooden boats, she provides an opportunity for those who want to spend time on the water in a less competitive racing environment.