Fly | Modern Sailing

Fly

Premium Sportboat Fleet
J/88

Looking for a rewarding performance experience in a sailboat that also passes the family and friends sailing test? Meet Fly, a 29-foot J/88 Speedster and the first of our Premium Sportboat Fleet. Fast, fun, stable, and featuring a secure cockpit, inboard diesel engine, and overnighting interior, the J/88 delivers all the exhilaration of performance sailing along with some basic cruising comforts to expand your range and possible itineraries.

The J/88 is responsive to steering and trim and is easy to handle. The traditional mainsail and furling jib can be deployed in minutes, all lines lead aft to the cockpit, and the primary winches are within reach of the helm. A deck-stepped carbon fiber mast, a 6.5-foot fixed lead bulb keel, and balanced, efficient hull form optimize a smooth ride and provide exceptional stability and control, even in challenging conditions. In light breezes, the J/88's low drag and high aspect sail plan supply the efficiency and power to sail on when others will have to motor. 

Below deck, the J/88 features a simple but functional layout with cabin lighting, two full-length settee berths, a private head, and comfortable seating for four. Along with a navigation station, mini-galley, and a large cooler near the companionway, these features expand your options to include longer day sails, overnights, and weekends. For day sails, her crew comfort capacity is 6.

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  • David Dolenc, Member

    I love sailing in the San Francisco Bay and greatly appreciate everything that MSC has to offer, the classes, clinics, club sails, racing and charters. I enjoy our supportive sailing community and use every opportunity to spend time on the water. After obtaining the certifications from MSC I did my first charter in Croatia in 2022 with my family. It was amazing and we’re looking forward to returning soon!

  • Jessica Zittere, Member

    The Full Moon Sail with Skipper Bob Gutsgell was Ah-Mayzing!! The group dynamic was lovely and the views spectacular. I can't say enough good things about the experience. Thanks so much for the wonderful Club Sails, they are really great.

  • Salesforce (Ashley H.)

    Our team at Salesforce did the Corporate Regatta Team Building activity (August 2026). What a blast!! HIghly recommend for your next team activity. It's fun to be out on the water, but the skippers also did a great job of teaching us all the sailing basics. The race is set up well so that we all had a chance to try out different roles. We did it with 11 people across two boats but having more boats is also doable and would lead to even more competition.

  • John Kratochvil, Oregon

    I would like to compliment Stan Lander for his coaching, counseling and teaching Heavy Weather Offshore Sailing. Stan was very accommodating to all of the student's interests and shared his many years of insight on handling the boat in heavy seas. I would certainly recommend Stan and this course to sheltered waters sailors. My confidence in handling a boat of this size was certainly enhanced by the experience.

  • Lisa Butzer Wilde

    Thumbs up to (Club Skipper) Geoff (Love) and his wife Laura. I went on my first Club Sail on Sunday, January 18, 2026. They were terrific!

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