Heart of San Francisco Celebration - Labor Day Flotilla and Skywriting Spectacle | Modern Sailing

Heart of San Francisco Celebration - Labor Day Flotilla and Skywriting Spectacle

Modern Sailing members and students with reservations to sail this Labor Day will be treated to a unique spectacle out on the water - the Heart of San Francisco Celebration! Members with a bareboat charter reservation on Labor Day also have the unique opportunity to join the flotilla.

The Heart of San Francisco is a COVID-19-safe community celebration, flotilla, and skywriting spectacle produced by Antenna Theater. Learn More

Do you have a bareboat charter reservation on Labor Day and an interest in joining this historic flotilla?  Let us know your theme and we'll connect you to the event organizers for registration. (To join in the fun, plan to decorate your charter boat and/or attire your crew in any theme of your choosing.)

Charterers are also welcome to simply sail safely in the vicinity of the flotilla and enjoy the unforgettable spectacle. Haven't reserved your boat yet? To make your charter reservation, call our office at (415) 331-8250 or email us.

Event Highlights

Vessels of all kinds will sail and motor the Bay to watch a skywriting plane draw four hearts over the Bay Area. The flotilla will be proudly headed by the tall ship, Matthew Turner. Each Heart will be a mile high and visible from yards, decks, buildings, marinas, and shorelines.* The first Heart will be drawn over the Golden Gate Bridge, then the plane will fly to Angel Island, Treasure Island and mid-Market Street.

*If you leave your property, remember to wear a mask and practice safe social distancing.

Event Schedule

2:00 PM on Labor Day, vessels will begin to gather near the Golden Gate Bridge.

2:30 PM A livestream audio and video show available via YouTube will begin. Live commentary broadcast from near the GGB will present both pre-recorded and live views of this day around the Bay. Music and performance pieces are included.

3:00 PM The sky plane will begin drawing the Heart of San Francisco above the Golden Gate, followed by subsequent hearts.

4:30 PM The fourth heart is drawn above mid-Market Street to assure that folks in the Mission, Castro and surrounding neighborhoods may join in the fun. Live stream ends.

Watch Antenna Theater's promotional video.

Watch the LiveStream beginning at 2:30 PM on Monday, September 7.

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  • Trudy Flores

    Captain Jeff Cathers is really cool. I had such a great time on the Farallones Day Trip. It was actually my very best day of 2020. Thank you so much for coordinating the trip.

  • John Kipping

    The meeting room was quite adequate and the location most convenient, but the course outline and instruction were outstanding. Modern Sailing is fortunate to have such a well organized instructor in Mr. Stan Lander who teaches very well from a rich professional background. Mr. Lander was generous with his time and patiently in helping students who needed more attention or time in understanding various aspects of the curriculum.

  • Rolf Zingg

    Since many, many years, I had the dream to sail underneath the Golden Gate bridge. On October 14th last year, my dream became true. Thanks to our dear friend Aaron Fritz who made it possible and organized this cruise for us. With this adventure I was able to achieve one more milestone on my sailing career.

    Finally on the water, it was great! Full moon made the flows even stronger and it was like sailing in a washing machine.

    I did my sailing education in the English Channel, where the situation with the wind and flows is comparable to the San Francisco Bay. So I felt pretty much "at home" being on the helm in the Bay.

    I hope our skipper Stan Lander enjoyed this day cruise too. We, definitely did! It was an unforgettable experience for all of us.

    A very big thank you to all of you who made it possible, that my dream became reality! Also thank you for the MSC flag I got at the end of the day. It found it's place in my study, where I can see it daily.

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Modern Sailing School & Club

2310 Marinship Way, Sausalito, CA 94965

415-331-8250 / 800-995-1668

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