The dates on the calendar below reflect the dates the galactic core is visible. The core becomes visible again in late January or early February, after dipping below the horizon in early November. As the months progress, the core is visible for longer periods of time. The Milky Way rises in the Southeast early in the year, and by late summer, it rises in the Southwest. The calendar dates note only when the galactic core is visible, but it does not show how long it is above the horizon, as it varies throughout the year, and it is visible the longest from May through the end of July.
In May, I begin scheduling workshops as the time is best suited to photograph the Milky Way based on the phase of the Moon and the relatively reasonable hour at which the galactic core is visible above the horizon. The amount of cloud cover is critical for a successful shoot. Clouds can add interest to an image. Up to 30% to 40% total cloud cover is acceptable for a shoot. However, a higher ratio requires a reschedule.
When registering for a group workshop or private session, keep in mind that the dates may change due to the clarity of the forecasted skies. A clear forecast can suddenly change to completely cloudy, so flexibility is critical. Please plan accordingly.

Flexibility is key for Milky Way photography.
BOSTON WEATHER
Milky Way Visibility Calendar
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UTC clock courtesy of TimeNow.pk




