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Gloucester Schooner Race – 3-Day Weekend Cruise

Come aboard for the full 3-day round-trip excursion from Boston!

Quick Details

Shared Single Starting at:
Private Single Starting at:
Private Double Starting at:

Three-Day Cruise for the Gloucester Schooner Race!

Labor Day Gloucester Race from Boston

Set sail on the Liberty Clipper for the Gloucester Schooner Race! Each Labor Day weekend, dozens of schooners sail off Cape Ann, Massachusetts, during this annual gathering of tall ships.

This weekend of special sailing events is an annual favorite and space is limited, so book today! We won’t be in Boston this weekend — we’ll be sailing offshore and racing in Gloucester, MA! Join us for the fun and true offshore sailing experience…

Booking Options

  • Shared Single (Single bunk in a double-occupancy cabin; you may be paired with another solo traveler of the same gender)
  • Private Single (For solo guests wishing to reserve their own room)
  • Private Double (For two guests sharing a room together)


  • Three days, two nights