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GRACE BAILEY seen from VICTORY CHIMES Rockland.jpg

Sail

Grace Bailey

2023 Adventures

Below is the schedule of our Maine sailing adventures for 2023, All trips depart from Rockland Maine. 

June 2023

We board between 5 & 6 p.m. the night of your trip's start date. We arrive back in Rockland before noon on the day of your trip's end date. 

Click Month or Scroll to Explore​​

** Cancellation Policy **

SEPT 2023

SUN 3rd - SAT 9th

Standard Cabin Price $1,870 pp

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6 Night Adventure

Featuring Mike and Amy Aiken

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SUN 10th - SAT 16th

Standard Cabin Price $1720 pp

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6 Night Adventure

Wooden Boat Sail-In, Featuring The Chivalrous Crickets

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SUN 17th - THU 21st

Standard Cabin Price $1410 pp

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4 Night Adventure

Hosted by Marc Evan Jackson

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FRI 22nd - MON 25th

Standard Cabin Price $1210 pp

SOLD OUT

SOLD OUT - 3 Night Adventure

Hosted by Marc Evan Jackson

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SEPTEMBER

SEP
OCT
Maine fog.jpg

Explore Secret Maine

October 2023

SUN 1st - WED 4th

Standard Cabin Price $1110 pp

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3 Night Adventure

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Fall Foliage

THU 5th - MON OCT 9th

Standard Cabin Price $1210 pp

SOLD OUT

SOLD OUT - 4 Night Adventure

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Fall foliage, featuring the musical trio, Skylark

OCT

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