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AUG 2025
SEPT 2025
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Explore Secret Maine

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October

OCT 2025

Oct 3 - 6

Prices Starting at $1,215 pp

Fall Foliage Three Night Adventure

3 Nights (Fri - Mon)

Oct 7 - 11

Prices Starting at $1,300 pp

Fall Foliage Four Night Adventure

4 Nights (Tues - Sat)

August 31 - Sept 6

Prices Starting at $1,950 pp

Music + Sailing Six Night Adventure

6 Nights (Sun - Sat)

Sept 7 - 13

Prices Starting at $1,950 pp

WoodenBoat Rendez-Vous

6 Nights (Sun -Sat)

Sept 14 - 18

Prices Starting at $1,480 pp

Four Night Adventure Hosted by Marc Evan Jackson

4 Nights (Sun - Thurs)

Sept 19 - 22

Prices Starting at $1,300 pp

Three Night Adventure Hosted by Marc Evan Jackson

3 Nights (Fri - Mon)

Sept 23 - 27

Prices Starting at $1,425 pp

Four Night Adventure

4 Nights (Tues - Sat)

Sept 28 - Oct 2

Prices Starting at $1,425 pp

Four Night Adventure

4 Night (Tues - Sat)

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August

July 31 - August 4

Prices Starting at $1,580 pp

Eggemoggin Reach Regatta

4 Nights (Thurs - Mon)

August 5 - 9

Prices Starting at $1,580 pp

Four Night Adventure

4 Nights (Tues - Sat)

August 10 - 16

Prices Starting at $2,095 pp

Six Night Adventure

6 Nights (Sun - Sat)

August 17 - 21

Prices Starting at $1,580 pp

Four Night Adventure

4 Nights (Sun - Thurs)

August 22 - 25

Prices Starting at $1,415 pp

Three Night Adventure

3 Nights (Fri - Mon)

August 26 - 30

Prices Starting at $1,580 pp

Camden Windjammer Festival Hosted by Marc Evan Jackson

4 Night (Tues - Sat)

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September

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Sail

Grace Bailey

2025 Adventures

Click Month or Scroll to Explore Trips!

June

July

August

September

October

All cruises board between 5-6 PM on the first night of the trip. We will set sail the morning after boarding night. The first meal served onboard is breakfast at 8 AM the day we set sail.

JUNE 2025
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June

JULY 2025

June 3 - 7

Prices Starting at $1,135 pp

4 Nights (Tues - Sat)

Four Night Adventure

June 8 - 13

Prices Starting at $1,440 pp

5 Nights (Sun - Fri)

Windjammer Gam hosted by Marc Evan Jackson

June 15 - 21

Prices Starting at $1,850 pp

6 Nights (Sun - Sat)

Sailing + Music Six Night Adventure

June 22 - 28

Prices Starting at $1,850 pp

6 Nights (Sun - Sat)

Western Wanderer

July

June 29 - July 5

Prices Starting at $2,095 pp

6 Nights (Sun - Sat)

The Great Schooner Race

July 6 - 10

Prices Starting at $1,580 pp

4 Nights (Sun - Thurs)

Four Night Adventure Hosted by Marc Evan Jackson

July 11 - 15

Prices Starting at $1,580 pp

4 Nights (Fri - Tues)

Four Night Adventure Hosted by Marc Evan Jackson

July 16 - 21

Prices Starting at $1,780 pp

5 Nights (Wed - Mon)

Five Night Adventure

July 22 - 26

Prices Starting at $1,580 pp

4 Nights (Tues - Sat)

Camden Classics Regatta

July 27 - 30

Prices Starting at $1,415 pp

3 Nights (Sun - Wed)

Three Night Adventure

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