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2026 Sailing Schedule
Prices based on double occupancy

Trip
Board
Return
Length
Fare
Book Here
Lobsters, Sailing & Music
June 2
June 5
3-night
$1,100
Schooner Gam-Fleet Gathering
June 6
June 10
4-night
$1,300
Lobster, Sailing & Music
June 11
June 14
3-night
$1,100
Lighthouses, Sailing & Shore Trips
June 15
June 20
5-night
$1,500
Boothbay Windjammer Days Festival
June 21
June 27
6-night
$1,700
July 4th Race & Fleet Gathering
June 28
July 4
6-night
$1,700
Lobsters, Sailing & Music
July 5
July 8
3-night
$1,100
Lobsters, Sailing & Music
July 8
July 11
3-night
$1,100
Explore the Maine Coast
July 12
July 18
6-night
$1,700
Explore the Maine Coast
July 19
July 25
6-night
$1,700
Lobsters, Sailing & Music
July 26
July 30
4-night
$1,300
Perseid Meteor Showers
August 1
August 5
4-night
$1,445
Perseid Meteor Showers
August 6
August 9
3-night
$1,245
Lobsters, Sailing & Music
August 10
August 14
4-night
$1,300
Explore Maine Coast + Murder Mystery Cruise
August 15
August 19
4-night
$1,300
Lobsters, Sailing & Music
August 20
August 24
4-night
$1,300
Explore the Maine Coast (Full Moon)
August 25
August 30
5-night
$1,500
Camden Windjammer Festival-Fleet Gathering
August 31
September 5
5-night
$1,500
Explore the Maine Coast
September 6
September 11
5-night
$1,500
Wooden Boat Rendezvous-vous Fleet Gathering
September 12
September 18
6-night
$1,700
Explore the Maine Coast
September 19
September 24
5-night
$1,500
Fall Foliage Cruise
September 26
September 30
4-night
$1,300
Fall Foliage Cruise
October 1st
October 5
4-night
$1,300

Schooner Heritage Cancellation Policy

Updated 2026 and moving forward.

 

A deposit of 35% per person is required at the time of booking.  The balance is due 6 weeks before boarding and is non-refundable.

 

Should you need to cancel your trip:

 

  • Until 12 weeks before the trip date, payments less $100 per person cancellation fee will be refunded.

  • With less than 12 weeks before the trip date, deposits are non-refundable.

  • With less than 6 weeks the entire trip fare is non-refundable.

 

Should you need to reschedule your trip:

 

  • Until 12 weeks before the trip date, a $50 per person rescheduling fee plus any cost difference will be applied.

  • With less than 12 weeks before your trip, a $100 per person rescheduling fee plus any cost difference of the new trip will be applied.

  • With less than 6 weeks before the trip date a $100 per person rescheduling fee plus any cost difference of the new trip will be applied.  No refund will be given for a lesser trip value.

*All online booking fees are non-refundable as our online booking software is through a third party.

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**Online booking fees are non-refundable.

P.O. Box 482

Rockland, ME 04841

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Tel: 800-648-4544

       207-594-8007

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E-mail: Info@schoonerheritage.com

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Maine Windjammer Association

Proud member of the

Maine Windjammer Association

© 2020 by Schooner Heritage.

Special thanks to Dick Loehr, David Bellows, Dave Emch, 

Ken Martin, and everyone else for their beautiful photography.

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