Schooner Sailing Schedule

Schooner J&E Riggin sailing out into Penobscot Bay by Rocky Coast Photography

2019 J. & E. Riggin Sailing Dates

PLEASE NOTE: Links to trip particulars will show information that reflect the 2018 sailing season. Once the 2018 season ends the 2019 schedule will be updated with proper dates, instructors, and details.

Available Promotion(s): Book your 2019 trip before February 1st, 2018 for a 5% early booking discount (10% for repeat passengers).

If you are interested in scheduling a charter for 2019 please call the office at 1-800-869-0604 or use the “Contact Us” form at the top right. All 2018 dates are open and available for charter until someone books passage. Call early to get your preferred date.


Please keep in mind that dates and prices are subject to change anytime before November 1st of the previous sailing year. 

DateLengthTrip DescriptionPrice per Person
May 24th - 27th4 dayMusic & Dance Cruise with Edith & Bennett and The Gawler Family$872
May 30th - June 1st3 dayShakedown Cruise$711
June 2nd - 5th4 dayEarly Summer Getaway$772
June 7th - 10th4 dayMaine Lighthouses & Lobsters $772
June 12th - 15th4 dayMaine Knitting Cruise w/ Mim Bird$927
June 16th - 19th4 dayMaine Knitting Cruise w/Bill Huntington
June 21st - 24th4 daySummer Solstice Getaway$772
Jun 26th - 29th4 daySawmill Creek Fiber Events Knitting Cruise$---
July 1st - 6th6 daySchooner Race$1209
July 8th - 11th 4 dayMaine Food Cruise - Cooking With Annie$1022
July 12th - 15th 4 dayMaine Lighthouses & Lobsters/Windjammer Parade $922
July 17th - 20th4 dayMaine Food Cruise - Cooking With Annie$1022
July 22nd - 27th6 dayMusic/Storytelling w/Geoff Kauffman$1309
July 29th - Aug 4th7 dayMaine Food Cruise - Cooking With Annie$1500
August 6th - 8th3 dayMaine Lighthouses & Lobsters$816
Aug 9th - 12th4 dayCaptains Choice Cruise$922
Aug 14th - 17th4 dayMaine Lighthouses & Lobsters$922
Aug 18th- 20th3 dayMaine Food Cruise - Cooking With Annie$916
Aug 21st - 24th4 dayRug Hooking Getaway (boards 8/20)$---
Aug 28th - 31st4 dayCamden Windjammer Festival$922
Sept 2nd - 7th6 dayMaine Knitting Cruise w/Margaret Radcliffe$1198
Sept 9th - 14th6 dayWooden Boat Sail-in (fleet raft up)$1141
Sept 16th- 19th4 daySawmill Creek Fiber Events Knitting Cruise$---
Sept 20th - 23rd4 dayMaine Lighthouses & Lobsters/Autumn Equinox$790
Sept 25th - 28th4 dayMaine Quilting/Slow Sewing Cruise$842
Sept 30th - Oct 3rd4 dayFall Color Cruise$790


Book Your Trip

Click here to book your Maine sailing vacation.

Welcome Aboard Photo by Rocky Coast Photography

Things to Note:

  • While we feel every sailing cruise is special, we do offer some windjammer trips with events or with a special focus. You can find descriptions under the “Schedule” menu.
  • Keep in mind we board every trip the evening before the date listed between 5-6p.
  • To check availability or reserve your cabin please email us or give us a call at 1-800-869-0604.
  • There is a 5% discount if reserved BEFORE February 1.
  • A deposit of $350 reserves a berth on any cruise, the balance is due 6 weeks before your sailing date.
  • Cancellation Policy: You may cancel up to 6 weeks before your sailing date and receive your deposit back less a 10% handling charge. If you should cancel after the six-week mark or your final payment has been made, we will issue you a refund less a 10% handling charge only if we are able to rebook the berths we were holding for you. We highly recommend passengers purchase trip insurance, especially if you have a family or job situation, which may necessitate a last minute cancellation.

We look forward to being a part of your Maine windjammer cruise.

Heard on the Docks…

“We want to thank you for all you did to make sailing on the J&E Riggin such a memorable experience. I had looked forward to it so much for so long that I was afraid that the actual experience could not live up to the anticipation. It did!”

~ Harry & Karel S., MO