Schooner Sailing Schedule

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

2020 J. & E. Riggin Sailing Dates

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

Available Promotion(s): Book your 2020 trip before February 1st for a 5% early booking discount (10% for repeat passengers).

If you are interested in scheduling a charter please call the office at 1-800-869-0604 or use the “Contact Us” form at the top right. All 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 December 1st of the previous sailing year. 

Date Trip Description Price per Person
June 3 - 5, 2020 Shakedown Cruise $732
June 7 - 10, 2020 Early Summer Getaway $795
June 12 - 14, 2020 Maine Lighthouses & Lobsters $732
June 16 - 19, 2020 Maine Knitting Cruises w/ Mim Bird $955
June 20 - 23, 2020 Maine Knitting Cruises $955
June 24 - 27, 2020 Maine Lighthouses & Lobsters $795
June 29 - July 4, 2020 Schooner Race $1245
July 6 - 9, 2020 Maine Food Cruise – Cooking with Annie $1052
July 10 - 13, 2020 Maine Lighthouses & Lobsters w/ Windjammer Parade $949
July 15 - 18, 2020 Maine Food Cruise – Cooking with Annie $1052
July 19 - 22, 2020 Maine Lighthouses & Lobsters $949
July 23 - 25, 2020 Maine Lighthouses & Lobsters $841
July 27 - August 1, 2020 Music and Storytelling with Geoff Kauffman $1345
August 3 - 8, 2020 Maine Food Cruise – Cooking with Annie $1345
August 10 - 13, 2020 Perseids Meteor Shower Cruise $949
August 15 - 18, 2020 Maine Food Cruise – Cooking with Annie $1052
August 20 - 23, 2020 Maine Lighthouses & Lobsters $949
August 27 - 29, 2020 Summer Isn’t Over Yet $841
August 31 - September 5, 2020 Maine Knitting Cruises w/ Margaret Radcliffe $1234
September 7 - 12, 2020 Wooden Boat Sail In $1175
September 14 - 17, 2020 Maine Lighthouses & Lobsters $813
September 18 - 21, 2020 Maine Food Cruise – Cooking with Annie $916
September 23 - 26, 2020 Maine Slow Sewing & Quilting Cruise w/ Rhea Butler $867
September 28 - October 1, 2020 Maine Lighthouses & Lobsters $813
October 2 - 5, 2020 Fall Color Getaway $813

Rewards & Savings for Our Loyal Passengers

You have choices when it comes to how you will spend your vacation time. We know it and appreciate that our customers choose us again… and again.

Repeaters say hi to RedOver the years, we have steadily increased the rate of our repeat business. This says—and means—a lot. First, you must enjoy the time you spend with us. Second, you must see the value in the experience we offer. Third, you’re drawn to the excitement of sailing along the coast of Maine… on a historic schooner, to boot!

The way we see it, every windjammer cruise experience is an opportunity to deepen our customer relationships and build value through relevance and real advantages to choosing us. That said, we will continue to offer our Schooner Rewards programs with discounts for early bookings.

  • Riggin Schooner Squad

Earn points to win a FREE schooner vacation. Every time you refer someone to us who books a sailing vacation, you’ll receive 100 points (you also get points for every person in their party—so a family of 5 would earn you 500 points!).  There are several other ways to earn points that you can then use for money off your trip, in our ship’s store, or for certificates to use in our area while you are in town before and/or after your windjammer cruise. Click here for a complete listing of ways to earn points and how to redeem them.

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 and 6 p.m.
  • 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 (of the current sailing season).
  • 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 a refund less a 10% handling fee based on the full price of your trip. 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.

Gift Cards!

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


“We had the time of our lives on the trip, and couldn’t imagine being with a better ship, crew, and shipmates. We enjoyed being entertained by your singing and your jokes in the evening, and just the whole relaxed pace of the week. We appreciated the great cooking and the all-around friendliness of all the crew, a direct reflection of the two of you.”

~ John & Doug P., UT