Schooner Sailing Schedule

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

2022 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 2022 trip before February 1, 2022 for a 5% early booking discount (10% for repeat passengers). 

*Schooner discounts do not apply to the 207 Creatives Rug Hooking Getaway. Please go to for details, pricing, incentives, and discounts.

Discounts and promotions are available for new reservations only. Only one offer can be applied to your reservation. Promotions may not be combined with any other offer, discount, or charter rate. Cancellation of trip and re-booking with a new discount or promotion is prohibited.

Sailing Charters?  If you are interested in scheduling a sailing charter please call or email.  If you don’t see a  date on the schedule that is just perfect for you, we are happy to work with you to make it happen.

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
May 22 - 26, 2022 Shakedown Cruise $819
May 27 - 31, 2022 Live Music Cruises w/ Bennett Konesni & The Gawler Family Band $919
June 1 - 4, 2022 Maine Lighthouses & Lobsters $615
June 4 - 8, 2022 Early Summer Getaway $819
June 10 - 15, 2022 Scenic Maine Photography Cruise $1025
June 10 - 15, 2022 Windjammer Rendezvous $1025
June 16 - 20, 2022 Maine Knitting Cruises w/ Mim Bird $984
June 25 - 29, 2022 Sawmill Creek Fiber Events Knitting Cruise
June 29 - July 3, 2022 Maine Lighthouses & Lobsters $979
July 3 - 9, 2022 The Great Schooner Race $1285
July 10 - 14, 2022 Kids & Family Cruise $979
July 15 - 19, 2022 Maine Lighthouses & Lobsters $979
July 20 - 24, 2022 Maine Lighthouses & Lobsters $979
July 24 - 30, 2022 Live Music Cruises w/ Geoff Kaufman $1387
July 31 - August 4, 2022 Skygazing Cruises w/ Delta Aquarids Meteor Shower $979
August 5 - 9, 2022 Maine Lighthouses & Lobsters $979
August 10 - 14, 2022 Skygazing Cruises w/ Perseids Meteor Shower $979
August 14 - 17, 2022 Maine Lighthouses & Lobsters $869
August 18 - 22, 2022 Maine Lighthouses & Lobsters $979
August 23 - 27, 2022 Rug Hooking Cruise
August 27 - 30, 2022 Summer Isn’t Over Yet $869
August 30 - September 3, 2022 Camden Windjammer Festival $979
September 4 - 10, 2022 Maine Knitting Cruises w/ Margaret Radcliffe $1272
September 11 - 17, 2022 Wooden Boat Sail-In $1212
September 18 - 22, 2022 Maine Lighthouses & Lobsters $839
September 23 - 27, 2022 Sawmill Creek Fiber Events Knitting Cruise
September 28 - October 2, 2022 Fall Foliage Cruise $839
October 3 - 7, 2022 Fall Foliage Cruise $839

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 offer discounts to returning guests who book early for their favorite cruises. 

Book Your Trip

Click here to book your Maine sailing vacation.

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.
  • We board every trip the evening of the first date listed between 5 p.m. 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 1st (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: Due to our small size, cancellations or rescheduling of dates affect us significantly. We limit the number of guests to a maximum 24 passengers each trip to keep our guests’ experience personal and customized. As a small, family-owned and operated business, this means that every booking is important to ensure an exclusive, authentic experience, and excellent service. All cancellations made 8 weeks before your arrival are eligible for a refund less a $150 per person cancellation fee*. For cancellations made on or inside 8 weeks before your boarding date any and all payments are non-refundable unless we are able to rebook the entire space. If we are able to fill the entire space, any payments will be refunded less a $150 per person cancellation fee. If your space is not completely filled, any payments are forfeited. If you need to change your trip date and do so before your final payment is made 6 weeks before sailing, any payments made can be applied to a future visit. If the date change happens on or inside of 6 weeks there is a $150 per person change fee. *In the case of natural disaster or pandemic, please understand that we are a micro-small business and we are unable to issue a refund.  (updated 5/2020)
  • Trip Cancellation Insurance Recommended: Because the Schooner J. & E. Riggin serves a limited number of guests, we strongly suggest that you purchase trip cancellation insurance. If you choose not to purchase trip insurance and an unforeseen event keeps you from being able to travel to Schooner J. & E. Riggin, we will be unable to refund your deposit and/or paid balance as set forth in our cancellation policy. We do not offer insurance directly but do recommend Allianz Travel Insurance. Their toll-free number is 1-866-884-3556  or visit Of course you may use any travel insurance company you prefer. 

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