Maine Windjammers offer cruises which cater to a variety of interests. Some offer knitting, painting, or photography workshops to inspire your inner artist. And there are cruises which participate in a day of racing or extra opportunities to see lighthouses up close. There are culinary cruises and music cruises, too! Think of these themed cruises as Windjamming “with a twist”!
Photography cruises
Here’s a chance to hone your photography skills – be it on a state of the art camera or your cell phone! Learn from one of Maine’s best photographers!
| June 7th-11th Schooner Heritage | Windjammer Gam with Fred LeBlanc | $1,170 p.p |
| June 15th-21st Windjammer Angelique | Nature and Photography with Alison Langley | starting at $1,549 |
| June 19th-23rd Schooner J. & E. RIggin | Scenic Maine Photography with Nick Parson | $1,190 p.p |
| June 22nd-28th Schooner Mary Day | Natural History and photography with Jim Dugan | $1,471 p.p |
| Sept 7th-13th Schooner American Eagle | WoodenBoat Rendezvous (Sail-in) with Sean & Tracy Sheppard | $1,578 p.p |
Music cruises
Music has long been a tradition at sea. From work shanties to ballads to boisterous sing-alongs, sailors have filled the salt air with melodies capturing life at sea. Our Windjammer captains and crew are a pretty musically-talented lot as well. Don’t be surprised if the crew breaks out instruments in the evening. (You’re welcome to bring your own, too!) Additionally, some of our boats offer specialty music cruises which feature guest musicians or a visit to a local music festival. Here’s a rundown of our 2025 music cruise offerings.
| May 23rd-May 27th Schooner J. & E. Riggin | Music & Dance w/the Gawler Family Band | $1,225 p.p. |
| June 6th-11th Schooner Stephen Taber | Windjammer Gam and music with the Charlie Nobles | $1,318 p.p |
| June 6th-11th Schooner Ladona | Windjammer Gam and music with the Charlie Nobles | $1,978 p.p |
| June 9th-14th Schooner American Eagle | Windjammer Gam w/ Reese Fulmer & Carriage House band | $1,311 p.p |
| June 15th-21st Schooner Grace Bailey | Sailing & Music with Timm Grimm and Friends | $2,050 p.p |
| June 17th-June 21st Schooner Stephen Taber | Music with Jenn Schott | $1,218 p.p |
| July 6th-10th Schooner American Eagle | Music with Darlin’ Corey | $1,396 p.p |
| July 27th – Aug 2nd Schooner J. & E. Riggin | Music & Storytelling with Geoff Kauffman | $1,580 p.p. |
| Aug 3rd – 9th Lewis R. French | Swan’s Island Music Festival | $1,540 p.p |
| Aug 10th-16th Schooner Grace Bailey | Music with Dennis Warner | $2,095 p.p |
| Sept 1st-5th Schooner Stephen Taber | Music with Chicky Stoltz & Ragged Co. | $1,328 p.p |
| Oct 2nd – 5th Schooner American Eagle | Music with Reese Fulmer – an encore! | $998 p.p |
Lighthouse cruises
Maine’s waters are home to over 60 lighthouses! You’ll see lighthouses no matter which trip you choose. However, on some trips extra effort will be made to sail close-up to these magnificent structures.
| June 26th – 29th Schooner Lewis R. French | Lighthouse cruise | $995 p.p |
| Sept 22nd – 26th Schooner Lewis R. French | Lighthouses cruise | $1055 p.p |
| July 16th – 20th Windjammer Angelique | Lighthouse cruise | $1,350 p.p |
| July 27th – Aug 2nd Schooner Mary Day | Lighthouse cruise | $1,471 p.p |
Racing cruises
Windjammer cruises offer a peaceful retreat from everyday life, but a day of schooner racing brings an exhilarating twist to the adventure!
| Week ending July 5th All vessels | Great Schooner Race! | |
| July 21st – 26th Windjammer Angelique | Camden Classics Regatta | $1,525 p.p |
| July 22nd-26th Schooner Grace Bailey | Camden Classics Regatta | $1,580 p.p |
| July 31st – Aug 4th Schooner Grace Bailey | Eggemoggin Reach Regatta | $1,580 p.p |
| Aug 27th-Sept 4th Schooner American Eagle | Gloucester Schooner Festival and race | $2,506 |
Art & Wellness cruises
Hone your skills and release your inner artist!
| Aug 3rd – 7th Windjammer Angelique | Windjammers & Watercolors | starting at $1,350 p.p |
| Aug 3rd – 8th Schooner J. & E. Riggin | Maine Knitting Retreat | $1,480 p.p |
| Aug 14th – 18th Windjammer Angelique | Yoga & Wellness Cruise | $1,450 p.p |
| Aug 31st-Sept 6th Schooner J. & E. Riggin | Maine Knitting Retreat | $1,465 p.p |
| Sept 14th – 18th Schooner J. & E. Riggin | Rug Hooking Retreat | $1,895 p.p |
Culinary cruise & More!
| May 31st – June 4th Schooner Ladona | Cooking with Melody & Anna | $1,778 p.p |
| June 22nd – 28th Schooner Heritage | Murder Mystery Dinner | $1,540 p.p |
| June 22nd – 26th Schooner Stephen Taber | Culinary Explorations | $1,218 p.p |
