4-Night Trips
May & June
June 22nd- June 26th | 4 Nights | Bays & Islands
The perfect getaway over the longest days of the year!
Our "Bays & Islands" trips are offered as our more sailing-centric voyages. Over the course of the trip, we will make the most of our days and go where the wind and the tides take us. With fewer stops ashore combined with some of the longest days of the year, it leaves plenty of time for us to haul up our anchor and discover a new favorite harbor.
$1,395 Per Person | Book Here
June 27th- July 1st | 4 Nights | Islands & Villages
Early-season sailing is perfect if you are looking for a strong sailing breeze and want to experience Maine before the summer crowds come to town.
Our "Island & Villages" trips are perfect if you are looking for the perfect balance of sailing and exploring. We'll go ashore to venture into one of the hundreds of islands the Midcoast area has to offer, or stop into one of the small fishing villages as we sail from anchorage to anchorage.
$1,395 Per Person | Book Here
May 27th- May 31st | 4 Nights | Spring Sailing
Sit back and relax as the captain and crew show you their favorite spots after a long winter away.
Spend Memorial Day Weekend with us as we finally put down our paint brushes and set our sails for the first trip of the 2027 sailing season.
$1,395 Per Person | Book Here
June 7th- June 11th | 4 Nights | Islands & Villages
Early-season sailing is perfect if you are looking for a strong sailing breeze and want to experience Maine before the summer crowds come to town.
Our "Island & Villages" trips are perfect if you are looking for the perfect balance of sailing and exploring. We'll go ashore to venture into one of the hundreds of islands the Midcoast area has to offer, or stop into one of the small fishing villages as we sail from anchorage to anchorage.
$1,395 Per Person | Book Here
July
July 11th- July 15th | 4 Nights | Bays & Islands
Summer is just getting started!
Get away from the hustle and bustle and join our "Bays & Islands"— our more sailing-centric voyages. Experience Midcoast Maine from this unique point of view as we watch the islands pass by. Over the course of the trip, we will make the most of our days and go where the wind and the tides take us. With fewer stops ashore, combined with some of the most optimal weather of the year, it leaves plenty of time for us to haul up our anchor and discover a new favorite harbor.
$1,591 Per Person | Book Here
July 30th- August 3rd | 4 Nights | Islands & Villages
Enjoy an extended weekend as we cruise into August.
Four nights is the perfect amount of time to get out and go sightseeing in our backyard. Our "Island & Villages" trips are ideal if you are looking for the perfect balance of sailing and exploring. We'll go ashore to venture into one of the hundreds of islands the Midcoast area has to offer, or stop into one of the small fishing villages as we sail from anchorage to anchorage.
$1,686 Per Person | Book Here
August
August 4th- August 8th | 4 Nights | Bays & Islands
Sail into the weekend!
Escape the summer crowds and join our "Bays & Islands"— our more sailing-centric voyage. Experience Midcoast Maine from this unique point of view as we watch the islands pass by. Over the course of the trip, we will make the most of our days and go where the wind and the tides take us. With fewer stops ashore, combined with some of the most optimal weather of the year, it leaves plenty of time for us to haul up our anchor and discover a new favorite harbor.
$1,686 Per Person | Book Here
August 22nd- August 26th | 4 Nights | Islands & Villages
Soak in the summer weather.
Our "Island & Villages" trips are perfect if you are looking for the perfect balance of sailing and exploring. We'll go ashore to venture into one of the hundreds of islands the Midcoast area has to offer, or stop into one of the small fishing villages as we sail from anchorage to anchorage. Complete with a lobster bake, you'll get the full New England experience packed into just a few days.
$1,615 Per Person | Book Here
September
September 19th- September 23rd | 4 Nights | Bays & Islands
Join us for our Celtic Isles trip!
Cool days and cozy nights are upon us as fall begins to roll in. This trip pairs the simplicity of acoustic folk music with our favorite pastime of sailing. Bring your knit sweater and curl up on deck with a cup of tea, and we'll sail as long as the light will let us.
$1,475 Per Person | Book Here
September 28th- October 2nd | 4 Nights | Islands & Villages
Grab your sweaters and cozy up on the boat; we'll watch and see all the foliage turn from the water!
Our "Island & Villages" trips are perfect if you are looking for the perfect balance of sailing and exploring. We'll go ashore to venture into one of the hundreds of islands the Midcoast area has to offer, or stop into one of the small fishing villages as we sail from anchorage to anchorage. Complete with a lobster bake, you'll get the full New England experience packed into just a few days.
$1,364 Per Person | Book Here
Booking and Cancellation Policy
All our cabins accommodate two; Cabins F and G can be guaranteed as single occupancy for an additional $60 per night. Upper and Lower Cabins can be booked privately for single occupancy or shared at the per-person rate. 35% of your trip cost is due at the time of booking, with the balance due 8 weeks before the trip date. A full refund, less a $50 per person fee, will be provided until the balance-due date. Should you cancel with less than 8 weeks’ notice, your payment, less the $50 fee, will be refunded only if a new guest books in place of your cancellation. Re-bookings are subject to a $50 per-person fee. Prices listed do not include online booking provider costs. All bookings are subject to change at any time.
Payment Methods
Payments may be made by check, Visa, MasterCard, Discover, or American Express.