moderate
3–4 hours
Basic stamina needed for standing and moving around the boat during sailing
Set sail from Rockland, Maine, on July 6, 2025, to enjoy fresh lobster, live maritime music, and the thrill of schooner sailing. Discover why this unique outdoor experience perfectly captures Maine’s coastal spirit.
3-night trip • Starting at $1,100 per person based on double occupancy • Ages 12+
Embark on a unique sailing adventure from July 6 to July 9, 2025, where the journey is guided by nature's whims. Enjoy tranquil evenings filled with music, conversation, and an unforgettable lobster picnic on a secluded beach. Experience relaxation in cozy cabins, making this trip a perfect escape from daily stress.
Enjoy days of sailing, and evenings of relaxing conversation, music provided by the captains, or quiet reflection on your day and surroundings.
No set itinerary. We'll let the winds, weather, and tides determine where we sail and where we anchor. Our favorite anchorages are in the harbors of fishing villages or small coastal communities, or quiet coves of secluded islands.
If you’d like to go for a walk while the schooner’s anchored, we’ll organize a rowing party using one of our shore boats. There are also a couple of small boats for individual use or small groups.
Sometime during the trip, enjoy an all-you-can-eat lobster picnic on an uninhabited island's pristine beach. For those with restricted diets, an alternate choice is available with advance notice.
This trip is perfect for letting go of everyday stress or when combining activities during your vacation.
Your bed has already been made for you before you arrive. All you’ll have to do is unpack and relax.
Double Cabin $2,200 Double-occupancy cabin with one double bed.
Upper/Lower Bunk Cabin $1,100 per person, $2,200 for the cabin. Double occupancy cabin with one upper single bed and one lower single bed.
Single Cabin $1,220 Single occupancy cabin with single bed.
Private Head Cabin $2,440 Double occupancy cabin with one double bed and your own private head.
Maine’s coastal breeze can be cool even in summer; pack a windbreaker or fleece to stay comfortable on deck.
Deck surfaces can be slick—choose shoes with good grip to move safely around the schooner.
Exposure on the water is intense; protect yourself from sunburn during the afternoon sail.
Get to know the historic waterfront and local shops before boarding to enrich your visit.
Rockland Harbor has served as a vital fishing and shipping port since the 18th century, central to Maine’s lobster industry growth.
Operators follow sustainable fishing practices and encourage zero-waste policies to protect the fragile marine ecosystem.
Protects you from chilly sea breezes during the sail.
summer specific
Ensures stable footing on wet boat decks.
Reduces glare off the water and protects your eyes.
summer specific
Stay hydrated throughout the trip while minimizing plastic waste.