moderate
3–5 days
Moderate fitness recommended for active sail handling and occasional shore hikes.
Extend your summer on a classic Maine windjammer sailing trip departing from Rockland. Discover rugged coastlines, iconic lighthouses, and maritime heritage on this authentic seafaring adventure.
Summer is still going and so are we!
Experience the last warm days of summer aboard the historic J. & E. Riggin schooner. This 4-day adventure offers stunning sailing in Maine's coastal waters, delicious meals, and cozy accommodations. Enjoy the transition to fall while soaking up the sun and creating unforgettable memories on this unique maritime escape.
August 19 - 23, 2025: 4-Day / 4-Night Adventure Per person: $1330
Ages 12+
Please note, we board every trip the evening of your chosen departure date between 5 and 6 p.m.
We will have you back at the dock before noon on the last day of your trip.
It’s not too late to soak up the summer sun!
This adventure combines the warmth of the Maine summer with the crisp breezes of the fall that bring us some of our best sailing days of the year. This trip is perfect for a quick escape before autumn arrives.
The J. & E. Riggin, a beautiful, historic two-masted schooner. She was designated a National Historic Monument in 1991. She is 89′ long on deck, 120′ overall, 23′ wide and draws 7′ with her centerboard up. She was built in 1927 as an oyster dredger and rebuilt for passenger sail in 1977.
The Riggin is fully equipped with GPS, radar, and radio. She meets all Coast Guard requirements for construction and safety equipment. Certified to carry passengers, she fully meets all requirements for stability and watertight integrity. The Riggin has no inboard engine. Her sixteen-foot diesel-powered yawl boat can be used during calm spells for maneuvering into or out of tight harbors.
Maine’s coast can be cool and windy even in summer; having layers ensures comfort throughout the day.
Even small waves on the Gulf of Maine can cause motion sickness; consider medication or acupressure bands.
Guests are welcome to help with ropes and sails under crew guidance for a hands-on adventure.
Non-slip shoes help keep you steady on the boat and comfy during shore excursions.
Windjammers are a key part of Maine’s 19th-century maritime history, once used for coastal trade and now preserved as a sailing tradition.
The windjammer tours follow sustainable practices to protect the fragile marine ecosystem and coastal habitats.
Protects against coastal winds and sea spray during sailing.
summer specific
Ensures safe footing on wet boat decks and rocky shoreline.
summer specific
Essential for sun protection while on open water.
summer specific
Helpful for spotting wildlife and distant landmarks along the coast.
summer specific