Wooden Boat Sail-In: Historic Sailing in Rockland, Maine
Difficulty
moderate
Duration
6 days
Fitness Level
Participants should be in good physical health with basic mobility to climb aboard and move safely on deck during sailing days.
Overview
Sail aboard the historic schooner J. & E. Riggin in Maine for a unique 6-day adventure celebrating wooden boats, local music, and maritime craftsmanship. Experience a hands-on journey filled with scenic sailing and cultural discovery.
Wooden Boat Rendezvous
The last gathering of the Maine windjammer fleet this season!
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Adventure Photos
About This Adventure
Experience a unique sailing adventure aboard the historic J. & E. Riggin schooner, where you’ll witness a breathtaking gathering of historic vessels in Brooklin, Maine. Enjoy local refreshments, live music, and dancing as you celebrate boatbuilding and seamanship during this unforgettable 6-day journey. Don’t miss this rare maritime spectacle!
Nowhere else in the world can you see this many historic schooners under sail together
Departure Date & Rate
September 7 - September 13, 2025: 6-Day / 6-Night Adventure Per person: $1460
September 13 - September 19, 2026: 6-Day / 6-Night Adventure Per person: $1590
Age: 12+
Boarding and Returning
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.
The Cruise
You won’t want to miss this historic occasion to celebrate boatbuilding and seamanship!
On one set night we will sail into the harbor in Brooklin, Maine, home of the WoodenBoat School, store, and magazine. This fall gathering of the Maine Windjammers marks the last of the sailing season and includes refreshments from local sponsors, live music & dancing, and tours of the WoodenBoat grounds.
Nowhere else in the world can you see this many historic schooners under sail together.
The Ship
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.
Includes
- All meals (excluding dinner on boarding night)
- Linens including fresh sheets, warm blankets, a quilt or comforter, pillows, and towels
- Locally made, small-batch soap
- Coffee (regular and decaf), tea, and hot chocolate
- Ice and an ice chest are available for passenger use
Things to Note
- Sink with cold running water in each cabin
- Window that opens for fresh air and natural light
- A 12V outlet & 2 USB ports
- Reading light over each bunk
- Must be able to navigate a ladder and stairs
- Toilets (“heads”) are located above deck
- Hot freshwater shower available
- A non-smoking vessel
- There is a $20 per vehicle parking fee (covers the length of your trip)
- Gratuity is not included
- A Ship Store is available on board
- Alcohol is not included on this cruise; however, you are welcome to bring it with you
Adventure Tips
Bring layered clothing
Coastal Maine weather can change quickly, so dress in layers to stay comfortable on deck.
Wear non-slip shoes
Deck surfaces can be slippery when wet—sturdy, non-slip footwear is a must for safety.
Stay hydrated
Even on cooler days, sailing requires energy and hydration. Bring a refillable water bottle.
Protect yourself from the sun
Use sunscreen and wear a hat during daytime hours to guard against strong sun exposure over water.
Local Insights
Wildlife
- Harbor seals
- Ospreys
History
The J. & E. Riggin schooner represents a heritage of Maine's fishing schooners, emblematic of the region's maritime economy.
Conservation
The sailing experience promotes sustainable tourism by celebrating wooden boat craftsmanship and encouraging environmental stewardship along Maine’s coast.
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Adventure Hotspots in Portland
Frequently Asked Questions
Recommended Gear
Windbreaker or waterproof jacket
Protects against coastal winds and occasional rain showers during spring sailing.
spring specific
Wide-brimmed hat
Provides shade and sun protection during long days on the water.
summer specific
Sturdy sailing gloves
Helps with rope handling and keeps hands warm during cooler fall sailing.
fall specific
Non-slip deck shoes
Essential for safety and comfort on the slick wooden deck.