Sail Into Serenity: The Early Summer Getaway on a Maine Windjammer
Difficulty
moderate
Duration
4–6 hours
Fitness Level
Moderate fitness is recommended to handle occasional physical tasks on deck and to move safely on a rolling boat.
Overview
Experience the magic of sailing aboard a traditional Maine windjammer from Rockland this early summer. Discover coastal beauty, hands-on sailing, and maritime heritage on a memorable voyage through Penobscot Bay.
Early Summer Getaway
Start the summer off with a cruise to remember!
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Adventure Photos
About This Adventure
Embark on a memorable 3-day sailing adventure aboard the historic J. & E. Riggin in beautiful Maine. Experience breathtaking sunrises, enjoy delicious meals, and relax in comfortable cabins. This unique journey combines rich maritime history with the thrill of sailing, making it the perfect summer getaway for ages 12 and up.
This adventure is a great way to kick off the summer!
Departure Dates & Rates
May 30 - June 3, 2026: 3-Day / 3-Night Adventure Per person: $1295
Ages 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
Early June in Maine is a perfect time for reliable sailing breezes, and some of the most incredible sunrises we see all year.
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
Arrive Early to Explore Rockland
Give yourself time to visit local galleries and seafood spots before boarding your windjammer in Rockland.
Dress in Layers
Coastal weather can change quickly; bring layers to stay comfortable in cool breezes and sun.
Stay Hydrated and Use Sunscreen
The sun reflects strongly off the water—protect your skin and drink plenty of water throughout the day.
Participate in Sailing Duties if You Can
Engage with the crew to learn about traditional sail handling and enhance your experience aboard.
Local Insights
Wildlife
- Bald Eagles soaring near the cliffs
- Harbor Seals resting on rocky outcrops
History
Maine’s windjammers date back to the late 19th century, serving as working cargo vessels now preserved as experiential sailing adventures.
Conservation
Operators prioritize Leave No Trace principles and work to minimize fuel use by relying on sail power, protecting fragile marine ecosystems.
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Frequently Asked Questions
Recommended Gear
Windbreaker Jacket
Protects you from coastal winds during the sailing trip.
summer specific
Non-Slip Deck Shoes
Ensures safe footing on wet, moving decks.
Water Bottle
Keeps you hydrated while spending hours outdoors on the water.
Sunglasses with UV Protection
Shields your eyes from reflective sunlight off the ocean.