Sail the Maine Coast Aboard the Iconic Windjammer Rendezvous
Difficulty
moderate
Duration
4–8 hours per trip segment
Fitness Level
Moderate fitness recommended; ability to stand and move on an unstable deck is important.
Overview
Set sail from Rockland, Maine, aboard the authentic Windjammer Rendezvous tall ship. Experience classic sailing, coastal island stops, and rich maritime history on this unique Gulf of Maine adventure.
Windjammer Gam
Join the Maine Windjammers for Live Music & a Raft-Up
Select participants and date
Adventure Photos
About This Adventure
Embark on a unique 5-day sailing adventure aboard the historic J. & E. Riggin as you explore Maine's stunning coastline. Enjoy a vibrant raft-up with live music from Johnny and Brigid Reedy, delicious food, and the chance to mingle between ships. Experience the magic of summer on the water!
Celebrate the Maine Windjammer Fleet with musicians Johnny & Brigid Reedy!
Departures & Rates
June 4 - 9, 2026: 5-Day / 5-Night Adventure Per person: $1480
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
Explore the coast of Maine under early summer skies. One night of the cruise, we will join the rest of the Maine Windjammer Fleet for a raft-up that feature live music, fabulous food, and a grog toast. The festivities will take place in a harbor determined by the wind and tide and will include opportunities to walk from one ship to another enjoying music & tapas along the way!
Joining us for this adventure are musicians, Brigid & Johnny Reedy.
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
Pack Layers for Variable Weather
Maine’s coastal weather can change rapidly; bring waterproof and insulating layers to stay comfortable on deck.
Learn Basic Sailing Terms
Familiarizing yourself with sailing phrases will enhance your engagement and safety aboard the tall ship.
Wear Non-Slip Shoes
Decks can be slippery when wet; sturdy, closed-toe shoes with good grip are a must.
Bring Motion Sickness Remedies
If prone to seasickness, prepare with medication or natural remedies to enjoy the sail fully.
Local Insights
Wildlife
- Harbor seals
- Atlantic puffins
History
Windjammer sailing dates back to the late 19th century when these majestic ships were vital to the lumber and fishing industries along Maine’s coast.
Conservation
The crew practices Leave No Trace principles and partners with local marine groups to minimize environmental impact and protect coastal ecosystems.
Select participants and date
Frequently Asked Questions
Recommended Gear
Windbreaker Jacket
Protects against ocean spray and wind chill during day sails.
summer specific
Waterproof Hiking Shoes
Ideal for island hikes and wet conditions on deck.
spring specific
Binoculars
Helps spot seabirds, marine mammals, and navigate coastal landmarks.
Sun Hat and Sunscreen
Essential for sun protection in exposed sailing conditions.
summer specific