Adventure Collective
Family Sailing Adventure in Rockland, Maine - Portland, ME

Family Sailing Adventure in Rockland, Maine

Rocklandeasy

Difficulty

easy

Duration

3 days

Fitness Level

Moderate fitness needed for light sailing tasks and island exploration; suitable for children and adults.

Overview

Experience a magical 3-day family sailing trip aboard the historic schooner J. & E. Riggin in Rockland, Maine. Learn sailing skills, explore islands, and create memories together on this unique coastal adventure.

Rockland, Maine

Kids & Family

An adventure for the whole family!

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Adventure Photos

Kids & Family photo 1

About This Adventure

Embark on a magical 3-day family adventure aboard the historic schooner J. & E. Riggin. Experience hands-on sailing, explore uninhabited islands, and create lasting memories together. With activities like knot tying and scavenger hunts, this unique cruise offers a perfect blend of education and relaxation for all ages.

Come sail away with us!


Departure Date & Rate

July 17 - July 20, 2026: 3-Day / 3-Night Adventure Per Person: $1345

Ages 5+


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

Taking a vacation together is one of the most memorable ways to spend time together as a family; whether it’s just parents and children or a multigenerational adventure. The Schooner J. & E. Riggin Kids & Family cruises offer something truly magical – a place to reconnect without the distractions of life ashore.

While aboard, sailors of all ages can learn to tie knots, help prepare meals in the galley, take a turn at the helm, help crew haul the anchor and sails or chart, navigate, and identify names of islands & lighthouses just like a 19th century captain. When we anchor for the evening you can explore uninhabited islands, comb the beach for shells and sea glass, participate in the annual scavenger hunt, and take in the saltiness of fishing villages and quaint coastal harbors.

The deck of the J. & E. Riggin is the perfect place for parents to unwind, and these formative experiences for children can be life-altering and inspiring. How do we know? Captain Justin Schaefer himself first set foot aboard this very boat as a 12-year-old boy with his parents in the summer of 2005. Now, he invites you to come and enjoy the magic of the sea with us!


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 -All craft supplies & materials associated with the kids' activities

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 -All children under 12 will be required to wear a life jacket on deck

Adventure Tips

Bring sunscreen and hats

Protect your family from strong coastal sun during the daytime sailing hours.

Wear non-slip footwear

Choose shoes with good grip to ensure safety on wet, moving decks.

Pack light layers

Even in summer, mornings and evenings can be cool on the water.

Stay hydrated

Bring water bottles as you’ll be active and outdoors for long periods.

Local Insights

Wildlife

  • Harbor seals
  • Ospreys

History

The J. & E. Riggin schooner was built in 1927 and has been preserving Maine’s maritime heritage through educational sails.

Conservation

The company practices Leave No Trace principles to protect coastal ecosystems and educates families on ocean conservation.

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Adventure Hotspots in Portland, ME

Frequently Asked Questions

Recommended Gear

Light waterproof jacket

Essential

Protects against spring showers and sea spray.

spring specific

Wide-brimmed hat

Essential

Provides sun protection during daytime sailing.

summer specific

Warm fleece or sweater

Essential

Keeps you cozy during cool autumn evenings onboard.

fall specific

Waterproof boots or sturdy deck shoes

Essential

Offers grip and safety on wet, slippery decks and rocky shorelines.