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Family Sailing Charters in the Chesapeake & carribean. A 6-Day Learn-to-Sail Adventure.

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"It was the perfect blend of learning and having family fun. Captain Phin gave us an amazing personalized experience."

Annemarie S.

Now booking nov 2026-April 2027 NOW BOOKING NOV 2026-APRIL 2027 NOW BOOKING NOV 2026-APRIL 2027 booking nov 2026-April 2027

Ecco Family Charters
is different. 

Made by a Christian homeschool family, bringing equal parts adventure and fellowship for the ultimate sailing experience. 

These trips provide an incredible amount of learning! From marine biology, sailing and navigation skills, to history of the Chesapeake/Bahamas, there is so much to absorb & learn. 

Education

Sailing and adventure are an easy pair. With the breeze blowing through your hair, the salty spray lapping on the yacht, and you at the helm...adventure is certain.  

Adventure
Jesus

Everything we do is centered around the Lord and His presence. There is a lot to receive from Jesus during a trip like this. 

Get to Know Us

Our story starts when Captain Phin was just a child. His family of seven jumped aboard a Catamaran full-time to cruise the East Coast from Maryland to the Bahamas. After three years, the he was hooked! 

Now over two decades later, Phin is excited to provide that same experience of adventure, challenge and excitement to more families, alongside the growing family of his own. 

Made by a homeschool christian family, for christian families

Chesapeake 
Bay Adventures

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Caribbean 
Adventures

Tiffany Erikson 

5 star review

If you want to learn to sail this is the way to do it. Our family of 5 learned to sail in the Bahamas with Captain Jeff. It was hard work, rewarding and fun. He was patient, kind and thoughtful with our kids. On top of teaching us all how to sail we swam with the wild pigs, snorkled in sunken ships, fed sting rays, and played on white sand beaches.

Daniel Bolger

5 star review

We had a wonderful time with The Sailing Academy in Green Turtle Cay, Bahamas. We not only learned the sailing basics from a great teacher (Captain Phin), but also really were really treated as family and got to experience lots of local fun and adventures. Local easts, walks through town during Junkanoo, spear fishing for lobsters and tasty fish, fed manta rays on the beach, sailed to a tiny island bar / restaurant with wild, swimming pigs and much more. We left with a new appreciation for the local culture and just how talented our captain was ranging from sailing / navigating, to the local adventures and great spirit and host. 
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Got questions?

We do too, when it comes to vacations. Here is our FAQ page to (hopefully!) answer all the questions you may have.

Book a trip with us!

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Family sitting on a yacht together smiling. Behind them are the crystal blue waters of the Abacos Bahamas. It is a summer day

Ecco Family Charters

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Email: admin@thesailingacademy.com
Tel: 410-867-7177

To book, please fill out your email below. We will get in touch with you within 24 hours! Embarking on an unforgettable adventure in the Abacos, Bahamas awaits!

We left the long answer text box open, if you'd like to share about your family's desires and any other information pertaining to the family vacations. This is optional. Either way, we will get in touch with you! 

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