About Us

We are a crew of confident and capable sailors with years of experience led by our Captain, Genevieve Dougherty. Our mission is to provide a once in a lifetime experience for locals and tourists alike!

 About the Boat

Peningo is a Custom Dubois ‘49 world class racer/cruiser designed by super yacht designer Dubois and built by super yacht builder Pendennis in the UK.

Beautiful picture of Peningo sailing past the North End with the Boston Skyline in the background.
 
Peningo Captain Genevieve Dougherty Sailing Peningo past the Harbor Islands into Boston Harbor
 

Meet the Captain

Genevieve Dougherty has been sailing since she was a child, she has 18 years of experience, is a former sailing instructor for Courageous Sailing, and registered nurse. As a born and raised Bostonian she is an expert on Boston’s seas and ensures a relaxing, enjoyable and safe trip exploring Boston Harbor and the Surrounding Islands to experience the city like never before!

 

The Crew

First Mate Jake Dougherty, enjoying the summer sun after a swim at the Boston Harbor Islands

First Mate Jake Dougherty is a certified marine technician w/ 15 years of sailing experience and makes a mean Dark & Stormy

A fan-favorite member of the crew, Bean “The Doodle” Dougherty will be sure to clean any food leftover on the deck

Deckhand Chris Hanley, at the helm while rocking some Peningo Merchandise.

Deckhand Chris Hanley has been sailing with the crew for the past few summers and can’t get enough of the Sunset Sails

Book Your Charter Today

What are you waiting for? The Captain and Crew are ready to cast off! Book a charter on Peningo and let’s head out on the Harbor!

Book Charter