About On Watch, LLC... Come sailing with us!

captain green brett

Captain Green - Lyra - founder of On Watch Sailing

Discover Newport and the surrounding area with Captain Green. Whether in search of a lazy sail, historic tour information, stunning photography, or advanced sailing instruction, Green will make sure that you get the most out of your experience. With a perfect safety record and a lifetime of sailing experience, you and your party will be in safe hands. Green is also a writer for marine publications such as Cruising World magazine.

Captain Green has been sailing the waters in and around Newport, RI, since 2005. Since then, he has professionally sailed a variety of vessels, both for charter and private. He has sailed across the Atlantic ocean, between Newport and the Caribbean - and portions of the Pacific side of Central America.

Green grew up living aboard a 29-foot wooden boat with his parents and brother along the East Coast of the USA. He has a degree in Business Administration from the University of Central FL and was deep in the Information Systems world when he and his wife, Jen, decided to puchase an old 32-foot sailboat. After restoring Egret, they cruised the boat from Florida through the Bahamas, Turks and Caicos to the Dominican Republic. They had so much fun that they purchased Lyra in 2008 with the eventual goal of sharing their experiences with their family.

Indeed, leaving in the autumns of 2013 and 2016, Green, Jen and two daughters sailed south to do exactly that, eventually ending up in the Bahamas, returning to Newport for the summer sailing season.

Green's wife Jen is Senior Editor at Cruising World magazine, where Captain Green is a regular contributor. They have two children and lived aboard full time for nine and one-half years. You can read about their experiences and how-to articles at Cruising World's website by searching for Green Brett or Jen Brett.

captain emma

Captain Emma - Lyra

Born and raised on Cape Cod, Captain Emma grew up dinghy sailing on beautiful Pleasant Bay. After graduating high school in 2012, Emma undertook her first offshore passage, sailing from Hilo, Hawaii to San Diego, California with her father on his 32ft wooden boat, Skye

During college, Emma studied abroad with Sea Education Association. She spent the semester sailing trans-Atlantic on the 134ft brigantine, SSV Corwith Cramer. After graduating with a degree in Environmental Studies, Emma knew an office job was not for her. 

In the autumn of 2019, Emma met Green while delivering a boat from Newport to Albany. At four AM, somewhere in Long Island Sound, the two discovered that Emma was no stranger to Lyra. Fifteen years earlier, when she was ten years old, Emma flew to Ireland to spend two weeks cruising with her father on the boat he was captaining: Lyra. With such an uncanny connection, it only felt right that Emma return to Lyra, this time as relief captain (not ten-year-old-menace). 

2021 is her forth summer sailing in Newport. When she’s not at work, she is daydreaming about voyaging to far-away places. 

steering lyra

Captain Sam - Wren

Sam has sailed in Newport in a professional capacity since 2017. He decided to move from captaining larger vessels to his own when he aquired Wren in Febraury of 2021. Sam is giving the boat lots of love during this spring so that she will be ready for the season!

On Watch, LLC - since 2011

steering lyra

On Watch Sailing was founded in order to bring the joys of sailing and being on the water to you. We respect your privacy at all times and will never share your personal information without your permission, although a good photo may go to the website unless you ask us not to post. As a small business, your enjoyment and general safety is our greatest goal. We pride ourselves on being flexible, from routing needs to special pickup locations. We will adapt our sailing trip or charter to your requirements!

Lyra can accomodate up to 6 passengers from 2-hour to full-day charters. We have the ability to keep your wine cold, warm up your food, and to play your favorite tunes. Feel free to bring your own music, or you can choose from our own extensive musical library. If we choose to anchor, there are hammocks to lounge in and the foredeck is perfect for sunbathing.