It’s the final day of the shakedown cruise on my new yacht, and we sail back toward Ocean Marina after a few incredible days out on the water. The boat has ...

SAYING GOODBYE - Sailing the Caribbean Sooner or later, every voyage reaches it's destination, and this week is all about goodbyes. While I farewell my ...

Join us as we explore the incredible island of Dominica, often called the Nature Island of the Caribbean. From lush rainforests and dramatic waterfalls to ...

We've been on the hard for a week now, TONS of things have happened. Now it's time to splash Calypso and get things wrapped up! 🔔 Hit Subscribe — you don't ...

Day three of our shakedown cruise on my new yacht started anchored off Koh Larn, but we decided to sail about 15 miles west to the uninhabited island of Koh ...

Another Day In The Life episode to show you how it ACTUALLY is on the water. It can be dirty, pukey, tiring, beautiful & simple but most importantly it's ...

BOAT TOUR: Ted Hood's Legendary Little Harbor 62! ⚓ Join us as we tour our friend Felipe’s stunning Little Harbor 62 "Blue Robin" — originally owned by sailing ...

Our second day cruising around the Thai islands on my new sailing catamaran started at anchor on the north end of Koh Larn. By 8 a.m., the peaceful anchorage ...

After years of waiting, delays, setbacks, and one very long journey to get here, my new yacht is finally mine! I signed the paperwork the day before, and now ...

Sniorkeling at Pigeon Island, Gaudeloupe ....looks whats below me If you want to binge watch here is a link to our first season playlist 2023 ...

In this episode we have pulled together some clips of the pre start warm up for the RORC Antigua 360 race ……… If you want to binge watch here is a link to ...

Calypso is about to undergo significant upgrades, including the installation of solar and removal of unnecessary underwater items. We'll take you through ...

Before I officially take possession of my new yacht, we head out for some of the final sea trials to track down a strange noise coming from the electric drive ...

Join our Patreon and join our Team SSL Crew! http://www.patreon.com/SailingSophisticatedLady Come and join us realtime at: ...

Join our Patreon and join our Team SSL Crew! http://www.patreon.com/SailingSophisticatedLady To all those contributing to our SL refit, Thank-You so much! ...

We sail to St Pierre, Martinique - the Caribbean city wiped out by the catastrophic eruption of Mt Pelée in 1902. What remains today is both haunting and ...

Sunset in Montserrat 🌅⚓ Sometimes it’s hard to believe this is real life. Calm water, island views, and another unforgettable Caribbean sunset aboard Isla. ...

After months of waiting, my new catamaran finally leaves the dock for her first sail and sea trial! We start the day getting off the dock and heading out for ...

Join our Patreon and join our Team SSL Crew! http://www.patreon.com/SailingSophisticatedLady Come and join us realtime at: ...

Snorkeling at Pigeon Island, Gaudeloupe If you want to binge watch here is a link to our first season playlist 2023 ...

Snorkeling at Pigeon Island, Gaudeloupe If you want to binge watch here is a link to our first season playlist 2023 ...

After years of waiting, delays, factory visits, road transport, crane lifts, final checks, and a whole lot of stress… my new Island Spirit 525e catamaran is ...

Snorkeline Pigeon Island, Guadeloupe .. If you want to binge watch here is a link to our first season playlist 2023 ...

Snorkeling at Pigeon Island, Guadeloupe If you want to binge watch here is a link to our first season playlist 2023 ...