Coming from London, Toby first discovered sailing as a child, learning to sail on lakes before developing a lifelong love of simply being on the water. After college, he spent almost five years working in professional kitchens before deciding to follow his passion for the ocean and pursue a career at sea.
Since then, he has worked his way through his professional qualifications and become a PADI Divemaster, building experience across sailing, diving, and life aboard yachts. Today, he brings that combination of seamanship, curiosity, and enthusiasm to every charter, sharing with guests the beauty, adventure, and freedom that drew him to the ocean in the first place.
Whether sailing between islands, diving beneath the surface, exploring by tender, or simply enjoying a quiet afternoon anchored in a beautiful bay, he believes the best days on a yacht are the ones that feel effortless. His aim is to create a relaxed and welcoming atmosphere where guests can make the most of their time on the water, while knowing they are in safe and capable hands.
For him, life at sea is about more than simply getting from one place to another. It is about the experiences along the way—and his greatest joy is helping guests discover that for themselves and creating memories that last long after they leave the boat.
Kirsty grew up in KwaZulu-Natal, South Africa, surrounded by a vibrant community and never far from the water. From a young age, she has always felt most alive around the ocean, and her love for the water naturally became a big part of her life. She spent many years as a swim coach, giving her the opportunity to share that passion with others while discovering how much she enjoys connecting with people.
Today, Kirsty feels incredibly grateful to be doing what she loves—meeting wonderful people from all walks of life and creating memorable experiences along the way. Naturally bubbly, curious, and genuinely interested in hearing people’s stories, she brings a warm and welcoming energy to everything she does. She has a huge love for the underwater world and everything it has to offer, while equally enjoying the simple pleasure of bringing people together around a table to share good food, laughter, and great conversation.
For her, it’s all about creating a comfortable environment where people feel welcome, relaxed, and connected, while ensuring they leave with plenty of special memories from their time on board.
Toby and Kirsty met each other onboard and instantly found they worked naturally well together. With Kirsty’s bubbly, energetic personality and Toby’s calm and steady demeanour, they bring a balance that creates a relaxed and welcoming atmosphere for everyone onboard. Their different strengths complement each other, whether they’re preparing for a day on the water, exploring a new anchorage, or simply enjoying time with guests. No matter what the plan is, the joy and chemistry between them carries through into the guest experience, helping create a charter that feels friendly, effortless, and fun.
| Start | End | Description |
|---|---|---|
| Aug 16, 2026 | Oct 31, 2026 | Unavailable: Unavailable to Unavailable |
| Nov 10, 2026 | Nov 14, 2026 | Boat Show: Tortola - Nanny Cay to Tortola - Nanny Cay |
| Nov 21, 2026 | Nov 28, 2026 | Booked: Owner Use to Owner Use |
| Dec 19, 2026 | Dec 26, 2026 | Booked: Tortola, West End, BVI to Tortola, West End, BVI |
| Dec 27, 2026 | Jan 03, 2027 | Booked: Tortola, West End, BVI to Tortola, West End, BVI |
| Jan 09, 2027 | Jan 16, 2027 | Booked: Compass Point, St Thomas to Compass Point, St Thomas |
| Jan 23, 2027 | Jan 29, 2027 | Booked: Tortola, West End, BVI to Tortola, West End, BVI |
| Feb 20, 2027 | Feb 27, 2027 | Booked: Owner Use to Owner Use |
| Mar 26, 2027 | Apr 03, 2027 | Booked: Tortola, West End, BVI to Tortola, West End, BVI |
| Apr 11, 2027 | Apr 17, 2027 | Booked: Tortola, West End, BVI to Tortola, West End, BVI |
| Apr 24, 2027 | May 01, 2027 | Unavailable: Yacht Haven Grand to Yacht Haven Grand |
| May 13, 2027 | May 20, 2027 | Booked: Tortola, West End, BVI to Tortola, West End, BVI |
| Jun 23, 2027 | Jun 30, 2027 | Booked: Tortola, West End, BVI to Tortola, West End, BVI |
| Jul 24, 2027 | Jul 31, 2027 | Booked: Tortola, West End, BVI to Tortola, West End, BVI |
| Aug 09, 2027 | Oct 31, 2027 | Unavailable |
| Nov 20, 2027 | Nov 27, 2027 | Booked: Owner Use to Owner Use |
| Dec 19, 2027 | Dec 26, 2027 | Booked: Compass Point, St Thomas to Tortola, West End, BVI |