Captain James Smyly

Captain James Smyly is the embodiment of calm professionalism with a laid-back South African charm, delivering an elevated yet relaxed charter experience. With 5 years in the yachting industry and a love for adventure, James brings expertise, enthusiasm, and a genuine passion for sailing to every VOYAGE Charters journey.

Originally from Pietermaritzburg, South Africa, James was inspired to pursue yachting by friends already in the industry and quickly embraced its dynamic lifestyle of travel, adventure, and personal growth. From completing the transatlantic delivery of the VOYAGE 590 Sol Liv from Cape Town to Tortola to his role as a charter captain, James combines technical expertise with a personable, guest-focused approach.

A certified IYT Master of Yachts 200gt Unlimited and PADI Divemaster, James excels at sharing his love for the water with guests. His extensive knowledge of fishing, wine (backed by his WSET Level 2 Wine Certification), and a knack for crafting fun cocktails add layers of enjoyment to the guest experience.

James describes himself as “cool, calm, and collected,” and it’s this steady demeanor that helps guests relax and fully enjoy their time on the water. His service is uniquely shaped by his time in the superyacht world, where he honed a high standard of care that he blends effortlessly with the Caribbean’s easygoing vibe. Working closely with Chef Robyn—whom he met while scuba diving—James ensures each charter is thoughtfully tailored to meet the guests’ desires, whether they seek adventure, relaxation, or a bit of both.

For James, a perfect day on charter means ideal wind, calm seas, and happy guests, with everyone making the most of the experience—enjoying stunning meals from the galley, sailing under perfect conditions, and spending time exploring the beauty of the BVI.

When he’s not at the helm, you’ll find James fishing, playing golf, diving, or gathering with friends over family-style meals—an extension of the warmth and camaraderie he brings to his charters. Guests also enjoy learning about his adventurous side, particularly his love for endurance and technical sports.

With Captain James at the helm, guests can expect an expertly guided, beautifully relaxed, and thoroughly enjoyable charter. From smooth sailing adventures to cocktails at sunset, James ensures that the memories made aboard VOYAGE Charters are ones to cherish forever.

Captain James Smyly is the embodiment of calm professionalism with a laid-back South African charm, delivering an elevated yet relaxed charter experience. With 5 years in the yachting industry and a love for adventure, James brings expertise, enthusiasm, and a genuine passion for sailing to every VOYAGE Charters journey.

Originally from Pietermaritzburg, South Africa, James was inspired to pursue yachting by friends already in the industry and quickly embraced its dynamic lifestyle of travel, adventure, and personal growth. From completing the transatlantic delivery of the VOYAGE 590 Sol Liv from Cape Town to Tortola to his role as a charter captain, James combines technical expertise with a personable, guest-focused approach.

A certified IYT Master of Yachts 200gt Unlimited and PADI Divemaster, James excels at sharing his love for the water with guests. His extensive knowledge of fishing, wine (backed by his WSET Level 2 Wine Certification), and a knack for crafting fun cocktails add layers of enjoyment to the guest experience.

James describes himself as “cool, calm, and collected,” and it’s this steady demeanor that helps guests relax and fully enjoy their time on the water. His service is uniquely shaped by his time in the superyacht world, where he honed a high standard of care that he blends effortlessly with the Caribbean’s easygoing vibe. Working closely with Chef Robyn—whom he met while scuba diving—James ensures each charter is thoughtfully tailored to meet the guests’ desires, whether they seek adventure, relaxation, or a bit of both.

For James, a perfect day on charter means ideal wind, calm seas, and happy guests, with everyone making the most of the experience—enjoying stunning meals from the galley, sailing under perfect conditions, and spending time exploring the beauty of the BVI.

When he’s not at the helm, you’ll find James fishing, playing golf, diving, or gathering with friends over family-style meals—an extension of the warmth and camaraderie he brings to his charters. Guests also enjoy learning about his adventurous side, particularly his love for endurance and technical sports.

With Captain James at the helm, guests can expect an expertly guided, beautifully relaxed, and thoroughly enjoyable charter. From smooth sailing adventures to cocktails at sunset, James ensures that the memories made aboard VOYAGE Charters are ones to cherish forever.

Captain's Cocktails

Tequila Sour

Tequila - Lemon & Lime Juice - Simple Syrup - Egg White - Bitters

Frozen Mango Daquiri

White Rum - Mango - Lime Juice - Simple Syrup

Smoked Ol' Fashioned

Bourbon - Simple Syrup - Orange Bitters - Smoked Wood Chips

Meet our Other VOYAGE Captains

Andy Milton

Brett Johnston

Chris Van Mastrigt

Michael Weiner

Stephan Nortje

Tate Hempel