Sydney Catamaran Sailing Adventure cruises with Barefoot Charters
BAREFOOT CREW

Captain Shaun

The Ultimate Waterman Captain Shaun

A recreation boater since forever, Shaun is a true veteran of the water and an absolute weapon of a waterman. Fuelled by curiosity and an endless thirst for adventure, he’s mastered more skills than most people collect hobbies.

As a kid he flipped and flew as a gymnast, tore across the water as a waterskier, and later built a thriving career as a licensed electrician… but of course, Shaun being Shaun, that wasn’t nearly enough. He then took to the skies, learned to fly helicopters, and became a licensed instructor—because why not?

But the water has always been his first love. You’ll find him most weekends relaxing (or more likely tinkering) aboard his 40-foot motor cruiser on Sydney Harbour. Still, even that couldn’t quite contain his ambition. He earned his commercial skipper’s ticket, Master 24, and MED 2, diving headfirst into the challenge and thrill of captaining with Barefoot Charters.

With endless experience, unstoppable enthusiasm, and more energy than the sun shining on the Harbour, Captain Shaun makes every trip unforgettable. Step aboard and you’ll see why—time spent with him isn’t just a cruise, it’s an adventure.

BAREFOOT CREW

What to expect Aboard

"Step onboard, kick off your shoes, and let the ocean do the talking."

Captain Dean CROPP | BAREFOOT CHARTERS
BAREFOOT CHARTERS FOUNDER

Captain Dean Cropp

Captain Dean Cropp, founder of Barefoot Charters, is a true ocean adventurer with a lifelong connection to the sea. Born into a maritime legacy as the son of renowned explorer and documentary filmmaker Ben Cropp, Dean grew up diving shipwrecks, exploring remote reefs, and learning the rhythms of the ocean from an early age. Today, he leads Barefoot Charters with decades of experience as a commercial diver, sailor, underwater cinematographer, and storyteller — bringing a depth of knowledge that makes every charter feel both safe and unforgettable.

Beyond running Barefoot Charters, Dean is known for his passion for exploration, filmmaking, and marine conservation. His work has taken him across Australia and the Pacific, developing custom underwater camera systems and filming wildlife in some of the world’s most remote waters. Guests who step aboard one of his vessels experience his warm, easygoing leadership style, along with his natural gift for sharing the magic of the ocean. Every charter reflects Dean’s belief that the sea is not just a place to visit — but a world to connect with.

Contact

Any questions? Give us a call

PERSONAL SUPPORT

Barefoot Charters Concierge Service

Skip the back-and-forth and enjoy the ease of real, personalised support. With our Concierge Service, you’ll be connected directly to a dedicated team member who will guide you through every step of your booking. Whether you have questions, special requests, or just want the reassurance of speaking to a real human, we’re here to make the process seamless, stress-free, and tailored to you. Let us take care of the details—so you can focus on looking forward to the experience.
Sailing and Paddle Board Day Trip Sydney Harbour
BAREFOOT CHARTERS

Sydney Harbour Party Cruises

Unforgettable Parties. Iconic Views.

🎶 DJ • Music • Dancing • Water Slide • Inflatables
🌅 Sunset Sailing | 🍴 BBQ, BYO or Catered Options
🎉 Perfect for Corporate Events, Birthdays & Celebrations (30–200 Guests)

✨ Make It a Night to Remember — Dates Fill Fast!

Book Your Party Date Now !