Sydney Catamaran Sailing Adventure cruises with Barefoot Charters
BAREFOOT CREW

Captain Taylah

Capable Confidence Captain Taylah

At the helm of one of our most capable vessels, Barefoot BLUE, is one of our most capable captains. Taylah once thought her future was a blue Police uniform—until she realised the only blue she truly wanted was the endless shimmer of the ocean.

Her boating journey began in Far North Queensland, cutting her teeth as a deckhand before graduating to tender driver, then semi-submersible captain, skilfully threading boats through tight, delicate coral reef passages where precision is everything and mistakes are not an option.

Now based in Sydney with BAREFOOT CHARTERS, Taylah has traded tropical wildlife for wild harbour fun. With calm confidence, quick wit, and the kind of boat sense you only get from years in the salt, she keeps the vibes high and the adventures smooth. On Barefoot BLUE, she’s not just your captain—she’s your gateway to an unforgettable day on the water.

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 !