Sydney Catamaran Sailing Adventure cruises with Barefoot Charters

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Sunset & Bubbles Party Cruise

200

Sydney Party Cruise

3

Anchor Party Cruise

30+

barefoot charters sydney opera house

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The Barefoot Charter Sydney Difference

Barefoot Charters Sydney is a boutique boat hire service with three premium vessels that can accommodate a range of events, functions and parties for groups put to 30, 70, and 200. Cruise the iconic Sydney Harbour and let our captain and crew take care of the details, so you and your guests can have an unforgettable sailing experience.

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Why Barefoot Is Different?

Experience truly bespoke charters with Barefoot Charters. Private yacht hire with a DJ, BYO drinks, and floating fun with slide and inflatables – tailored to your group.

With over a decade of experience delivering truly bespoke catamaran charters across Sydney Harbour, Barefoot Charters has perfected the art of creating unforgettable on-water experiences. Our extensive charter history and constant guest feedback mean we know every vessel inside out — allowing us to match you with the perfect catamaran and crew for your celebration.

At Barefoot Charters, we take pride in being owner-operated — meaning you deal directly with the people who know the boats best. Our catamarans are maintained to the highest standard, and our experienced crew genuinely care about your enjoyment. If something needs attention, it’s handled immediately. Every charter is personally managed to ensure you step off feeling relaxed, refreshed, and completely looked after.

Every group is different — and that’s what we love most. At Barefoot Charters, we help you create a catamaran cruise that’s completely your own. Whether it’s a relaxed afternoon sail, a birthday party with a DJ, or a sunset celebration with your favourite playlist, we’ll help you plan every detail. From food and drinks to swim stops and timing, our team works with you directly to make sure your charter fits your vibe perfectly.

Our Barefoot Captain & Crew are passionate about creating unforgettable catamaran experiences. As the owners and operators of our vessels, we know every boat and every corner of Sydney Harbour firsthand. That means we can guide you on every aspect of your charter — from planning the perfect route and customising your party to making sure everything runs smoothly on the day — before, during, and after your cruise.

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Barefoot Charters Sydney Event Cruises

Captain Dean Cropp At The Helm

Captain Dean Cropp was born with salt in his veins. When he’s not leading Barefoot Charters to give guests some of Sydney’s most fun and unique boat charter experiences, Dean is deep beneath the surface as an underwater cinematographer and DOP. With a passion for exploration, he’s dived into submerged caves, Sunken Shipwrecks, crafted world-class custom camera housings for major films & documentaries, and sailed to some of Australia’s most remote reefs and Pacific islands. Barefoot Charters is led by a Captain who’s lived more of his life at sea than on land.

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Crystal clear water Swimming Sydney Harbour Barefoot boat hire

“Barefoot Charters Is Renowned for Sydney Harbour’s Best Party Experience!”

Barefoot Charters Sydney Is Made For Entertaining

Barefoot Charters Sydney can operate anywhere inside the heads and on Sydney Harbour, and is ideal for intimate sightseeing adventures or large corporate events. Our vessels are equipped with BBQs, fridges, sound systems, water toys, and slides and DJ platforms on larger boats. You are welcome to BYO food and drinks aboard all vessels.

Meet the Barefoot Crew

The Barefoot Charters crew brings together captains, engineers, photographers, deckhands, lifeguards, DJs, admin and support staff, all working seamlessly to deliver smooth, safe and unforgettable experiences on the water. With diverse expertise and a shared passion for the ocean, the team ensures every charter runs with professionalism, creativity and genuine barefoot spirit.

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Dean Cropp Captain Barefoot Charters

DEAN CROPP
CAPTAIN

Captain Tannah Barefoot Charters Sydney

TANNAH
Captain

Captain Taylah Barefoot Charters Sydney

TAYLAH
Captain

Captain Rodd Barefoot Charters Sydney

RODD
Captain

Captain Shaun Barefoot Charters Sydney

SHAUN
Captain

Elizabeth Deckhand Barefoot Charters

ELIZABETH
DECKHAND

Steph Deckhand Barefoot Charters

STEPH
BOOKINGS MANAGER

Engineer Mirage Barefoot Charters Sydney

MIRAGE
Engineer

Deckhand Isa Barefoot Charters Sydney

ISA
DECKHAND

Deckhand Sophie Barefoot Charters Sydney

SOPHIE
DECKHAND

Tom Photographer Barefoot Charters

TOM
Photographer

Barefoot Charters Sydney

Liberty
DECKHAND /LIFEGUARD

Barefoot Charters Sydney Harbour Barefoot Catamaran

Barefoot

UP TO 30 GUESTS

Barefoot is a sleek, stylish 12m Fusion 40 sailing catamaran, ideal for boat parties, corporate events, and sightseeing on Sydney Harbour. With Spacious deck, outdoor and indoor seating.

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Barefoot Blue Barefoot Charters

Barefoot Blue

UP TO 70 GUESTS

Custom-built 16 metre Super Sea Cat has three unobstructed 360 degree viewing decks complete with comfy lounges & plenty of space for all your guests to enjoy the sights of Sydney Harbour.

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Barefoot Sydney Boat Hire on Barefoot Explorer Sydney Harbour

Barefoot Spirit

UP TO 200 GUESTS

20m catamaran is your stable, spacious haven for fun. Its versatile layout is purpose-built for events, featuring three covered decks that provide unparalleled views of Sydney’s iconic harbour.

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EXCELLENT
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Based on 73 reviews
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Adi Balbul profile picture
Adi Balbul
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I had an amazing experience with this boat! The team was professional, friendly, and attentive to all my needs. The entire process was smooth, quick, and pleasant. Highly recommend for anyone looking for top-notch service with a personal touch. I will definitely return!
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Charles Henry
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I've been on two cruises with Dean and Steph, and each time has been a blast! Super lovely crew who put on a great party! Can't recommend them highly enough.
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Scott Dawkins
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Yes Barefoot Blue looks like a fishing trawler, but it’s a great boat for a weather proof function. One indoor area, two outdoor covered areas and two outdoor uncovered areas. We had 40 and there was plenty of space, could have easily had more. The stairs between decks are narrow but even older guests were ok with it. The quick trip to Athol / Mosman gave the tourists their Opera House photos, water very easy to swim in. You do need some upper body strength to get back into the boat as there is no ladder (but everybody was fine). Slide is great fun. Bonus you get picked up from Circular Quay so super easy. It’s not a beauty of a boat, but you can decorate and byo drinks and food. The 2 person friendly team will cook the food for you. Suggest you byo all disposable plates, cutlery and cups as the items on deck are limited. BYO music to plug into their system. Would recommend for a cost effective and fun option, as long as aesthetics are not your top item!
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Jus gutz
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My friends and I hired the Barefoot Spirit last weekend for our combined 21st birthdays and it was absolutely amazing. The boat had heaps of space (we had 150 people) and even more importantly, the crew were incredibly kind and understanding. As the main coordinator of the event, I found myself stressed at times but the crew assured me that everything would be okay and to have fun and for that, I’m forever grateful which is what brings me here today. Thank you Captain Dean and crew for such a memorable evening! I absolutely recommend this ship and crew to everyone looking to celebrate on the water, will definitely be my first option in the future! Kindest regards, Justine, Myka, Christian and Arabella.
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Ryan Guilfoyle
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I’ve had the pleasure of having Captain Willo and Jess look after us last season and can’t speak highly enough about them both. Not only did they probably help us have the best day of the summer but also kept us super safe on what was a super enjoyable outing. They are incredibly skilled but unbelievably fun, up for the laugh and will no doubt help you have an unbelievable day on the water !
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Steffi T
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Had the most incredible time whale watching with Barefoot Charters yesterday! The crew were very friendly, knowledgable and had a knack for guessing where the whales would be- thanks for such an amazing experience.
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Amy O'Loughlin profile picture
Amy O'Loughlin
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I rented Barefoot Explorer for my birthday party and would highly recommend. Captain Dean, Olivia and Steph provided an excellent service. Thanks again to the crew for hosting a great night!
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cameron hickson
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The Crew were superb thank you Captain Dani and Deckie Sam. Made everything easy and pleasurable and even cooked our bbq. The boat itself was the perfect size for the party and there is no better place than Sydney harbour for an evening party. Lots of fun, music, food and drink was had by all…. A great night thoroughly enjoyed by all and can definitely recommend Barefoot Charters if you want a cruise in Sydney Harbour…
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Cameron Horn
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Was part of a Barefoot Charters cruise for a staff party recently and would highly recommend for anyone planning a fun, laid back event. Boat was clean and spacious, and cruise went smoothly. Crew were excellent, especially Dean, who went the extra mile to find my phone after it fell into the harbour. Spent over 30 mins trying to find it and I’m so grateful!!!! Would highly recommend