CHOOSE YOUR EXPERIENCE
Your Boat.
Your People.
Your Day.
Two ways to get out on Sydney Harbour — a fully private charter tailored around your group, or hop aboard our ticketed Cheeky Monkey day for a laid-back swim and sausage sizzle with a bunch of other good humans.
PRIVATE HARBOUR CHARTERS
Make Sydney Harbour Yours
Bring your favourite people and let us take care of the rest. Enjoy a private boat, your own itinerary, and a crew focused on making your day memorable.
Perfect for: Birthdays, celebrations, family gatherings, corporate events and group get-togethers.
BY THE TICKET: BYO SAUSAGE SIZZLE & SWIM
The Harbour Is Your Playground
No need to book out the whole boat — grab a ticket and join the Cheeky Monkey crew for a day of swimming, sausage sizzle and sunshine on Sydney Harbour. BYO your favourite drinks, and we’ll sort the rest.
Jump in and make the most of our water toys — paddle boards, lily pad and floating lounge — anchored up in one of the harbour’s best swim spots.
More Than Just A Boat Ride
At Sea Monkey Sailing, we believe the best days are the ones you don’t want to end.
We’re a small family business offering personalised boat charters around Sydney Harbour, with a choice of sailing and motor catamarans, an experienced crew and plenty of ways to make your day your own.
Tell us what you’re planning, who you’re bringing and what kind of day you’re after — we’ll help you create the rest.
Curious George
12m Cougar Catamaran
Think tropical floating lounge meets Sydney Harbour adventure. Curious George is a spacious 12-metre Cougar Cat with a huge open deck, flybridge and plenty of room to party, relax or cruise in style.
With an onboard BBQ, XL eskies, galley, rain cover and an XL Lilypad for swimming, she’s made for everything from DJ parties to chilled-out Sunday cruises.
Why Charter With Us
We Take Care Of The Details.
You Enjoy The Day.
Planning a boat charter shouldn’t feel complicated.
Tell us what you’re celebrating, how many people are coming and what you’d like to do. Our crew will help put the pieces together.
Personalised Experiences
Your charter is built around your group, your plans, and the kind of day you want to have.
Experience Crew
Our friendly crew are there to keep things running smoothly so you can relax and enjoy your time on the water.
Food Sorted
Enjoy a BBQ cooked onboard by our crew or talk to us about arranging specialised catering for your event.
Bring the Fun
Make a splash with paddle boards, floating pontoons, giant lily pads and floating lounges.
Bring Your Music
Our boats feature high-quality sound systems, making it easy to bring your own soundtrack for the day.
Room to Relax
Enjoy a mix of indoor and outdoor spaces designed for socialising, relaxing and enjoying the harbour.
Ready to Get on Water?
tell us what you’re planning
Whether you already know exactly what you want or need a little help deciding, we’re here to make it easy.
Not sure which boat or experience is right for you? No problem. Tell us a little about your plans and we’ll help you work it out.
Small Family Business.
Big Days On The Water.
We’re not interested in giving you a cookie-cutter boat tour.
Sea Monkey Sailing was built around a simple idea: get great people together, put them on a great boat, and create an experience they’ll remember.
From the first conversation to the moment you step back onto the wharf, our goal is to make your day feel easy, personal, and seriously fun.
