Cheeky Monkey
Pro4.9 stars from 55 Google reviews
|Highlights
- Tropical décor throughout, strung with fairy lights and ivy for a beachy vibe
- A club-strength Bluetooth PA system that's ready to plug straight into your own DJ setup
About Cheeky Monkey
Cheeky Monkey is a 12m power catamaran cruiser with a genuinely different look – wide, open decks dressed in tropical, beachy décor with ivy and fairy lights, built for a relaxed party atmosphere rather than a formal function. She's licensed for 48 but capped at 30 guests for comfort, and comes fully covered for wet weather with optional roll-up clears if you want the open-air option instead. A nightclub-grade amplified PA system with Bluetooth is already onboard and DJ-ready, so bringing your own decks is all that's needed. A BBQ and ice boxes cover BYO food and drinks, and a swim platform gives easy water access, with water toys available to hire. Main pick-up is Convention Wharf at Darling Harbour, with Crown Towers at Barangaroo a popular alternative; several other wharves are available subject to availability. Standard charters run 4 hours, with 11am or 12pm the preferred start for daytime cruises.
Inclusions & amenities
Budget
Vessel Type
Features
Location
Food & Drinks
Facilities
Pricing
Pre-loading at Mosman Bay or Lavender Bay (first charter of the day): $75.
Pre-loading at Rose Bay (first charter of the day): $100.
Food
Beverages
Wharfs & Availability
Cheeky Monkey is up for charter daily – just enquire for live availability. Charters are a standard 4 hours, best kicked off at 11am or 12pm (a 1:30pm start is the latest we'll do, availability allowing), and wrapping up by 10pm at the very latest.
Wharf Locations
Convention Wharf at Darling Harbour is the default pickup, with Crown Towers at Barangaroo a close second. King St Wharf, Lavender Bay, Taronga Zoo, Rose Bay, Double Bay and Mosman Bay are also on the cards depending on the day. Manly's possible too, but only for groups of 12 or under, and it comes with a $150 surcharge.
Pre-Loading
Loading up early at Mosman Bay or Lavender Bay costs $75 (45 minutes ahead, first charter of the day only); at Rose Bay it's $100 for an hour's head start, same first-charter condition.
Meet the Team
Katie & Rob – Your Hosts
This family-owned North Shore business is run by Katie and Rob, who've spent years on and around boats. Rob is the Captain you'll meet at the helm, welcoming guests aboard; Katie manages the bookings and keeps everything running smoothly. Since buying their first boat, Sea Monkey, in 2020, they've gone on to acquire and rebrand two more vessels, including Cheeky Monkey, each with its own distinctive tropical-themed interior.
Frequently asked questions
What's the vibe on Cheeky Monkey like?
Wide, open decks dressed in tropical, beachy décor with ivy and fairy lights – built for a relaxed party atmosphere rather than a formal function.
How many guests can come?
Licensed for 48, but capped at 30 guests for comfort.
What if the weather turns?
She's fully covered for wet weather, with optional roll-up clears if you'd rather keep it open-air.
What are the standard charter hours?
A 4-hour charter, best started at 11am or 12pm (a 1:30pm start is the latest available), wrapping up by 10pm.
Cassandra Nock
a year ago
We booked the Cheeky Monkey for special birthday celebration afternoon/evening cruise and had THE BEST TIME with our hosts Mette & Ben. Mette took a bunch of photos that she shared with me at the end of the night which…
Charlie Towers
7 months ago
Oh my gosh, absolutely loved out Hens cruise with Sea Monkey Sailing!! We booked the Cheeky Monkey for our Hens party the service was brilliant! Our Hosts Metta and Alex were amazing to us and took heaps of photos! Stopp…
Jacky Evans
a year ago
Thank you to Rob, Mette and you for such a perfect New Years Eve! I’ve always wanted to see the fireworks from the harbour but this experience was better than I ever imagined. The communication prior & over the day, the…
Rachel Bryson
a year ago
As a group we spent New Years Eve on the boat to celebrate. The crew (family) were so lovely and assisted promptly with each request, the BBQ on board was fantastic and the environment was so enjoyable. It was a fantas…






























