Sydney Harbour Cruises
for friendly, expert advice call Call Us 0416 185 725

Welcome to Obsession Cruises

Luxury Sydney Harbour Cruises
for 1-37 guests

Obsession is a luxurious and beautifully appointed sailing catamaran. The 50 by 27 feet sailboat offers lucky guests a unique five star cruising experience on Sydney Harbour. A cruise on Obsession is a great day out for all, and it can be yours from just $525 per hour. Minimum booking is 4 hours. Discover the most affordable luxury cruise or charter on Sydney Harbour!
View Boat

Looking for the Best Cruise Charter on Sydney Harbour?  

Step onboard OBSESSION for an unforgettable day of luxury and relaxation! You’ll be obsessed with obsession - just like all those who sailed before you. Affordable luxury awaits on our Sydney Harbour cruise charter!

This popular luxury catamaran allows you to cruise Sydney Harbour in style with up to 37 guests.


Space & Comfort 

The white leather interiors and roomy foredeck of the catamaran offer the best of both worlds - they are spacious and comfortable! The boat is extremely stable and offers enough seating for 37 people, including sun lounges and bean bags.

Panoramic Views 

A popular feature of the boat is its wrap-around windows. You’ll be left in awe of the panoramic views of Sydney Harbour.

State-of-the-art Sound System

The vessel comes with its very own state-of-the-art sound system. Cables are normally included. The dance floor is waiting; we’ll be more than happy to find you a DJ for your event. 

Sail with an Experienced Crew

Obsession is operated by a permanent Master IV skipper, crew and hostess. They are proud to deliver a smooth, stylish and personalised sailing experience to each and every client.

Stay Overnight 

For extra special occasions or corporate weekends, obsession cruises provides overnight accommodation for up to ten guests. The catamaran has five spacious double cabins, each with an ensuite bathroom.



Fully catered with your own chef or BYO


OBSESSION'S luxury Sydney Harbour charter cruise boat provides a very relaxed venue for your event. Our award-winning chef can create exquisite cuisine to match your specific tastes and requirements. Whether it is a formal dinner, a corporate event, a birthday celebration, cocktails for ten or a gourmet barbeque for 37 - the obsession team will exceed your expectations. Or if you prefer, you can self cater! There is a fully equipped kitchen and a large outdoor BBQ onboard.

Our Harbour Cruise Options



Watch the Video of our latest Kite Surfing Charter

How Was the Experience for Our Customers

"I spent a wonderful afternoon aboard your boat. Having booked a number of boats in the previous few years, nothing compares to what I experienced onboard your yacht.  The skipper and yourself provided me with one of my most memorable days on the harbour." Hayley Johnson

Obession Cruises on Facebook
Obession Cruises on YouTube
Obession Cruises on Twitter