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Sydney · New South Wales · Australia
Boxing Day Cruise on Ocean Dreaming 2 from Darling Harbour
Starting From
From $169.99 per person
Current Project Expedition rate
Experience inventory, live availability and secure booking provided by
Project Expedition
The Experience
What your day looks like
Experience the emotional and high-stakes departure of one of the world's most grueling blue-water classics with the Sydney to Hobart: Fantasea Farewell Expedition. On Boxing Day (December 26, 2026), this specialized cruise transitions from the competitive roar of the starting line to a poignant offshore pursuit. Positioned strategically near Watsons Bay, you will have a front-row seat to the fleet's final sprint toward the Sydney Heads. While most vessels remain in the harbour, this expedition is dedicated to "working back through the fleet," providing friends and family a final, intimate opportunity to wave farewell to their loved ones before they vanish into the Tasman Sea.
At a Glance
The experience, in brief
- Watch the race start from Watsons Bay on Sydney Harbour
- Follow the leaders offshore and farewell the fleet
- Licensed bar on board
- BYO lunch welcome
- Ocean cruise component (weather dependent)
Detailed Itinerary
The journey, in full
Strategic Positioning (Watsons Bay): Board your vessel at Darling Harbour or Circular Quay and head toward the mouth of the harbour. We secure a prime vantage point near Watsons Bay, ideally located to witness the 1:00 PM start as the yachts reach their top speeds before exiting the harbour. The Starting Surge: Witness the explosive start of the race. Watch as the 100-foot supermaxis and the "Corinthian" entries navigate the spectator-crowded waters, creating a forest of sails against the backdrop of the iconic Sydney skyline. The "Fleet-Back" Maneuver: After passing the Sydney Heads, the vessel moves offshore (weather permitting). We actively attempt to track and identify boats further back in the fleet, allowing family members and supporters to spot and salute their specific sailors. Offshore Follow: Travel alongside the fleet for a portion of their coastal transit. Witness the tactical transition from harbour racing to ocean survival as the yachts begin their 628-nautical-mile journey to Hobart. Return Transit: Enjoy a relaxing return journey to the city, sharing the excitement of the start with fellow maritime enthusiasts as you head back to the wharf.
Your Itinerary
Your day, step by step
Day 1
Sydney
Boating at Darling Harbour.
Before You Go
What to know before booking
Included
Vessel Features Three levels of outside viewing decks Comfortable cushioned seats Climate-controlled cabin Toilets on board (1 disabled)
Not Included
Tips & Gratuities
What to Bring
Comfortable shoes Comfortable clothes Cash for personal use
Meeting & Pickup
Departs from Darling Harbour
Languages Offered
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Planning Notes
Hotel pickup offered: No Confirmation: Manual By Business
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