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Sailing in Sydney

★5.0 ✓Free cancellation on most experiences

Our top 3 of 5 experiences

Sydney Harbour Lunch Cruise: Small Group Sailing Under the BridgeOur pick
Sydney Harbour Lunch Cruise: Small Group Sailing Under the Bridge★ 4.94 (183)5hEvery day · 10:00Live guide EN
from · per personAU$ 360
Sydney Harbour sailing from Manly: Hands-on keelboat experienceBest value
Sydney Harbour sailing from Manly: Hands-on keelboat experience★ 5.00 (25)1h 30m–2h 30mEvery day · 2 start timesLive guide EN
from · per personAU$ 169
Sydney Harbour Cruise with Private Yacht Club LunchPrivate option
Sydney Harbour Cruise with Private Yacht Club Lunch★ 5.00 (40)4hEvery day · 12:30Live guide EN
from · per personAU$ 450

Sailing in Sydney 5 options

From AU$ 99 · 3 of 5 run daily · departures between 10:00 and 13:00 · most take 2h 30m–5h

Sydney Harbour Lunch Cruise: Small Group Sailing Under the Bridge
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Our pick
Sydney Harbour Lunch Cruise: Small Group Sailing Under the BridgeSailing yacht cruise on Sydney Harbour with lunch included. Maximum 8 passengers, departing Darling Harbour, passing Opera House and Rocks.
183 reviews
4.94★
Duration
5h
Every day
10:00
Live guide ENFree cancellationfromAU$ 360per person
Sydney Whale Watching Sailing: Humpback Migration Tour
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Excellent quality
Sydney Whale Watching Sailing: Humpback Migration TourSmall-group whale watching sail in Sydney Harbour and Tasman Sea during humpback migration. Max 12 guests, includes water and snacks. Eco-friendly experience.
68 reviews
4.91★
Duration
3h
Next departure: 1 Jun 2027Live guide ENFree cancellationfromAU$ 99per person
Sydney Harbour sailing from Manly: Hands-on keelboat experience
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Best value
Sydney Harbour sailing from Manly: Hands-on keelboat experienceSail a 24ft keelboat on Sydney Harbour from Manly with a professional skipper, helping set sails and steer past waterfront mansions and hidden beaches.
25 reviews
5.00★
Duration
1h 30m–2h 30m
start times · Every day
2
Live guide ENFree cancellationfromAU$ 169per person
Sydney Harbour Cruise with Private Yacht Club Lunch
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Private option
Sydney Harbour Cruise with Private Yacht Club LunchCruise Sydney Harbour on a 37-foot sports cruiser past the Bridge and Opera House, with skipper commentary and lunch at an exclusive private yacht club.
40 reviews
5.00★
Duration
4h
Every day
12:30
Live guide ENFree cancellationfromAU$ 450per person
Sydney Harbour sailing: Hands-on yacht experience from Manly
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Sydney Harbour sailing: Hands-on yacht experience from ManlySail a 61ft classic yacht on Sydney Harbour from Manly, help set the sails and steer past the Opera House and Harbour Bridge, or sit back and watch, no experience needed.
13 reviews
5.00★
Duration
2h 30m
start times · Thu–Sat
2
Live guide ENFree cancellationfromAU$ 225per person

All 5 options, side by side

✓ 2026-11-05
OptionPriceDurationRatingDays and timesGuide languages
Sydney Harbour Lunch Cruise: Small Group Sailing Under the BridgeOur pickGroup of up to 8
AU$ 360 per person
5h4.94★ · 183Every day · 10:00English
Sydney Harbour sailing from Manly: Hands-on keelboat experienceBest valueGroup of up to 4
AU$ 169 per person
1h 30m–2h 30m5.00★ · 25Every day · 2 start timesEnglish
Sydney Harbour Cruise with Private Yacht Club LunchPrivate optionGroup of up to 8
AU$ 450 per person
4h5.00★ · 40Every day · 12:30English
Sydney Whale Watching Sailing: Humpback Migration TourGroup of up to 12
AU$ 99 per person
3h4.91★ · 68Next departure: 1 Jun 2027English
Sydney Harbour sailing: Hands-on yacht experience from ManlyGroup of up to 12
AU$ 225 per person
2h 30m5.00★ · 13Thu–Sat · 2 start timesEnglish

Sailing in Sydney at a glance

Real price per person across the 5 options: AU$ 99–AU$ 450 (median AU$ 225). With 100+ reviews: 1 of 5.

Of the 5 options: 5 with live guides in English, 5 with free cancellation, 3 with instant confirmation, 4 kid-friendly and 2 bookable last-minute.

How we rank: quality, number of reviews, availability, booking conditions and relevance to the topic. In the comparison table, our top 3 comes first. Price per person.

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