Sailing and boat trips in Sydney Harbour

What our customers say

Over 250 ★★★★★ reviews

TripAdvisor Certificate of Excellence & Hall of Fame 2015, 2016, 2017, 2018, 2019

Very Professional

We recently booked this tour. The process was extremely clean and easy. We made a deposit and had confirmation instantly. We contacted the captain throughout the process and he always got back to us quickly. Unfortunately, the day the trip was scheduled the weather was quite bad. We contacted the captain ~ 1 hour before and advised of our weather concern. The captain got right back to us and gave us the option to cancel. We unfortunately did cancel and couldn't reschedule as it was our last day(he offered to reschedule for the following evening). I got a confirmation of the cancellation and refund within minutes. I offered to have him keep the deposit due to feeling badly and he refused to accept. If we are back in town we will try again.
markK3337NQ | Florida | 2 September 2018

Do it, do it!

had an awesome day with Dave and the crew, Dave really knows his stuff. Whether your inexperienced (like me) or have some experience under your belt, you'll work as a team, meet someone new and you'll have a great day. The mediterranean and the views of Barcelona are a must do! I highly recommend.
EverythingsArchie | | 29 September 2013

True sailing on the Med.

If you've been rum punch sunset cruising in Hawaii or Key West, think about this sail differently. This is an earthy, jump on a cool wooden boat and get ready to just have a sail type of experience. You bring your own food and beverages so nothing fancy there. There is no music unless you bring your own -- so prepare for the sound of the wind and the waves. If the wind is high, don't expect to be strolling on the boat - but rather holding a rail without letting go and enjoying a bit of adventure. Hit the restroom first and if you are the seasick type and the wind is up take some dramamine first as it really is a sailboat not a party boat! Dave was a solid captain who knew his stuff, but not there to give you a tour - just there to sail the boat. I really appreciated his clear communication about what to expect as well as flexibility with us with a last minute member cancelling due to illness.
Laura S | | 29 March 2018

Beautiful evening sail!

Skipper Dave was amazing! We took the evening sail and it was perfect. This is a great activity and I highly recommend it.
HNikkie | Chicago, Illinois | 28 September 2015

Recommended!

We had a very fun afternoon sailing on Gemini with Dave. A lovely wooden boat with room for all our stuff and it was great to be able to take our own food and drinks onboard (there's an easily accessible coolbox!). It was fairly blustery when we were out so we got to experience some "proper" sailing and basking in the sunshine was great. My only tip would be - take some warm clothing if you're out later on towards the evening, we got a little chilly on the journey back but then it was only April! It was a highly memorable part of our trip.
Olivia B | London, United Kingdom | 6 May 2014

A perfect way to spend the evening

I booked Classic Sail as a gift for my friends on our last night together in Barcelona. The booking was easy, communication thorough, and it was easy to find the boat. Dave got us out away from some of the noisier groups so we could enjoy a dip in the Mediterranean during the sunset. He was available but unobtrusive, and seems to be a great captain and lovely person. Six thumbs up!
Katy S | | 31 July 2018

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