Got any more Sydney trip ideas?

We sure do. Check out our curated lists of hand-picked Sydney Tours. Top 10 Sydney 2026 Senior-friendly tours Sydney The best tours and activities for culture lovers in Sydney Top Day Trips from Sydney Things to do in Sydney this summer View all Sydney Trip Ideas →

What are the most popular styles of Tours and Activities in Sydney?

Based on our sales data over the past year, the most popular styles of tours and activities in Sydney are: Sydney Attraction Tickets Sydney Sightseeing Tickets & Passes Sydney Outdoor Activities Sydney Nature & Wildlife Sydney Zoo Tickets & Passes View all tour styles in Sydney →

Top Sydney Sailing Trips

Q: Which Sydney Sailing Trips have Instant Confirmation?

Sydney Sailing Trips with Instant Confirmation include: Luxury Sailing Cruise on Sydney Harbour with Lunch Sydney Harbour Tall Ship Afternoon Discovery Cruise Sydney Harbour Tall Ship Twilight Dinner Cruise Sydney Harbour Tall Ship Pirate Cruise Experience 3-Hour Private Skippered Sailing Yacht Charter in Palm Beach View all Tours with Instant Confirmation →

4.9 (174)

Luxury Sailing Cruise on Sydney Harbour with Lunch

Take in the stunning views of Sydney on a Sydney Harbour on luxury sailing trip. On board your 40-foot luxury sailing yacht, with your experienced...

5 Stunden • Kostenlose Stornierung

4.9 (174)

ab
$263

4.6 (280)

Sydney Harbour Tall Ship Afternoon Discovery Cruise

Board one of our traditional tall ships Southern Swan or the impressive Soren Larsen and discover the sights and sounds of Sydney on a unique...

1 Stunde 30 Minuten

4.6 (280)

ab
$50

4.4 (458)

Sydney Harbour Tall Ship Twilight Dinner Cruise

Treten Sie an Bord des wunderschönen Südlichen Schwans oder des prachtvollen Sören Larsen und setzen Sie Segel auf dieser Dämmerungskreuzfahrt wie die frühen Siedler vor...

2 Stunden • Kostenlose Stornierung

4.4 (458)

ab
$65

5.0 (13)

Sydney Harbour: Hands-On Sailing Experience on Luxury Yacht

Embark on a sailing cruise on our magnificent 61ft classic yacht, Southwinds, and experience the magic of Sydney Harbour from the water. Benefit from the...

2 Stunden 30 Minuten • Kostenlose Stornierung

5.0 (13)

ab
$164

4.7 (12)

Sydney Harbour Tall Ship Pirate Cruise Experience

Come dressed as pirates and join Captain Pineapple and his crew aboard a real pirate ship Southern Swan or the magnificent Soren Larsen for the...

1 Stunde 30 Minuten

4.7 (12)

ab
$50

5.0 (4)

3-Hour Private Skippered Sailing Yacht Charter in Palm Beach

Sail the beautiful waters of Pittwater on a sailing yacht, swim in the clear waters, and enjoy uncrowded beaches, BYO food and drink, or let...

3 Stunden • Kostenlose Stornierung

5.0 (4)

ab
$617

5.0 (3)

Private Luxury Cruise on Sydney Harbour on Classic Yacht

You'll be cruising aboard our magnificent 61ft flagship, Southwinds with our experienced and attentive crew. Iconic Views: Glide past Sydney’s world-famous landmarks, including the Sydney...

2 Stunden • Kostenlose Stornierung

5.0 (3)

ab
$1,646

5.0 (2)

Private Sydney Harbour Twilight Sail with Champagne

Private Twilight Harbour Champagne Cruise on Sydney Harbour Operated by Salty Sydney Harbour. This private intimate twilight tour is the perfect way to end the...

2 Stunden • Kostenlose Stornierung

5.0 (2)

ab
$1,097

5.0 (4)

Sydney Harbour Sail Like a Local Lunch Tour

Sail like a local on Sydney Harbour! Operated by Salty Sydney Harbour. Set sail on a 12m luxury Beneteau 40.7 yacht. An informative skipper or...

3 Stunden • Kostenlose Stornierung

5.0 (4)

ab
$439

5.0 (4)

Private 4-Hour Luxury Yacht Charter on Sydney Harbour

Private tour operated by Salty Sydney Harbour! Set sail on a 12m luxury Beneteau 40.7 yacht. An informative skipper or instructor will provide commentary on...

4 Stunden • Kostenlose Stornierung

5.0 (4)

ab
$1,824

5.0 (1)

Sydney Harbour Tall Ship Laser Clay Shooting with Mast Climb

Laser Clay Shooting ist eine originelle und interaktive Aktivität, an der sich jeder in aller Sicherheit erfreuen kann, ohne die Umwelt zu schädigen. Holen Sie...

2 hours 30 minutes

5.0 (1)

ab
$109

Yacht Charter - Luxury Yacht Calypso

Calypso ist perfekt für einen Tagesausflug zum Segeln und Entspannen im atemberaubenden Hafen von Sydney. Das hohe Bollwerk und die Sicherheitsgeländer sowie der hervorragende Sonnenschutz...

4 Stunden

ab
$2,021

Private Sydney Harbour Morning Sail with Mimosas

Private Morning Mimosa Cruise on Sydney Harbour operated by Salty Sydney Harbour! This intimate morning tour is the perfect way to start the day, complete...

2 Stunden • Kostenlose Stornierung

ab
$1,094

Häufig gestellte Fragen

Diese Antworten basieren auf Antworten, die zuvor auf Fragen von Cool Destinations Kunden gegeben wurden.

What are the best options for Sydney Sailing Trips?

What are the best kid-friendly options for Sydney Sailing Trips Tours?

According to verified reviews on Cool Destinations and TripAdvisor, the best kid-friendly Sydney Sailing Trips are:

Alle kinderfreundlichen Touren anzeigen →

Which Sydney Sailing Trips have Instant Confirmation?

Which Sydney Sailing Trips have Free Cancellation?

Sydney Sailing Trips with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

Alle Touren mit kostenloser Stornierung ansehen →

Noch mehr Reiseideen für Sydney?

Welche Arten von Touren und Aktivitäten in Sydney sind am beliebtesten?

Aktuelle Tourbewertungen

New York City

Sydney Harbour Tall Ship Twilight Dinner Cruise

Getaway03876534961, Sep 2026

Great experience

Great way to see the harbour. Crew were very friendly and helpful. Set sail on the way back, lovely and peaceful and you get plenty of time to take it all in. Simple but very nice dinner and a chocolate brownie straight out of the oven at the end. Most of what you pay goes into maintenance of the ship which is over 100 years old. Would definitely recommend.

New York City

Sydney Harbour Tall Ship Twilight Dinner Cruise

Marcus_M, Jul 2026

Must do in Sydney!

We had a great time on the 100 year old ship! The views were unbeatable, food was delicious and we were even allowed to help with setting the sails.

New York City

Luxury Sailing Cruise on Sydney Harbour with Lunch

rhonda_p, Jul 2026

Fabulous Tour

Captain Dave is fabulous! Hes super knowledgeable about Sydney and Darling Harbor-so interesting!! It was my husband and I plus adult daughter. We had rainy inclement weather and Capt Dave supplied rain pants and jackets so we still enjoyed sightseeing and listening to him tell us about Sydney Harbor. Lunch was fantastic! Great tour, great conversation, great food!!!

New York City

Sydney Harbour Tall Ship Afternoon Discovery Cruise

Catriona L, May 2026

A Fun Experience !

We really enjoyed our afternoon cruise around Sydney Harbour . It was a great experience and something very unique. I recommend this trip.

New York City

Luxury Sailing Cruise on Sydney Harbour with Lunch

liquidsunshine77, Apr 2026

Unforgettable Sydney Harbour Sailing Experience with a Wonderful Crew

We had an excellent sailing experience in Sydney Harbour! I went with my daughter while visiting from the U.S., and it was truly a highlight of our trip. Dave and his daughter were amazing—so friendly, welcoming, and easy to be around. Dave was incredibly knowledgeable and shared great insights about the harbor, which made the experience even more enjoyable.The boat itself was beautiful, and everything felt relaxed and well taken care of. The food was also delicious—such a nice added touch while out on the water.I would highly recommend this experience to anyone looking for a memorable and enjoyable way to see Sydney Harbour!

New York City

3-Hour Private Skippered Sailing Yacht Charter in Palm Beach

Paradise68354958724, Apr 2026

Amazing Afternoon Aboard

I booked to take my family 6 adults, 1 toddler,1 baby, on an afternoon sail around Pittwater. On the day we had adverse weather conditions I asked to change the date at late notice, guess what ? no problem. I felt it was very very important to the owner that we had the best possible experience which of course we did. The sailing trip was exceptional and Micheal took the time to chat to everyone individually but also educating us on the beautiful spectacular area of Pittwater. When I think of Taylor Made Escapes I think Professional, friendly, organised, stress free, enjoyable, very good value for money. Do yourself a favour and book Micheal at Taylor Made Escapes.

New York City

Sydney Harbour Tall Ship Afternoon Discovery Cruise

MsVic, Apr 2026

Yo ho- yo ho!

Such a unique experience on the Sydney Harbor! We had an enjoyable afternoon out in the harbor on this unique 1800s ship. We got lucky cause there was only a group of 10 of us, so we basically had the entire ship to ourselves. We met the captain and the crew, but our tour guide was great! He was quite the historian, and gave us so much interesting information and stories of the area. We also got to help the crew with the sails which was a lot of fun! They offered us beverages and capers which made for a super nice voyage out and then back under the bridge before returning to the dock.

New York City

Sydney Harbour Tall Ship Pirate Cruise Experience

Benjamin K, Apr 2026

Fantastic day on the bay

Had a fantastic day with our 6 and 8 year olds. The crew were wonderful- particularly the two entertainers, Jolly Roger and Captain Pineapple! On Sydney Harbour with a beer and the kids were having a ball. Highly recommended

New York City

Sydney Harbour Tall Ship Pirate Cruise Experience

giovannisV2057RW, Apr 2026

To the boarding!!!

We spent a very enjoyable and fun day with the Pirates, aboard a splendid vintage ship. The tour, or rather, the "Mutiny Cruise," was a truly entertaining experience in a splendid and unique setting in Sydney Harbour. A must-do for families with children, who joyfully and enthusiastically participate in the mutiny, the steering of the ship—even as deckhands—and the search for treasure! Definitely worth a try!

New York City

Sydney Harbour: Hands-On Sailing Experience on Luxury Yacht

LeahRobyn_M, Mar 2026

Sailing Sydney Harbour

Relaxed and professional and up market treatment by Finn and his crew,Amazing Sydney Harbour views and lots of fun sailing the boat!

New York City

Sydney Harbour: Hands-On Sailing Experience on Luxury Yacht

florencemC4002YS, Jan 2026

A real sailing experience

A truly outstanding sailing experience. For those who want an authentic, small-group adventure on a beautiful yacht, guided by passionate skippers and instructors. Exceptional sailing, unforgettable moments – highly recommended.

New York City

3-Hour Private Skippered Sailing Yacht Charter in Palm Beach

200rosieh, Jan 2026

Must do experience!

What an amazing start to 2026! This is an absolute must do. Michael is a brilliant skipper, patient teacher and very entertaining host! He is so flexible to what you would like to do and you couldn’t ask for a more beautiful location. Also easily accessible by car or bus.

New York City

Private Sydney Harbour Twilight Sail with Champagne

courtneythomas, Jan 2026

Just do it!

Really appreciated our skipper Tom who was an amazing Ambassador for Sydney - teaching us lots of things we could have never learned on our own. Great experience and highly recommended!

New York City

Private Luxury Cruise on Sydney Harbour on Classic Yacht

lucyrU4328EW, Dec 2025

A truly wonderful way to see Sydney

We have been in Sydney over Christmas and this was hands down the most magical experience. Southwinds is a beautiful yacht and the views of the harbour were breathtaking. Finn, Hannah who crewed the yacht and Nicola who took us out on the rib were all fantastic and I cannot recommend this experience highly enough. Thank you

New York City

Private 4-Hour Luxury Yacht Charter on Sydney Harbour

elsp02, Dec 2025

Best Sydney Harbour Charter

Most amazing experience ! The crew went above and beyond to make sure we had the best time and we all felt very looked after, would 110% book again!!

New York City

Private 4-Hour Luxury Yacht Charter on Sydney Harbour

katrinasalnikow, Dec 2025

Amazing Boat Day

So amazing! The crew was so attentive. Couldn’t recommend more. Was a beautiful experience. Amazing day out on the water.

Top Sydney Sailing Trips

Touren in Sydney

Attraktionen

Reiseführer

Kalender

Luxury Sailing Cruise on Sydney Harbour with Lunch

Sydney Harbour Tall Ship Afternoon Discovery Cruise

Sydney Harbour Tall Ship Twilight Dinner Cruise

Sydney Harbour: Hands-On Sailing Experience on Luxury Yacht

Sydney Harbour Tall Ship Pirate Cruise Experience

3-Hour Private Skippered Sailing Yacht Charter in Palm Beach

Private Luxury Cruise on Sydney Harbour on Classic Yacht

Private Sydney Harbour Twilight Sail with Champagne

Sydney Harbour Sail Like a Local Lunch Tour

Private 4-Hour Luxury Yacht Charter on Sydney Harbour

Sydney Harbour Tall Ship Laser Clay Shooting with Mast Climb

Yacht Charter - Luxury Yacht Calypso

Private Sydney Harbour Morning Sail with Mimosas

Häufig gestellte Fragen

Top Sydney Sailing Trips

Touren in Sydney

Attraktionen

Reiseführer

Kalender

Häufig gestellte Fragen

Website-Einstellungen

Währung

Bestpreisgarantie

Wir machen es Ihnen leicht!

Bedingungen & Konditionen für Rückerstattungen

Sortierung, Ranking und Suchergebnisse

Cool Support

Option wählen

Cool Rewards – Bedingungen & Konditionen