We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Pilgrim Sailing

Open today: 9:00 AM - 5:00 PM
Book In Advance
Tours from Pilgrim Sailing tend to sell out - travelers recommend booking in advance!
110
All photos (110)
Full view
Traveler Overview
  • Excellent98%
  • Very good1%
  • Average1%
  • Poor0%
  • Terrible0%
Travelers talk about
“sydney harbour”(31 reviews)
“sailing boat”(3 reviews)
About
Pilgrim Sailing offers everyone an opportunity to enjoy sail on Sydney Harbour and enjoy the beautiful views of the Sydney Harbour Bridge, Sydney Opera House and the harbour foreshore during the summer months (November to March). One of the...more
Closed Now
Hours Today: 9:00 AM - 5:00 PM
See all hours
Suggested duration: 2-3 hours
Contact
Sydney, New South Wales 2000, Australia
Double Bay
Website
+61 424 296 406
Call
Improve This Listing
Ways to Experience Pilgrim Sailing
from $107.58
More Info
from $68.59
More Info
from $107.58
More Info
Reviews (93)
Filter reviews
92 results
Traveler rating
90
1
1
0
0
Traveler type
Time of year
LanguageEnglish
90
1
1
0
0
Show reviews that mention
All reviews sydney harbour sailing boat beautiful boat sailing experience an amazing experience friendly crew delicious cheese platter hobart race few hours great fun twilight yacht pilgrims skiing sailors skipper ropes
FilterEnglish
Updating list...
1 - 10 of 92 reviews
Reviewed 1 week ago

Ticks all the boxes. Perfect ending to my trip to Sydney. Lovely relaxing evening and duration just right along with attentive hosts. Small group so makes the cruise that little more personal. Amazing views. Highly recommend!

Date of experience: February 2019
Thank OliverBerchmans
ThePilgrimsofOz, Owner at Pilgrim Sailing, responded to this reviewResponded 4 days ago

Thank you! We are pleased you enjoyed the Sip&Sail - they are a beautiful way to enjoy the Harbour!

Reviewed 1 week ago

Ticks all the boxes. Perfect end to my stay in Sydney. Amazing views. Lovely relaxing evening. Small group so makes the trip that a little bit more personal and duration just right. Attentive hosts. Highly recommend!

Review collected in partnership with this attraction
Date of experience: February 2019
Thank Pathfinder632104
ThePilgrimsofOz, Owner at Pilgrim Sailing, responded to this reviewResponded 4 days ago

Thank you - we love the Sip&Sails too!

Reviewed 1 week ago

Despite no sun and therefore sunset - we absolutely loved our cruise. Clare and Paul were wonderful hosts and went above and beyond to make sure everyone thoroughly enjoyed themselves.

Review collected in partnership with this attraction
Date of experience: March 2019
Thank Georgie G
ThePilgrimsofOz, Owner at Pilgrim Sailing, responded to this reviewResponded 4 days ago

It’s always tricky when the weather doesn’t deliver the goods but we think an evening sailing n Sydney Harbour with wine and cheese is perfect in most weather!

Reviewed 2 weeks ago

The most enjoyable evening ever, your hosts Paul and Clare make you feel like old friends. The setting was beautiful, the cheese and wine superb. Cannot wait to do it again. It is a must do when in Sydney or Magnetic Island

Review collected in partnership with this attraction
Date of experience: March 2019
Thank 186leeannf
ThePilgrimsofOz, Owner at Pilgrim Sailing, responded to this reviewResponded 4 days ago

So good to have you guys on board again. We’ll see you next time!

Reviewed 2 weeks ago

Had the most amazing experience twilight racing on Sydney Harbour with Pilgrim Sailing. Paul and Clare go above and beyond to make the experience unforgettable. Will definitely go sailing with them again.

Review collected in partnership with this attraction
Date of experience: February 2019
Thank sarah19782018
ThePilgrimsofOz, Owner at Pilgrim Sailing, responded to this reviewResponded 2 weeks ago

Thank you!!! We're glad you enjoyed it!! The Racing is so much fun and we love sharing it with everyone! See you next time!!!

Reviewed 3 weeks ago

Two friends and I joined Pilgrim Sailing for a few hours on the harbour to watch the SailGP racing. The owners are highly competent and very friendly, snacks and drinks were delightful, company great. We didn't sail on this trip as it was intended just...More

Review collected in partnership with this attraction
Date of experience: February 2019
Thank ToniF26
ThePilgrimsofOz, Owner at Pilgrim Sailing, responded to this reviewResponded 3 weeks ago

Thank you ToniF26 for your kind review. The SailGP event was some fun - it was hard to know how the whole afternoon would play out being the first event ever hosted in the world but it was a super afternoon on the harbour. We...More

Reviewed 3 weeks ago via mobile

It was an absolute joy to sail around Sydney harbour on Pilgrim. Paul and Clare were lovely hosts and the food and wine were top notch and plentiful. I can’t think of a more glorious way to take in a sunset in Sydney - magnificent!

Date of experience: December 2018
Thank Alasdair_Glasgow
ThePilgrimsofOz, Owner at Pilgrim Sailing, responded to this reviewResponded 3 weeks ago

Thank you Alasdair - we're so glad you enjoyed the evening. It's a beautiful way to see Sydney Harbour and sample some delicious local cheese and wine. Hope to see you on board again on your next visit to Sydney. 😀

Reviewed 3 weeks ago

Great moment, the boat is beautiful, the team is so nice and professional. I recommend this cruise... Perfect!

Review collected in partnership with this attraction
Date of experience: February 2019
Thank Sandra D
ThePilgrimsofOz, Owner at Pilgrim Sailing, responded to this reviewResponded 3 weeks ago

Thank you!! We loved having you guys on board - it was such a fun night! Your father certainly seemed to enjoy the evening and the bubbles too!!!! 😀

Reviewed 3 weeks ago via mobile

An absolutely brilliant way to experience the most beautiful harbour in the world!Clare and Paul are fantastic hosts! This is an experience we will remember for a long time. Highly recommended!

Thank J8972AYrichardm
ThePilgrimsofOz, Owner at Pilgrim Sailing, responded to this reviewResponded 3 weeks ago

Thank you for joining us and posting a review. We're so pleased you enjoyed the evening - we think it's a beautiful way to spend an evening too and enjoy every cruise with our guests!

Reviewed 3 weeks ago

A perfect afternoon, flowing bubbles and beers, paired with a delicious cheese platter and Sydney harbour sunset! Super friendly hosts made it a truly memorable outing. Highly recommend!

Review collected in partnership with this attraction
Date of experience: February 2019
Thank Culture26034329093
ThePilgrimsofOz, Owner at Pilgrim Sailing, responded to this reviewResponded 3 weeks ago

Thank you for your feedback and for describing the afternoon we hope to create for all our guests! We're so pleased you enjoy it and hope to see you on board again!😀

View more reviews
Nearby
Double Bay
Located in Sydney’s eastern suburbs, Double Bay is a
one of the city's most beautiful harbor neighborhoods.
Designer boutiques provide a decadent shopping
experience and dress some of the most beautiful people
in Sydney. Sit down at one of the open air cafes for a
latte or a meal and enjoy the people-watching. Double
Bay was once an exclusive enclave for an older, elite
population, but new restaurants, late night bars,
...More
Nearby HotelsSee all 194 nearby hotels
InterContinental Sydney Double Bay
636 reviews
.24 miles away
The Savoy Double Bay Hotel
204 reviews
.31 miles away
Vibe Hotel Rushcutters Bay Sydney
2,618 reviews
1.01 miles away
Meriton Suites Bondi Junction
4,392 reviews
1.16 miles away
Nearby RestaurantsSee all 7,141 nearby restaurants
Little Jean
177 reviews
.29 miles away
Pink Salt
156 reviews
.28 miles away
Sake Restaurant and Bar
165 reviews
.24 miles away
Bake Bar Organic Artisan Bakery
83 reviews
.29 miles away
Nearby AttractionsSee all 1,893 nearby attractions
Sydney By Seaplane - Private Tours
123 reviews
.52 miles away
Murray Rose Pool
67 reviews
.14 miles away
Steyne Park
28 reviews
.30 miles away
Stillery Cocktail Lounge
36 reviews
.25 miles away
Questions & Answers
Get quick answers from Pilgrim Sailing staff and past visitors.
Note: your question will be posted publicly on the Questions & Answers page.
Submit
Posting guidelines