Staying Home Sucks, home
Careening Cove - at the end of Milson Park.
Sydney Flying Squadron. Photo: WernerSchott, CC BY-SA 4.0, Wikimedia Commons

Sydney Flying Squadron

Sailing spot · Australia

Is it worth the trip?

16Poor out of 100 for your dates

Stay home

2 days tie for best

Each day of your trip, out of 100

Tue 3 · 0 out of 100

Wind
N 5 knF2
Gusts
12kn
Shore
cross-off
Water
–
Air
23°C

Wed 4 · 40 out of 100

Wind
SSE 9 knF3
Gusts
22kn
Shore
side-on
Water
–
Air
21°C

Thu 5 · 0 out of 100

Wind
WSW 11 knF4
Gusts
25kn
Shore
offnot safe
Water
–
Air
20°C

Fri 6 · 0 out of 100

Wind
ENE 9 knF3
Gusts
23kn
Shore
side-on
Water
–
Air
21°C

Sat 7 · 0 out of 100

Wind
W 4 knF2
Gusts
10kn
Shore
offnot safe
Water
–
Air
25°C

Sun 8 · 0 out of 100

Wind
SSE 9 knF3
Gusts
24kn
Shore
side-on
Water
–
Air
18°C

Mon 9 · 40 out of 100

Wind
SSE 8 knF3
Gusts
21kn
Shore
side-on
Water
–
Air
19°C

Tap a day for wind, gusts, shore and air. Full forecast

Forecast: next 10 days

Full forecast
  1. Mon 229, poor
  2. Tue 30, poor
  3. Wed 448, fair
  4. Thu 560, good
  5. Fri 625, poor
  6. Sat 70, poor
  7. Sun 829, poor
  8. Mon 940, poor
  9. Tue 1052, fair
  10. Wed 110, poor

The spot in three facts

  • Faces SEopen to the SE
  • Best wind: SW or NEalong the shore
  • Avoid: NWblows out to sea

Full forecast

every day, every number

The score doesn't know gusts, offshore wind, tides or your skill.

Wind forecast and score for each day at Sydney Flying Squadron
DayScoreWindGustsShoreWaterAir
Mon 2Nov29, poorwind from the north-east, 9 knotsF324knside–23°C
Tue 3Nov0, poorwind from the north, 5 knotsF212kncross-off–23°C
Wed 4Nov48, fairwind from the south-south-east, 9 knotsF322knside-on–21°C
Thu 5Nov60, goodwind from the west-south-west, 11 knotsF425knoffnot safe–20°C
Fri 6Nov25, poorwind from the east-north-east, 9 knotsF323knside-on–21°C
Sat 7Nov0, poorwind from the west, 4 knotsF210knoffnot safe–25°C
Sun 8Nov29, poorwind from the south-south-east, 9 knotsF324knside-on–18°C
Mon 9Nov40, poorwind from the south-south-east, 8 knotsF321knside-on–19°C
Tue 10Nov52, fairwind from the north-east, 9 knotsF323knside–23°C
Wed 11Nov0, poorwind from the south, 1 knotF021knside–22°C
Thu 12Nov69, goodwind from the south-south-west, 8 knotsF320knside–17°C

Wind is the day's best reading, mean and gusts, in knots; the arrow points where it blows to. Shore "off" blows out to sea. More

Forecast updated . It refreshes every three hours. Forecast data: ECMWF, DWD, Météo-France and NOAA, served by Open-Meteo.com (CC BY 4.0). Changed by us. Generated using E.U. Copernicus Marine Service Information.

Best time to go

No month stands out

Good sailing days in a typical week, each month, from 2016 on (ERA5 history scored the same way).

  1. Jan5of 7: a trip from Sat 2 Jan
  2. Feb5of 7: a trip from Sat 6 Feb
  3. Mar4of 7: a trip from Sat 6 Mar
  4. Apr3of 7: a trip from Sat 3 Apr
  5. May3of 7: a trip from Sat 1 May
  6. Jun4of 7: a trip from Sat 5 Jun
  7. Jul4of 7: a trip from Sat 3 Jul
  8. Aug4of 7: a trip from Sat 7 Aug
  9. Sep4of 7: a trip from Sat 4 Sept
  10. Oct5of 7: a trip from Sat 2 Oct
  11. Nov5of 7: a trip from Tue 3 Nov
  12. Dec5of 7: a trip from Sat 5 Dec

Tap a month to see this spot for a trip then.

Typical, not a forecast. Reanalysis wind misses some local thermal winds, so a spot known for an afternoon breeze may do better than this.

Map

the spot, its town, photos

Each place wears its best day on these dates: green good, amber fair, pale red poor, as the key says.

The map needs JavaScript. Every place on it is listed on this page, and each place's page links to Google Maps.

One finger scrolls the page; two fingers move the map. Pins are our own positions. Map OpenFreeMap, © OpenMapTiles, data © OpenStreetMap contributors.

Photos of Sydney Flying Squadron

Careening Cove opposite Kirribilli Marina.
Photo: WernerSchott, CC BY-SA 4.0, Wikimedia Commons

More sailing near here

5 places

About

the place in full, sources, credits

About Sydney Flying Squadron

Known for sailing, by the OpenStreetMap map of the area. The shore faces SE, so wind from the NW blows out to sea (our estimate from the coastline).

A spot for sailing, as OpenStreetMap maps it, on a shore facing SE. Wind from the SE blows onshore, wind from the NW blows out to sea, and wind from the SW or NE runs along the shore. 33 sailing schools or clubs and 58 boat hire places within 10 km. The town to stay in is Sydney. Within 5 km we also list 3 surf spots, 7 wind sports spots and 2 dive sites.

The score is the conditions only: the journey, the price and the partners never change it (how we score, how we earn).

Rough cost (estimate): about US$1,620–US$3,150 each

about US$1,620–US$3,150 each · 6 nights, 2 sharing: flights, taxi, stay, food.

Our estimate from typical public prices, not a quote: check the real prices before you book (where they come from). Prices are about, in US Dollar (USD): our pound figures at the European Central Bank's rate of 2 November 2026.

How we worked it out 
Rough cost per person for this trip
WhatHow we worked it outEach
Flightsreturn MDW to SYD, estimated from distance and season, changing at LAX, full-service airlines, with a hold bagabout US$926–US$1,920
Taxiairport and back, sharedabout US$20–US$40
Stay6 nights, a mid-range double, sharedabout US$356–US$597
Food7 days eating outabout US$322–US$597
Totalabout US$1,620–US$3,150

Kit hire is not priced yet: we have no sourced price, so it is not in it. Prices from public sources, checked in 2026.

Where to stay: Sydney

Ad Links marked Ad may pay us if you book. You pay the same, and they never change a score. How we earn

Closest

Sydney

about 5 min by car · 446 places to stay

about US$134/nightcountry average

See 446 places to stay in Sydney · Booking.com

About Sydney its beds, food and every spot near it

About US$134 a night is our estimate of the country's average 2-star double room that month: not each town's price, and not a quote. Drives are estimates. Prices are about, in US Dollar (USD): our pound figures at the European Central Bank's rate of 2 November 2026.

Getting there: about 27h 25m

About 27h 25m door to door from Chicago

Fly MDW → SYD, changing at Los Angeles International Airport (LAX), then 30 min by road

An estimate, one way; the journey never changes the score.

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The link holds the trip itself: nothing about you is kept. Check the forecast again before you book.