Is it worth the trip?
45Fair out of 100 for your dates
Best on Wed 4: 8 kn gusting 13, side-shore, Water: flat
Tue 3 · 0 out of 100
- Wind
- E 9 knF3
- Gusts
- 16kn
- Shore
- side
- Water
- flat
- Air
- 27°C
Wed 4 · 94 out of 100
- Wind
- ESE 8 knF3
- Gusts
- 13kn
- Shore
- side
- Water
- flat
- Air
- 27°C
Thu 5 · 50 out of 100
- Wind
- ESE 6 knF2
- Gusts
- 9kn
- Shore
- side
- Water
- flat
- Air
- 27°C
Fri 6 · 46 out of 100
- Wind
- SSE 5 knF2
- Gusts
- 8kn
- Shore
- on
- Water
- flat
- Air
- 28°C
Sat 7 · 31 out of 100
- Wind
- S 4 knF2
- Gusts
- 6kn
- Shore
- on
- Water
- flat
- Air
- 27°C
Sun 8 · 19 out of 100
- Wind
- SSW 4 knF2
- Gusts
- 7kn
- Shore
- on
- Water
- flat
- Air
- 26°C
Mon 9 · 0 out of 100
- Wind
- N 7 knF3
- Gusts
- 10kn
- Shore
- offnot safe
- Water
- flat
- Air
- 27°C
Tap a day for wind, gusts, shore and air. Full forecast
Forecast: next 10 days
Full forecast- Mon 250, fair
- Tue 350, fair
- Wed 494, good
- Thu 550, fair
- Fri 646, fair
- Sat 731, poor
- Sun 819, poor
- Mon 90, poor
- Tue 100, poor
- Wed 110, poor
The spot in six facts
- Faces Sopen to the S
- Best wind: W or Ealong the shore
- Avoid: Nblows out to sea
- Shelteredto the swell
- Water 25 °Cno wetsuit
- Best Jun–Jul5 good days in 7
Full forecast
every day, every number
The score doesn't know gusts, offshore wind, tides or your skill.
| Day | Score | Wind | Gusts | Shore | Water | Air |
|---|---|---|---|---|---|---|
| Mon 2Nov | 50, fair | wind from the east-south-east, 7 knotsF3 | 15kn | side | flat | 26°C |
| Tue 3Nov | 50, fair | wind from the east, 9 knotsF3 | 16kn | side | flat | 27°C |
| Wed 4Nov | 94, good | wind from the east-south-east, 8 knotsF3 | 13kn | side | flat | 27°C |
| Thu 5Nov | 50, fair | wind from the east-south-east, 6 knotsF2 | 9kn | side | flat | 27°C |
| Fri 6Nov | 46, fair | wind from the south-south-east, 5 knotsF2 | 8kn | on | flat | 28°C |
| Sat 7Nov | 31, poor | wind from the south, 4 knotsF2 | 6kn | on | flat | 27°C |
| Sun 8Nov | 19, poor | wind from the south-south-west, 4 knotsF2 | 7kn | on | flat | 26°C |
| Mon 9Nov | 0, poor | wind from the north, 7 knotsF3 | 10kn | offnot safe | flat | 27°C |
| Tue 10Nov | 0, poor | wind from the north-north-east, 12 knotsF4 | 19kn | offnot safe | chop | 25°C |
| Wed 11Nov | 0, poor | wind from the north-north-east, 9 knotsF3 | 15kn | offnot safe | flat | 25°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
best Jun–Jul
Good sailing days in a typical week, each month, from 2016 on (ERA5 history scored the same way).
- Jan2of 7: a trip from Sat 2 Jan
- Feb3of 7: a trip from Sat 6 Feb
- Mar3of 7: a trip from Sat 6 Mar
- Apr4of 7: a trip from Sat 3 Apr
- May4of 7: a trip from Sat 1 May
- Jun5of 7: a trip from Sat 5 Jun
- Jul5of 7: a trip from Sat 3 Jul
- Aug4of 7: a trip from Sat 7 Aug
- Sep3of 7: a trip from Sat 4 Sept
- Oct2of 7: a trip from Sat 2 Oct
- Nov2of 7: a trip from Tue 3 Nov
- Dec2of 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 and its town
Flamingo Marina on Google Maps · Directions
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.
About
the place in full, sources, credits
About Flamingo Marina
Known for sailing, by the OpenStreetMap map of the area. The shore faces S, so wind from the N blows out to sea (our estimate from the coastline).
Water about 25°C: no wetsuit. Typical sea temperature for the time of year, not a forecast.
A spot for sailing, as OpenStreetMap maps it, on a shore facing S. Wind from the S blows onshore, wind from the N blows out to sea, and wind from the W or E runs along the shore. It is sheltered to the open sea. The sea is about 22°C in January, its coldest month (2 mm shorty), and 31°C in July, its warmest (no wetsuit). For sailing at beginner level the best months are usually June and July, with about 5 good days in 7. From the weather of past years. No town nearby. Long Key, 37 km away, is the nearest town we list; we have not checked places to stay there. Nearest beds: Islamorada, 38 km (about 1h 10m by car). Nearest airport: Miami International Airport (MIA), 96 km. Within 5 km we also list 1 kayak spot.
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$697–US$1,310 each
about US$697–US$1,310 each · 6 nights, 2 sharing: flights, hire car, 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 30 October 2026.
How we worked it out
| What | How we worked it out | Each |
|---|---|---|
| Flights | return MDW to MIA, estimated from distance and season, 2 airlines on the route, with a hold bag | about US$201–US$415 |
| Hire car | 6 days, shared | about US$154–US$255 |
| Food | 7 days eating out | about US$342–US$636 |
| Total | about US$697–US$1,310 |
No town nearby, so no stay is in it. 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: nearest beds 38 km away
Ad Links marked Ad may pay us if you book. You pay the same, and they never change a score. How we earn
No town nearby
Long Key, 37 km away, is the nearest town we list; we have not checked places to stay there. Nearest beds: Islamorada, 38 km (about 1h 10m by car). Nearest airport: Miami International Airport (MIA), 96 km.
See places to stay near Islamorada, 38 km away · Booking.comGetting there: about 6h 55m
About 6h 55m door to door from Chicago
Fly MDW → MIA, direct, then 2h by road
Flights MDW → MIA on your dates · AviasalesAd
An estimate, one way; the journey never changes the score.