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Hobie Cat Getaway, previously HR34
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Based on the hint of looking north, my guess is Anse Marcel in St. Martin looking north to Anguilla. Never been in the bay, but did contemplate it several times while anchored in Grand Case.
 

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Hobie Cat Getaway, previously HR34
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Cloud Water Sky Water resources Coastal and oceanic landforms


As this thread was the one that prompted me to finally join Sailnet and contribute rather than just reading, I'm not sure if this picture will post.

If it does, this sandbar village is quite a distance north of the previous photo.
 

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Hobie Cat Getaway, previously HR34
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Many good observations Zanshin and you correctly identified the province, but it is not as far north as you were thinking. I had to look up the local tide table to refresh my memory, but yes they are modest compared to some of the ports in neighbouring provinces that one might visit while cruising the area.
 

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Hobie Cat Getaway, previously HR34
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This location is found on an island in the gulf of St. Lawrence. Arriving here would be by boat, plane or ferry.
 

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Hobie Cat Getaway, previously HR34
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The actual location is Havre Aubert in les iles de la madeleine (sometimes referred to as the Magdalen Islands). A beautiful stop with a protected anchorage.

Having picked a location that is perhaps a bit obscure or less travelled, I'll pass the thread to MacBlaze to offer a new location for those still following.
 

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Hobie Cat Getaway, previously HR34
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The sea wall and style of the house reminds me of parts of Lake Ontario, but I don't recognize it.
 

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Hobie Cat Getaway, previously HR34
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The current picture I believe is Georgian Bay. It wasn't a port I visited when I had my last boat, so I wont say which one as I used google maps to figure it out. I do plan to visit when it is time for the next boat.
 

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Hobie Cat Getaway, previously HR34
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Prince Edward county on lake Ontario fits the wine and beaches theme and being just a couple hundred miles from Quebec. The yacht club picture in Picton didn't match my memory... then I realized it was probably because I had looked at a boat at the Picton Marina just a few hundred yards further west.
 

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Hobie Cat Getaway, previously HR34
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Each time I've been through this port it has been a pleasant way to unwind from a multi-day passage.
Water Sky Plant Cloud Flowerpot
 

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Hobie Cat Getaway, previously HR34
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Yes, Beaufort, NC is the location. I was worried it might be too easy to guess but I figured we've had a lot of Canadian photos lately so when I had found 3 photos I liked, I picked something south of the border.

This location was the landfall for my first offshore passage. It was supposed to be Nassau to New York, but with a deteriorating weather forecast the Captain made the decision to make landfall south of Hatteras. Despite this, we went through the worst thunder and lightning I've seen at sea (and the rest of the crew aboard) with heavy rains and gusts of 50 to 60 knots. Learned that the rain really does flatten the seas. A couple months later my wife and bought our first cruising boat, so maybe my wife is right when she says I have a few screws loose.

So this town dock brings back memories. Since then my wife and I have also arrived twice on our own boat from the Abaco's. Pleasant atmosphere, breakfast overlooking the boats, live music in the evening and very nice main street to wander around. I'm sure we will return when venture cruising again.

Over to you hpeer for the next photo.
 

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Hobie Cat Getaway, previously HR34
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I'm guessing Delaware City Marina. I transited this area and the C&D canal at night to make it to the boat show a few years back so I didn't have much to recognize it. But a quick check of the satelite image of the C&D suggests that marina would be a convenient stop.
 

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Hobie Cat Getaway, previously HR34
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I think it is Great Harbour on Jost Van ****. Not sure what the bar is.. Not Foxy's because we can't see the little dock at that end of the beach.
 

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Hobie Cat Getaway, previously HR34
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If not for the hint that the name of the bar was in the picture, I wouldn't have found it. I had suspected it was Tortola in the background of the original photo, but I had to really look at how the boats were sitting to figure out which island it might be.

With my last picture being guessed almost immediately I've struggling to figure out what would be a good one that isn't too recognizable but doesn't necessarily require someone to have been there to narrow it down.

🤞this does the trick:
Cloud Water Sky Wood Coastal and oceanic landforms
 

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Hobie Cat Getaway, previously HR34
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Its not that old as there's iron reinforcing in the concrete.
ILIA B as the red channel markers are on the right going in.
Finial on the right looks Spanish.
Black mould looks tropical.
Ship on the horizon.... 10 nms off the coast.

Havana, Cuba, the entry to Marina Hemmingway?

Mark
Many good points Mark. The fort is actually much older, but the US was still actively using it after WW2, so the iron rebar may have been from one of the changes through the forts existence. Originally Spanish, so another design aspect correctly identified...
 

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Hobie Cat Getaway, previously HR34
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I can't help but notice that the settled areas in the photos are on higher grounds rather than down near the sea level. Combined with the hint of it also being a good hike it reminds me of an eastern Caribbean island that is known for having built a rather challenging road from the port up the flatter areas that have been settled.

I have not yet visited, so I don't recognize the view to be certain, but hope to at some point if its the place I am thinking of.
 
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