Originally Posted by maine50
My boat is a 1974 Tartan 41 but with a traditional transom. We had sailed to Bermuda and then Caribbean on another trip. the It has a healthy rig with a I of 54'. I would do it in a heartbeat. Biggest challenge was crew for the different legs. In the Azores a dinghy would be optional. In Porto Santo the boat had to be moved to a mooring
when I left to go home for 3 weeks. In Caribbean dinghy would be mandatory.
Food was cheaper in the Azores, wine much cheaper and Rum
you couldn't find. In the Canaries I think a dinghy could be very useful.
In Porto Santo you can anchor
by the beach, or inside the harbour (limited space). Either way you pay the €5 a day dues. They were all super friendly in the marina there. Don't forget to take some paint
to put your artwork on the harbour wall.
I wouldn't say there is much/anything to do really on the Island other than have a look around at the hills. I was with two Portuguese citizens at the time, but everyone spoke English
island is much better IMO. You can anchor
in the north east for a while if you like to be isolated, then climb the hill/mountain there for some spectacular views.
outside the main city is not very nice. Murky water
, about 14m deep, and a fair amount of swell action. The city itself is nice though.
in the Canaries are pretty poor really. Graciosa is ok for a day or two. Then there is Playa Blanca outside Marina Rubicon (I spent a month or two there), but there is constant construction and dust blowing directly into the anchorage. Papagayo is very pretty but rough as hell.
The Tenerife anchorages
were worse, in terms of wind and swell. Bear in mind it's always blowing 20-30knts. I did have a fantastic time in Santa Cruz
though. The marina is industrial looking, but the city is fun.
The most impressive anchorages for me were on La Gomera. Unless you like hiking there is nothing to do, but island is pretty. I went to El Hierro, as it's a bit off the beaten path. I wouldn't recommend it. The marina in the capital is nice, but isolated. Restinga is a tiny place, only good for waiting out weather
or taking a diving
It's worth stating that I'm in my 30s, so cruisers of different ages might have other ideas. As I often find out when I ask for wintering recommendations.