Bareboat Charter this winter - SailNet Community
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Bareboat Charter this winter

My wife and I and another couple are thinking of charting a boat this winter, probably March, early April.

What would you recommend? I would like to try a cat if possible but they seem so expensive.

We have charted in Pensacola, the BVI and Annapolis so far and are looking for someplace new.

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Re: Bareboat Charter this winter

I had a great experience, last winter, with CYOA out of St. Thomas. We cruised BVI and St. John. Compared to BVI, St John is much quieter and more beautiful. It's a bit of a passage, but crossing over to the Spanish Virgin Islands is also an option.


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Re: Bareboat Charter this winter

Grenadines...St Lucia to Grenada 1 way. Monohull, IMHO more comfortable for the inter island passages, also multi's more cost effective if only 4 sailors. We've done it so many times I've lost count. More interesting carbbean experience with different countries, etc., and a bit more open ocean day passages which you might enjoy. Capta is an expert on the area with great advise.
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Re: Bareboat Charter this winter

Grenadines +1

St Lucia to Granada is great if you have 10 days plus.

Otherwise Charter out of Blue lagoon St Vincent or Union island. You will be in the heart of the Grenadines and will have shorter sails.

BTW I will be in Bequia for Easter Regatta, If you see a New Bombay Trading Company Explorer 44 drop buy and say hi. Dizzy like visitors.
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Re: Bareboat Charter this winter

There is always the Mediterranean as an option....
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Re: Bareboat Charter this winter

I did a three-week charter in the Windward Islands: Grenada to St. Lucia round trip. On the return leg, we hit our favorite spots that we 'discovered' on the way up. We had a sporty overnight sail across the open water south of St. Lucia. On the way back down, we surfed those waves in that big sailboat. One of my favorite days ever. Everything you've read about that area is true, except the reality is better.

I chartered a catamaran in Guadeloupe and round tripped to Dominica. That trip featured the best food I've ever eaten and the best guided SCUBA dive I've done (small sample, though; I usually dive without a guide.) Don't miss Terre-de-Haut on Les Saints. We loved the catamaran.

I enjoyed St. Martin as well. Second-best food and great people. I prefer the French-influenced islands over the British-influenced islands, and the difference between St.Martin/St.Barts vs. Anguilla is striking. St. Martin is more developed than I prefer, but I think the benefits are worth it. That trip was the best sailing I've done, thanks to a very good Wasquiez boat that we lucked into.

The Bahamas are great if you want to get away from civilization and feel like you are perched at the edge of the world, but I've never charted there, so I don't know how the charter company restrictions might impact your ability to get that far away.

Bottom line: It's all good. Go with an open mind, an loose itinerary, and no expectations; you'll discover lots to like.
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Re: Bareboat Charter this winter

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Originally Posted by cb32863 View Post
There is always the Mediterranean as an option....
http://www.fastsailing.gr/



That Pogo rocks....
I can confirm that is is a life-altering experience.

Sailing under spinnaker into the caldera of Santorini is something you never forget. For people in Oia as well; when we told bartenders that was us on the Pogo the day before it was free drinks.

April is a very good time to go if you are OK with un-swimmable water. The air temp and wind are great, but the sea is coming off winter. And it is off season. Some people love crowds, but in Greece you get to take in the local flavor almost as a local, as often you will be the only visiting yacht in the harbor.

And Greece takes more to get to for the average bear. Factor in more travel time.

But its bucket list stuff.


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Re: Bareboat Charter this winter

I would also recommend the Windwards and especially the Grenadines for your trip at that time of year. However, generally speaking the winds are NE at that time of year, which makes sailing south quite easy and pleasant, but going north much less so. I think this is why many recommend the one way trip from St. Lucia to Grenada.
The channel between St Lucia and St Vincent can be a real adventure, but from St. Vincent south, you have islands to your east which makes the sailing easier.
If you enjoy sailing, I'd get a monohull as you could be close on the wind every trip. You'll get there on a cat OK, but most run the leeward engine to keep the leeway down to a minimum.
Pick up Doyle's guides to both the Windwards and Leewards (older/cheaper, for basic trip planning at home) as all the information you could ever want about everything on each island, is there, unless you want to do the windward anchorages.
North of St. Lucia the islands are a bit farther apart but there is more to do and see ashore. English Harbor (Nelson's Dockyard) is a don't miss as is Deshayes, Guadeloupe and the Saints, and dozens of other places, but they'll always be there for another trip.
Basically, if you want to go on a sailing vacation, I'd go south from St. Lucia or north from Grenada into the Grenadines. If you want to visit the islands and do a lot of exploring and activities ashore I'd go north from St.Lucia or south from Antigua. Quite honestly, one could spend a week just sailing to the different anchorages and exploring ashore, in Antigua alone!
If I can be more specific, PM me, but give me time to reply as our busy season is underway.
Hope we see you.
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Re: Bareboat Charter this winter

I only made it to Les Saints once and have been wanting to get back there ever since. Highly recommend.


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Re: Bareboat Charter this winter

I am off to Bahamas at the end of February with some folks from my squash club for a week on a 46 foot cat. The Canada / US exchange rate is brutal but partially offset by a 15% discount.

Bahamas is really easy sailing. At least it was in 1992, the last time I was there.

The is my first pleasure sail in almost 9 years. No delivery, certifying no one; just having a good time with friends.
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