Cara gets a little wild when her friend comes to visit. Well, Cara gets a little wild most all the time but that's part of her free spirit and zest for life. Come join the fun on a tropical paradise

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We are Cara and Eddie a sailing couple that enjoy fun, sailing and a life full ...

Bound for Grenada on our 40 foot sailboat we can let it all hang out. But once in the country of Grenada, we can pretty much do the same. A bit wild. A lot of laughter. And one glorious life.
We love to have fun on our adventures and we hope you come along for the ride!

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So Many Problems - Woeful Caribbean Vibes - How quickly things change on a sailboat!
We WISH that sailing life was filled with rainbows and champagne, but the truth is, boats have a lot of issues to maintain. Being off the grid means you have to constantly repair and upgrade. Come join us with ou...

This Carnival video is sooooo good! The excitement for Grenada's Spice Mas included Jouvert -dirty dirty dirty fun, and Pretty Mas -sexy booty popping, WAS OUT OF CONTROL!
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We are Cara and Eddie a sailing couple that enjoy fun, sailing and a life full of adventure! Come aboa...

Thank goodness we laugh at life because otherwise one would just cry over all of the things going wrong for us. Boat life can be filled with sunsets and stunning water, but when things break in the Caribbean, it's a big pain in the ass.

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We are Cara and Eddie a sailing couple that...

When we share our lives, she would be lacking if we didn't share it all, even the sad, even the terrible, even the heartbreaking. These are the issues that a lot of sailors struggle with. It's dangerous and accepted, all at the same time.

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Our adventures as we sail around the is...

The Sunny Sailor is already challenged on her first weeks alone on the boat. 50 knots of wind make for nervous worry and fear. Will she get through the difficult times? Will she find paradise again?

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I am Cara, formerly of the Crabby Captain and Sunny Sailor. But now I am a solo...

There's no stopping me, the Sunny Sailor! Whether its a trek through the bush, or a sail without wind, I keep on having fun! This island in St Vincent and the Grenadines always surprises me with unique and interesting things to do so that's why I keep going back! At least as an anchor spot as I...

Making bad decisions may not be a good idea but it always leads to a video that you will want to watch! This solo sailor knows how to have fun and how to bring people along for the ride.

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My adventures as I sail around the islands are sometimes a pleasant paradise and sometime...

As sailors we are always worried about something, wind, waves, weather, so we live very different lives by day and by night. When it is time relax we do it. When it is time to let LOOSE we REALLY do that!

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I am Cara the Sunny Sailor, I enjoy freedom, sailing and a life full of a...

It was a perfect day for sailing. Following Caribbean seas, Sails are full and it's time to sun the buns! After all I'm sailing to Martinque where there are nude and topless beaches galore.

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I am Cara, formerly of the Crabby Captain and Sunny Sailor. But now I am a solo sailor w...

What was I thinking? Climbing a freaking mountain before a milestone birthday was a nuts idea! The young hotties sprinted up and down Mt Pelée in Martinique. But me, not as fast.
And will I even make it back to my boat?
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My adventures as I sail around the islands are sometimes ...

Those French islands bring us such happiness and joy but at times we have to work so HARD to get there! Can we let go of our American ways and adapt to get what we want?

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I am Cara, formerly of the Crabby Captain and Sunny Sailor. But now I am a solo sailor who is moving on and n...

Sailor's superstitions are never to be messed with OR really understood. But this Louisiana girl puts that all aside for the need to party at Guadeloupe's Carnival!
And of course all that heat needs an instant cooling. Sailors love their superstitions and their good times.

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