Author: Cara


peek a boo

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Flexible!

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I haven’t forgotten

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Happy Thanksgiving

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Would you

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Hi Friend

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#118 Solo and Red Skies. Never a good combination for the Sunny Sailor – Caribbean Highs and Lows

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?


My booty’s getting PALE!

I need some sun BADLY!


Missing the warmth. Missing the Caribbean sun!


It got cold last night

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Happy Halloween!

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Now I’m just showing off!

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Look at me!

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Where you by chance looking

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This cat is waiting

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who…

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Here I am…

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What a view

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I do love

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# 117 Now it’s Time for the Sad and the Ugly – True life of a female sailor in the Caribbean Islands

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.


# 116 – B. O. A. T. – Break Out Another Thousand- Time to put on my top and go to work. YUCK!

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.


# 115 Carnival in Grenada -The Dirty The Pretty And the Out of Control – Caribbean Fun for Sailors

This Carnival video was just too good not to share! The excitement for Grenada’s Spice Mas included Jouvert -dirty dirty dirty fun, and Pretty Mas -sexy booty popping, WAS OUT OF CONTROL!


Look at me!

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My share

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Should I?

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Feeling so good

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Im very handy

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A nice close up

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A few stills

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Wooops I drop something

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Legs that go

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A little self love

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Even under water

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Guess what I’m doing

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#114 So Many Problems -How quickly things change on a sailboat – Woeful Caribbean Vibes

Crabby Captain and Sunny Sailor # 114 So Many Problems -How quickly things change on a sailboat – Woeful Caribbean Vibes 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 youRead More …


A little late

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I bet you like

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More stills from the forgotten footage

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This is the kind of

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Found this in the vault

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A little

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The first…

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#113 Grenada Bound – Grenada Wild – Island madness with a bit of WHAT??!!

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 weRead More …


Patreon – these are for YOU

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# 112 Island Gals Get a Little Crazy – Caribbean Fun – Tropical Dreams – Sailboat Living

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 YOUTUBE MEMBERS GET FIRST LOOK! If you haven’t joined, doRead More …


Season 5 of our sailing adventures is out on Vimeo

Season 5 of our sailing adventures is out on Vimeo – to buy or rent! Can you believe we’ve been at this for 5 years?!! Check it out! (Uncensored is also available)


# 111 Sailing St Lucia – -Caribbean Regatta – Tropical Island Party – Is it better without clothes?

What a great sail from St Lucia heading south in the Caribbean Sea. Perfect weather. Perfect wind. And the answer is YES, It’s aways better without clothes! We arrive in Bequia just in time for their Sailing Regatta. What a blast!


# 110 Rum gets us in Trouble on a French Caribbean Island – Crazy American Sailors

While taking a land tour around a French Caribbean Island, stopping at rum factory after another, was probably not a good idea. Rum always gets us in trouble and we do crazy things. But… it is always entertaining to watch a few sailors go a bit wild.


Unbelievable Underwater Experience! Watch what happens to me! Wow! Incredible!

This is too incredible to explain. Just watch what happens to this female diver in the Caribbean Sea!


# 109 French Caribbean Island – Nude Beaches, Mermaids, Relics, and Whales – What’s not to love?

Martinique in the French Caribbean is a place full of history both on land and in the sea. The relics and ruins are fascinating pieces of the past but of course, it takes a bunch of crazy sailors (both American and English) to make it ridiculously fun! Join us forRead More …


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