Home# 120 Island Misbehavior – Why did I do that shot? Adventures of a female captain in the Caribbean

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# 120 Island Misbehavior – Why did I do that shot? Adventures of a female captain in the Caribbean

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.

#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 …

#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 …

# 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 …

# 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!

# 107 Martinique Red Devil Carnival! Champagne makes her clothes fall off!

# 107 Martinique Red Devil Carnival! Champagne makes her clothes fall off! The french islands are so good to us. So much good food, tasty baguettes and not to mention Cara’s favorite…delicious CHAMPAGNE! Karnaval (Carnival} hits the streets of St Anne, Martinique, and Cara may have had a bit tooRead More …

# 104 This is how we DO IT in the islands! Octopus Porn? HideNSeek for BOOBIES on a Caribbean Island

This is how we do it in the islands! From Holidays to Sexy Hide and Seek on the beach. Our Caribbean travels are not traditional but we celebrate any chance we can in any way we can! Now Octopus Porn is when it REALLY gets weird. hahaha

#102 Disaster ending to our USA RV trip. Dangerous. Shocking. F**king Scary!

We did not expect our trip to end like this. Part two of our visit to the US from our normal life in the Caribbean. The RV took us around to visit friends and family, and we enjoyed such fun and adventure… until …. a terrible accident left us withRead More …

REAL TIME – Carnival in Grenada August 2022 = Sexy Booty Poppin Dancers & Sailing Cruisers!

Only our Patreon subscribers get our regular videos in Real Time…. BUT this Carnival 2022 video is just too good not to share right now! The excitement for Grenada’s first Spice Mas (since the pandemic) included Jouvert-dirty dirty dirty fun, and Pretty Mas-Sexy booty popping, WAS OUT OF CONTROL! WeRead More …

CRAZY EPISODE #100 – Last sail of the season (without clothes!) & Embassy Marijuana?

Our last sail of the season from St Vincent and the Grenadines to Grenada. We usually head farther south for hurricane season especially if we are going to fly and leave our boat. But before we can fly, Cara must renew her US passport and the events that happened thatRead More …

#95 Visit after Volcano turns into Girls Untamed! St Vincent & the Grenadines Sailing Island Adventure

Cara visited the areas hardest hit by the La Soufriere volcano in St Vincent and the Grenadines. The visit started with seeing the rebuilding process and then continued into a wild girls weekend with her beautiful friend. The concern for the Vincentians quickly turned into a joyous celebration of life.Read More …

#71 Life is not always Rum Drinks and Beaches

Sometimes we play and sometimes we work. But when we do either, it’s at 100%! . . . . .

#66 Wrecks and Ruins and Frisky Days

Exploring wrecks. Visiting ruins. And quite a few frisky days in the Caribbean. . . . .

#64 Pirates in St Vincent! WARNING

WARNING!!! WARNING! Fun may be ensued! Traveling to St Vincents we came upon some pirates. But they were the laughable and entertaining kind! =- – – – –

#59 Who’s a virgin

There is so much to do on this tiny little Caribbean Island! From waterfalls, to hikes called Hashes, to Chocolate plantations. ESPECIALLY for us VIRGINS, the s*%t just gets crazier and crazier with our friends on The Lazy Gecko! ____________________________________________________

Swimming with Sharks, Turtles and Rays

What a great day of swimming with sea turtles, stingrays, and nurse, bull and lemon sharks!  We had wanted to take a dive trip with Brendal’s Dive Center but the seas were way to rough to try to go on the outside.  But the snorkeling trip was better than weRead More …

Making the jump to the Bahamas

Crossing the Gulfstream from Lake Worth, FL to the Little Bahama bank at Memory Rock in our Beneteau 40 sailboat

LAST DAY IN THE USA – BAHAMA BOUND!

Last day in the USA – BAHAMA BOUND! We set to cross the Gulf Stream early in the morning.  Bahamas here he come!

We live in a crazy bubble

Sometimes the higher power puts you where you’re supposed to be.   Sometimes you’re just plain lucky.   Sometimes you have to make things happen by sheer force.   And sometimes you need all three.   The next sequence of events is so bizarre that it is incredulous even toRead More …

So thankful for the best things about boatlife

There are many things that we love about the boating community: the camaraderie, eagerness to help others, and the friendliness.  But the best part is the open arms we encounter each time we pull into a new port.  We meet so many people that within a few hours become lifelongRead More …

Aerial Silk Routine

One of our fans made a special request that I could not deny.  I hope you enjoy. Happy Holidays! Cara

Aerial silk at Morgan Island

Provisioning a Boat for Long Cruising

We recently outfitted our Beneteau 40 for cruising along the east coast and Bahamas. No Spam for us.  Maybe we’ll regret it, maybe we won’t.

Take Me Up Tuesday

It’s time to take me up to 50 ft! I absolutely love going up this high. Our anchor light was burnt out so I had to go all the way up to the top. Sometimes boat maintenance is just plain fun 🙂 #thecrabbycaptainandthesunnysailor #boatlife #boatmaintainence

Episode Five Sewing a New Top

Going Topless?! Without a bimini that is! Everyone needs a top from time to time and our sailboat’s Bimini needed some repairs. Here is some how to’s to help fellow boaters do the same. From threading the Sailrite sewing machine, to replacing the marine vinyl, we tell you how toRead More …

Wow Shark Tagging on the Beach Ep Six

When we spent some time in the beautiful town of Charleston, SC, we were lucky enough to happen across an amazing event, SHARK TAGGING! After a great birthday dinner at The Obstinate Daughter, we made our way down to watch the sun set near the Fort Moultrie point on Sullivan’sRead More …

Repairing a blood pressure gauge to zero

Our boat came equipped with a MACKDADDY (you can thank me later for the 80s reference) First Aid Kit. It has gauze, tape, band-aid, splints, ice bags, tourniquets, Ace bandages, Burn aid dressings, CPR masks, blood pressure cuff and gauge, drugs (get your mind out of the gutter haha), andRead More …

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