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

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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 …

# 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 …

# 106 Caribbean Sailing is not always Champagne Sailing. But Martinique is the place for it

Champagne Sailing is a term for those that only like to take the boat out in perfect weather, mild winds and calm seas. Well, that just isn’t always the case. As we travel north to St Lucia and see the astonishing Pitons, we get to moor right between them. AndRead 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 …

#101 First Visit back to the U.S. From a sailboat to an RV! What could go wrong?

Living on our sailboat in the Caribbean for the last 3 1/2 years has made us unaccustomed to things like cities, large stores, crowds of people and yes DRIVING. But we decided to make a trip around the United States in a very large RV. it seemed like a goodRead 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 …

#99 Saline Island, Grenada – Fort Unknown and Damsels in Distress – Caribbean Dreams Sailing the Seas

Yet another gorgeous Caribbean island that we want to explore. And we finally were able to score a spot in this tiny coveted anchorage in Carriacou Grenada. Eddie and Cara retired early to sail the seas and scout new places and it’s another beautiful day in paradise

#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 …

#84 Caribbean Woman. How to make a Swell Stopper and Oil Down

Sailing the Caribbean, making her first Oil Down, and building a Swell Stopper to reduce the rocking of the boat. Cara is learning to do it all! . . . . . .

#78 Woody The Boozy Bus Tour

Cara the Corruptor strikes again on Woody the Boozy Bus Tour. A bunch of crazy yachties on a wide ride through the rainforests of Grenada all while trying NOT to spill the beer. Woody. Would he?! . . . . . .

#74 Caribbean Sea Crossing

The Caribbean Sea is so many things. Thrilling, Frightening. Intimidating. Exciting. Beautiful But Scary to even think about crossing. After this passage, will we even keep sailing?! . . . . . . .

#73 We are getting nervous

Our upcoming passage from Antigua to Grenada is very stressful. There is so much that needs to be done for safety and preparation. This will be our longest voyage without seeing land or stopping to rest. . . . . .

Moments of Beauty in Antigua

We hope you enjoy this look at our last stunning moments in Antigua. On our next episode we have to prepare to make the long passage from Antigua to Grenada without stopping!

#72 Dealing with Covid in Paradise

Coronavirus is impacting the world. How is it different in the Caribbean? Can we stay in Antigua? Will we be safe there? Watch today’s episode and find out! Click the image below: . . . . .

#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%! . . . . .

#68 FEAR, LOVE, LOSS, AND LAUGHTER IN GUADELOUPE

So many crazy things happened while we were in Guadeloupe.   Fear, loss, love and laughter too.  We all have enough fear going on but hopefully your day will be brightened by the laughter part.   . . . . .

Coronavirus In The Caribbean

Coronavirus is impacting the world. Watch our latest YouTube video to see what it’s like for us. . . . . .

Cool Drone Video in Bequia

Bequia is our favorite town in St Vincent’s so we have been here many times. Here is some cool aerial footage of what it looks like there! Show Us Your Support Our website and videos are completed fan funded by folks like you!  Show your support (and love) via PayPalRead More …

#58 Tobago Cays St Vincent and the Grenadines

A visit to the Tobago Cays in St Vincent and the Grenadines was amazing and included a visit to Petit Tabac where the first Pirates of the Caribbean was filmed. But the sea turtles and marine life was beyond the imagination! __________________________________________

#57 GRENADA CARNIVAL, INTERRUPTED BY BOAT CRASH

Carnival in Grenada was awesome!  But celebrating with both locals and tourists was cut short because of a dragging anchor that caused a boat crash. ____________________________________________ _____________________________________________

Running from the hurricane can be fun!

Hurricane Dorian is going to hit too close for comfort so we are moving south to be as far as we can get from landfall! #thecrabbycaptainandthesunnysailor #hurricanedorian #outrunningahurricane #sailingthecaribbean #sailingliveaboards #thecrabbycaptain #thesunnysailor _________

Puerto Rico

Nude Beaches, Turtle Nesting, Baby Manatees and UNEXPLODED MINES! Puerto Rico was full of surprises: Nude Beaches, Sea Turtle Nesting, a visit from a baby Manatee and an island full of UNEXPLODED WEAPONS!

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