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 …

#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 …

# 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 …

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 …

#67 Hunger Games in Guadeloupe

A fight for the mooring balls in Terre de Haut, Guadeloupe, is intense. Hunger Games in the water. . . . . .

FILTHY New Year in St Lucia

Adults only at play! We had such a great time in Marigot Bay in St Lucia. It was a happy (and filthy) good time! – – – – –

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 …

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 _________

Squalls, Swells, and Secrets Martinique

It was a crazy day of traveling but so worth the high winds, high seas and rolling anchorages for this… Please also check out our underwater video. Its beautiful! ___________________________________

SAILING MONTSERRAT VOLCANO

Beware! Sailing Active Montserrat Volcano. ____________________________________________

Nevis: Magical Water, Frisky Donkeys and a Search for Elusive Monkeys

St Barths, St Kitts, & Nevis: The Islands That Brush The Clouds were filled with amazing one of a kind adventures. Thanks so much for liking our videos. For an exclusive pass for uncensored videos and Members Only Access, you can pledge safely through Patreon or PayPal. $20 per monthRead More …

Christmas in the Islands

This is all that this captain has ever wanted. No crabby today! ??????????

Big Blow You Say?

Gale Force Winds at Man O War Cay, Bahamas. We have located our Beneteau 40 sailboat in Man O War Cay to ride out our first big winter blow here in the Bahamas. The gale force winds started the night before and continued for 2 days. We made the VERYRead More …

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

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 at Morgan Island

Outrunning Hurricane Florence Part Three

We have been trying to outrunning this beast of a hurricane, but the higher powers have said, nope.  This is as far as you will go. As much as we tried to continue south in the ICW, we now cannot.  We missed the fact that the swing bridge which weRead More …

Ep One- Buying Our Boat

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