Category: Fun Times


# 127 Dominica WILD! Tropical Island – Caribbean – Untouched Beauty and Huge Whales

Dominica in the West Indies is a wild and sexy island. With it’s untouched jungles and incredible marine life, Dominica is a adventurer’s dream. The Sunny Sailor has a LIFE-changing experience while there. Check it out and see what you won’t believe!


#125 Carnival Heat, Caribbean Cool Down and Sailor’s Superstitions – All to be taken seriously?

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.


#124 French Caribbean – Spoiled Americans – Can we ever adapt? Can we get what we want?!

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?


# 121 A Sailor’s life. By Day and After Dark. We love to party! Caribbean Island Fun

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!


# 119 Going to the BUSH bar. Sailing. Dreaming. And having a good time in the islands

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, atRead More …


#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?


#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!


# 108 Our favorite anchorage is now a disappointment. Caribbean dreams shattered. Why?

Cara has dreamed of getting back to her favorite anchorage in the Caribbean. It’s been two years since SV Music has traveled back there. And things are just not what they were. Why?!


# 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 …


# 105 -Holiday Fun, Sea Sick Run, Octo One-on-one – Blue Water Sailing Caribbean Island

While in a rush to get to their favorite Caribbean island for the holidays, we picked a bad sailing day and Cara was one sea sick sailor. But the beautiful island and special marine life quickly made it all worth while.


# 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 …


The Octo Connection: Life and Love. Oaki The Octopus and the Sunny Sailor -Amazing Story of love

This female diver connects with a wild octopus on a deep and meaningful level. Oaki the Octopus is smart, inquisitive and quite funny. Cara was obsessed with him and spent hours each day swimming and interacting and they formed a special and unique bond. Oaki’s antics made her laugh, andRead 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


#98 Union Island -Kites & Wild Nights. “Don’t be afraid of the P@$$y!” 😂 Funny. Caribbean Sail

The island of Union in St Vincent and the Grenadines is a great place for kite surfing! And the night life ain’t so bad either. We visit the Caribbean Island and enjoy all of the unique places like Happy Island (made of conch shells) and the village of Clifton whereRead More …


#97 Dirty Games and Lots of Moons in Chatham Bay Caribbean Island Sailing Adventure Bucket List

Chatham Bay on Union Island in the SVGs gave us sailors some roaring good times. Cruisers from all around the world join us….. on hikes to find alcohol…. mooning those that stayed behind ( get it? “behind” hahaha)…. wild parties on the beach ….on some of the most beautiful beachesRead More …


#96 Canouan Private Caribbean Island Sexy Photo Shoot 👀 Baring it all isn’t easy! Neither is getting in

Canouan is a stunningly beautiful island in the eastern Caribbean and a perfect place for a sexy model photoshoot. The water is crystal clear and the sands a light pink. Cara quickly learns that being sexy while naked in the waves is not as easy as it looks. Also weRead 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 …


#94 Volcano Aftermath – St Vincent Caribbean Island Volcano Eruption while living on a boat

Our boat was anchored 10 miles from St Vincent when the La Soufriere Volcano erupted. We woke the morning after watching the enormous plume in the sky to find our boat covered in ash. We rush to evacuate the area and find air suitable to breathe. Will we find aRead More …


#93 PARTY PARTY PARTY and then VOLCANO – St Vincent Eruption-Caribbean Island Sailing Adventures

When spending time in St Vincent and the Grenadines we had party after party after party. And then….the St Vincent Volcano erupted. Right before our eyes. This sailing couple knows how to have a good time while living the dream. Join us as we sail through the islands having asRead More …


#92 ork Work Work GOLF?! haha Caribbean Island Style Bequia St Vincent Grenadines Paradise

Bequia (pronounced BECK-way) in the paradise islands of St Vincent is a great place for cruisers and sailors to get work done “in exotic places”. After working hard we play even harder… GOLF that is. Well, if you can really call it golf haha. The course is not top ratedRead More …


Cara and her little Octopus

In Cara’s eyes there is nothing better than an octopus. This little cephalopod felt so comfortable with her that it took her on a little “walk around the neighborhood”. These sea creatures are inquisitive, curious, trusting, and oh so intelligent.


#91 Before the La Soufriere Volcano St Vincent Eruption We’re Living It Up

Our visit to the mainland of St Vincent was an experience to be remembered. Just 8 days before the La Soufriere volcano ERUPTED, we saw some of the last glimpses of the island before devastation. It was zany fun and, as always, a wacky adventure. But also very humbling aboutRead More …


#90 Sailing Free in St Vincent & The Grenadines – Island life – Sailboat living – Caribbean Adventures

Sporty sail to Bequia one of our favorite islands in the Caribbean. We are a sailing couple traveling from one tropical paradise to another. Living free and uncensored while enjoying the beautiful Caribbean locations. We often have to do some boat repairs when things quick working but always making timeRead More …


Octopus takes ME for a walk – St Vincent & The Grenadines

In Cara’s eyes there is nothing better than an octopus. This little cephalopod felt so comfortable with her that it took her on a little “walk around the neighborhood”. These sea creatures are inquisitive, curious, trusting, and oh so intelligent.


#89 Secluded Island in the Tobago Cays

The Grenadines: Crystal clear water. Sea Turtles, Marine Life and boating privacy. The most beautiful set of islands in the Caribbean, the Tobago Cays nature reserve is a sailor’s paradise. Marine life galore. Turquoise water and amazing visibility. And so much space to be secluded, private and uninhibited! . .Read More …


#88 Bequia Shenanigans –

Bequia in St Vincent and the Grenadines has everything you want as a sailing/boating cruiser! It’s a tropical paradise with so much to do. We sail to the island and fill our time with fun-loving friends and adventure-filled activities! . . . .


#87 Crazy Days. Island Bays

While visiting the beautiful Salt Whistle Bay in the Grenadines, our paradise quickly turned in to a scene from a crazy movie. . . .


#86 Stuck in Quarantine in the SVGS

In the beautiful St Vincent and the Grenadines in the Caribbean, we were so bored as we waited to get out of Quarantine. So what did we do? Take naked Holiday card photos of course! HAHA And had a visit from Kite Boarding Santa!


#85 Stop Telling our Carriacou Secrets

The beautiful paradise island of Carriacou provides us with hunting for iguanas, interesting diving and of course a wacky good times! See what secrets there are on this unique island utopia.


Girls that Dive Caribbean Style

Under the Caribbean Sea!! Carriacou is part of Grenada which has some amazingly beautiful water. Mabouya was no disappointment. (Other than my GoPro which stopped working!! ) . . . .


#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! . . . . . .


#83 Blowing it Out in Grenada

Haul outs, Fun on land, and sexy boat maintenance. It all has to be done. Sooner or later. . . . . .


Eels and Urchins in the SVGs

Snorkeling in the Caribbean gives us lots of joy and hidden secrets. Every day is an adventure. . . . . .


#80 Sailing Races and Tropical Winners on a Beautiful Island Paradise. So Fun!

Sailors love to Sail and when you don’t do a lot of that on a tropical island, you find ways to keep up the competitive spirit. Sail races in Le Phare Bleu make for good fun, sport, and laughter. Join us for this entertaining event. . . . . .


#79 Wow oh Wow! Unbelievable

Rainbow falls and Welcome Stone are two unbelievable (and not very well known) attractions in Grenada. This is our latest video to show the amazing beauty of the rainforests of this tropical island. . . . . . . .


REAL TIME UPDATE Full Moons and Lots of Hair

Real Time Update! Full Moon party in Bequia. No one can party like yachties! Given a chance we would whoop it up for just about anything but celebrating the last full moon of the year seems like the best of ideas! . . . . . .


#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?! . . . . . .


#77 Poison Wood – Caribbean Island Exploration

Got Wood? Got POISON WOOD! Lawd, lawd the things we get in to!


#77 Dirty Girls and Pampered Princesses

Off roading in an All Terrain Vehicle made these girls dirty dirty dirty. But the fun was worth the mud and the pampering was meant for royalty. Grenada is like no other. Join us as we explore the best of the best! . . . . . .


#76 Wet and Wild, Scary and Dangerous

Our bus tour was not your ordinary means of transportation. It was scary and dangerous and took us to some falls which were SCARY AND DANGEROUS! . . . . .


Pillars of Hercules, Antigua

What a crazy unexpected surprise visitor to our dive at Pillars of Hercules! .


#75 How to Prep to Live on a Boat & Preparing for Boat Life – Some of our good choices but a whole lot of bad ones!

Want to know what we did wrong?! Want to know our rookie mistakes? It’s the beginning of Season Three and wow, so many errors in the last two years! What we thought we knew, we didn’t! What we thought we needed to bring, well…. that’s been a huge learning curve!


What a Unique Underwater Experience

This was truly a unique dive like no other. Probably because of the special creature that joined us for the day. 🤗 The divers were all our “Quarantine buddies” and this was the dive company’s first dive in 3 months because of Covid. We were all so happy to be backRead More …


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