12:09

# 126 "Day-ay" Guadeloupe brings culture, art and even DEATH on this Island Paradise SEASON 7

08:19

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

13:31

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

13:15

# 123 Climbing a Caribbean Mountain - Did Mount Pelée defeat me? A Sailor's day in Martinique

09:58

# 122 Sailing to the land of OOH la la! Caribbean islands on the horizon

08:27

# 121 Sunny Sailor's life. By Day and After Dark. I love to party! Caribbean Island Fun

10:09

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

06:55

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

07:53

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

00:36

The Sunny Sailor NEW opening sequence - Solo Female Captain comes out on top!

03:16

REAL TIME UPDATE! The Sunny Sailor is now a SOLO sailor - Sadly - Moving on - Needing your help

08:09

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

08:21

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

11:15

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

10:08

# 113 Grenada Bound - Grenada Wild - Island madness with a bit of B👀BIES

09:39

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

09:23

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

09:51

# 110 Rum gets us in Trouble- French Caribbean Island - Skinny Dipping -Crazy American Sailors

03:10

Unbelievable Underwater Experience! Caribbean Reef Squid touches diver Wow! Incredible!

11:40

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

08:30

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

03:05

Swimming with WHALES in Dominica

07:48

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

12:34

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

12:10

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

10:19

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

10:29

# 103 Return to Island Paradise. Arrive to big problems. Sailing life. Boat troubles

13:27

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

04:36

Funny Wild Octopus - Opening jars - Stealing Camera - Caribbean Sea - Sailing Adventures

13:51

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

10:44

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

28:21

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

06:35

# 99 Saline Island, Grenada - Forts and Damsels in Distress - Caribbean Dreams Sailing the Seas

01:01

Oaki The Octopus - Sunny Sailor - special relationship of trust - Amazing Sea life - Caribbean

08:58

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

12:06

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

10:17

# 96 Canouan Private Caribbean Island Sexy Photo Shoot. Baring it all isn't easy! Neither is getting

11:35

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

09:32

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

06:23

REAL TIME UPDATE -Ringing in the New Year - ISLAND STYLE

09:01

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

06:10

Return to our boat. Return to disaster. What awful things happen to a closed up boat in Caribbean

12:52

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

00:38

PREVIEW Work Work Work GOLF?! All on a Caribbean Island TEASER FOR UPCOMING VIDEO

08:59

Sunny Sailor and her little Octopus Caribbean Sailors Amazing Marine Sea Life Animals Creatures

11:42

# 91 Before the La Soufriere Volcano St Vincent Eruption We're Living It Up while Topless Sailing

13:08

# 90 Sailing Free in St Vincent & The Grenadines - Island / Sailboat living - Caribbean Adventures

08:04

# 89 Secluded Island in the Tobago Cays in the Grenadines. Crystal clear water. Sea Turtles & more!

05:06

The Stunning Tobago Cays: Sea Turtles, Rays, Sharks and Crystal Clear Water

11:24

# 88 Caribbean Island Troublemakers- Bequia Shenanigans -Life on a boat -St Vincent & the Grenadines

12:59

# 87 Crazy Days. Island Bays. Caribbean Islands Sailing Adventures - Season 3

14:14

# 86 What to do when stuck on boat in Quarantine? Take Naked Holiday Card photos, OF COURSE! - S03

14:15

# 85 Secrets of Carriacou, Tropical Island Life, Sailboat Living in the Caribbean - Season 3

04:06

Carriacou Dive

15:59

# 84 Caribbean woman in Carriacou: How to make a Swell Stopper and cook Oil Down - Season 3

04:57

St Vincent Volcano Aftermath REAL TIME UPDATE

12:42

# 83 Private Exclusive Island? Think that will stop us? - Season 3

01:54

Rainy Day Stuff

04:04

Night Dive in Grenada

14:26

# 82 Blowing it Out in the Caribbean - Season 3