19:14

No Steering & Far Away from Society, Who Cares ?

17:13

We Hit a Rock and Lost Steering on Our Boat

19:56

Is THIS our NEW boat ??? A 180-foot-go-everywhere

16:12

We've Been Dreading Doing This for a LONG Time !

20:37

Time to put the Crew to WORK ! Boat Life

17:47

Exploring Unseen Places in the Caribbean

18:24

Boat Life: Living the Dream with Latina Sailor

18:46

What if You Don't Win the Lottery ?

20:15

New Boat Crew Reveal

20:33

WE SHOULD HAVE DONE THIS EARLIER!!!

18:42

I TOOK HER FOR A SURPRISE - Sailing the Caribbean

19:28

IN TOTAL ISOLATION IN CARIBBEAN'S MOST UNSPOILED ISLAND (DOMINICA)

24:39

Colombian Girl takes me DEEP into the Rainforest (+ talk about dating)

22:19

WHY DOES NOBODY GO HERE? (DOMINICA, the Caribbean Nature Island)

22:44

POOPING, PEEING, SHOWERING (a real day dating a Colombian Girl in a small boat)

20:53

Am I Dating this Colombian girl ???

15:33

HER FIRST OVERNIGHT SAIL !

22:05

OUR BIGGEST CHALLENGE SO FAR !

15:50

NOT MANY PEOPLE GO HERE (Too Expensive)

13:38

The Smallest Inhabited Island in the Caribbean (Saba)

13:58

Reality of Small Boat Life (no shower)

17:50

Day in the Life SAILING the Caribbean

22:32

Her First Long Sailing Trip (She Got Sea Sick)

20:08

THIS became TOO expensive...

14:34

Christmas Party with Sexy Latina on my Small Sailboat

18:17

Looking for Trouble with Colombian Girl on my Sailboat

16:55

I took a Colombian Girl Sailing for the 1st time, Mistake?

16:46

Colombian Girl Joins the Boat - Deported in 30 minutes

16:37

Is it SAFE to live Off-Grid in Colombia?

02:04:09

How to Sail from USA to Caribbean

20:12

Big holes in the boat!

01:48:49

How to Sail the East Caribbean

18:13

Painting the boot-stripe & interior - getting ready for the next season!

27:16

Boat work: Sanding & Painting the hull !

23:06

Hauling out the boat - let the projects begin...

19:02

Dealing with Unstable Weather - Sailing during Hurricane Season

21:59

Why I hate sailing the Caribbean

22:43

Exploring Nevis plus 3-day solo sail to Dominica

21:32

Small Boat Life WITHOUT stove and fridge

18:51

Daily BORING Chores of Sailing YOUTUBERS (with Millennial Falcon)

20:26

First impressions of St Martin - Sailing the Caribbean

16:44

Boat Tour: Is This CHEAP 38ft Sailboat my next 10-year boat? ft Adventureman Dan

18:13

We Abandoned to the Life Raft

19:58

Do I Sleep on an Overnight Sail? Antigua to st. Martin

31:24

RYA Yachtmaster Exam in the Caribbean (my full experience)

21:17

Sailing Les Saintes Islands, hidden gem of Caribbean & future questions answered

18:31

During Strong Christmas Trade Winds crossing from Dominica to the Saints Islands

19:43

"Boat Parts Delivery" IN THE MIDDLE of the OCEAN

22:59

Perfect Sail ends in DISASTER! Martinique to Dominica. A Classic "Huub Adventure"

18:17

Single-Handed Sailing a Small Boat in the East Caribbean - Martinique

21:07

Solo Sailing definitely has its CHALLENGES - A Solo Sailors Life in the East Caribbean

22:26

Sailing to McDonalds in the East Caribbean

19:35

Oops! Dropped drill with drill bit in my leg at 30ft height Sailing the East Caribbean

01:01:15

NEW Sailboat Owner's 1st year FULLTIME Sailing the Caribbean

15:56

I met a Real Pirate of the Caribbean ! Sailing the Grenadines in the East Caribbean

19:44

Alone Towing My Boat after Massive Engine Failure (Super Scary)

16:26

Enduring Extreme Heat while Working on the Boat

15:14

How to Prepare for Bad Stormy Weather on a Boat

15:43

Boatlife: Living with No Internet

18:17

Is THIS the real DOMINICAN REPUBLIC?