Watch Sailing & Boating Adventures Around the World – Page 14 of 28
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When an Overnighter turns into 18 Days at Sea WHSE99
Vote For Me! I'm up for Best YouTube Sailing Channel and Most Inspiring Sailor. Help me out by voting for me! Merch store: If you want to support me, check out my Patreon account (thank you so much!!) patreon.com/windhippie. If you would like to make a one time donation my PayPal is: www....
Young Cruisers Float & 10 BOAT RAFT UP! – S3EP7
For 16 FREE meals with HelloFresh across 7 boxes AND 3 FREE gifts use code TAYLORSTRAVELS16 at In this episode we have a MASSIVE 10 boat raft up for FLOATCHELLA 2022 organized by the Young Cruisers Association Then we have a bumpy sail over to Staniel Cay to continue the fun with kiteboarding an...
Japanese Joan of Arc: Solo Sailor Visits Island, Travels the Country
I continue my voyage around various islands of the Seto Inland Sea and was able to fulfill a prize commitment to a family from Kansai who redeemed the Prize they won at a Charity Auction: an afternoon sailing fun on Wahine. Big Thanks to my mate Daniel of Sea Japan for helping out. He came along an...
Beating A Storm & Sailing Into The Wind | Living Free Aboard A Sailboat | Season 5 | Episode 84
#sailing #livingfree #offgrid Me a 60 year old and Giani a 74 year old sail 120NM from the island of Sao Vicente to the island of Sal in Cabo Verde Africa. We beat a storm coming out of Mindelo Bay and sail into the wind. We are beating a storm and sailing into the wind. It's the life of a 60 y...
Exploring Sunken & Sinking Ships (Days 9, 10 , & 11)
Solo Adventure Days! My first and only few days to get some solo adventure in. First cheking out these HUGE sunken ships around me. I wonder why it is that they are there??? Then off for some spearfishing around the area for my dinner yielded a nice cubera snapper! It's a good life out here! ...
The Party’s Over | Another Begins | Living Aboard A Sailboat In Cabo Verde | Season 5 | Episode 83
#sailing #livingfree #offgrid The party’s over until the next one starts. Another can begin. It’s summer in Cabo Verde. It’s hot but not extreme. I invited a friend for dinner and it became an all weekend birthday festa. That’s how it is in Cabo Verde. Wendy had been blowing me off so I made other a...
Africa’s Woodstock | Music, Dance & Laughing Gas | Festival Baía das Gatas | Season 5 | Episode 82
#looneyjohnson #festival #caboverde They call it Africa's Woodstock. Festival Baía das Gatas is a three day outdoor music festival held on the island of Sao Vicente in Cabo Verd Africa. Tens of thousands of festival goers come from all other islands of the archipelago and from abroad. Featured ...
Finding Love at Sea – S3EP5
Thanks to Established Titles for sponsoring this video! Get 10% off on any purchase with code TAYLOR . Go to and help support the channel! In this episode I share what we've been up to in Hope Town, Bahamas before leaving and heading to Royal Island where we hunker down and wait out strong wi...
Island Life! Japan Style #solosailor #cruising #remote
This was a fun episode as I enjoyed Island hopping and Island life with a new breed of Islander.... . Many coastal towns and island communities are dying but this cluster of islands known as Kamishima ( 25 islands, 18 of which are uninhabited) is proactively attracting artists, entrepreneurs famili...
The Frustration Of Living Aboard A Sailboat | Sailing Galopin In Cabo Verde | Season 5 | Episode 81
Life aboard a sailboat is not all fun. There's always a problem or something to fix. It's the frustration of living aboard a sailboat. And in this episode I try my best to fix my generator. And then we go to another Cape Verde event. This is the season to celebrate in Cabo Verde. Some say...
Cruising with Kids – Tips to Make the Adventure a Success
Daniel moved his family from an Adobe House he built in NZ to a Wharram 55 in Thailand and after cruising for a number of years sailed to Japan where is now is based Sea offering cruising opportunities and AirBnB experiences on his boat. Check out his website and YT Channel Links below. In this e...
I Got Robbed On My Boat | Sailing Galopin In Cabo Verde | Season 5 | Episode 80
I got robbed on my boat while I was sleeping. Crazy no? I've been in Cabo Verde quite a while now and this has never happened before. The details are in this episode. But it's not all bad. We also go to a wild Cape Verdean rave party. It's all part of sailing in Cabo Verde, Africa. ...
Setting Sail to the BAHAMAS 🇧🇸 – S3EP4
Check out EcoFlow Power Stations: #EcoFlow #EcoFlowDELTAMax #Powerstation In this episode I finally leave the dock in Stuart, Florida and set sail once again!!! With Kiki as my first mate we travel down the ICW to Palm Beach before making the crossing over to the Bahamas. Thanks for watching, gi...
I Solo Sailed to the Dominican Republic
From buying a sailboat, to making it ready to sail, to sailing the Caribbean ———————————————————————————— Want to see real-life updates and chat? Would you like to support once through Paypal? Would you like to buy me a coffee? Let Amazon pay me when you shop (FREE TO YOU): —————————————————...
3 Questions I’m Being Asked As a Solo Sailor, Traveller and Cruiser
I`ve been asked three questions of late. In this video, I provide an update by answering those questions. Where are you? When are sailing across the Pacific? What`s your deal with the History Channel? In the meantime, I am having a grand time exploring an interesting part of Japan where I can easi...
No Problems Only Solutions | Bikini Photoshoot | Sailing Galopin Cabo Verde | Season 5 | Episode 79
My boat Galopin and I passed our sea trial. Coming back from two days sailing, Galopin is ready to set sail. The weather is good. Yet sailing Galopin is not possible at this time which is explained in this episode. Meanwhile there are still explosions rattling me and Galopin in the bay. I solved a p...
Getting Galopin Ready To Go | Sailing Galopin In Cabo Verde Africa | Season 5 | Episode 78
It' been a while that I've been getting Galopin ready to go. And now it's time for a test sail. And as well some fun and dance with Wendy. Me and Galopin as well as Peter on his boat sail down the coast of Sao Vicente island looking to anchor at one of our favorite spots. But the cond...
Leaving My Monohull For A CATAMARAN?!?! – S3EP3
In this episode I take a short break from working on my boat to join Tara and friends on a charter in Key West with Restless Native Charters. It was a wonderful break from the reality of the to do list still ahead of me. But after some fun I return back to work and get a ton of projects completed. ...
Preparations Are Under Way | To Go Sailing Galopin In Cabo Verde Africa | Season 5 | Episode 77
Galopin has got his main sail back. It's part of our preparations under way to go sailing again. But before that, the Maritime Police asked me to move anchorage. So I'll explain my anchorage procedure. And there's some time for more musical discovery. Sailing Galopin in Cabo Verde, Af...
Sailing in Japan with a Drone. Cruising Adventure
It`s amazing how seeing oneself from afar helps you refine your perspective of your place in the world. Yep: we are but a tiny spec on a big ocean. My training voyage continues. 56 Ports so far. Yuge is the latest, and I am definitely coming back . . soon! #sailing #ehime #nevertoolate The...
Shaken Up By A Loud Disturbing Noise | Sailing Galopin Back At Anchor | Season 5 | Episode 76
Is it time to move on? Yes it is. I'm sailing Galopin back at anchor in Mindelo Bay in the Cabo Verde Archipelgo. My free stay is up at Marina Mindelo, so ma and Galopin drop anchor in the bay. It's nice to be out of the marina, but I need my dinghy to function. And I'm shaken up by l...
Fathers Day in Kyoto and Canada Day in Tokyo
I left Wahine for a couple of weeks on a very busy road trip. The main reason was to attend screenings of the History Channel Pilot for a new series called Dare to Dream. Happily, I was also able to join my son Mackenzie in Kyoto to celebrate fathers day, go home for a few days in Nagoya to see Ka...
Japan’s Worst Heat Wave in 135 Years – A Sailor’s Journey
A noisy neighbor prompted me to leave Imabari a couple days early. I decided to move to Nihama Marina which has a delightful beach beside it. An unprecedented heatwave was coming in Japan and I wanted to be able to have refreshing swims. Little did I know that the marina had concerns about sharks...