Watch Sailing & Boating Adventures Around the World – Page 2 of 5

Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.

Showing 25-48 of 118 results
The World Solo Sailing Built for Me — And a Decision About Karl
WhiteSpotPirates

The World Solo Sailing Built for Me — And a Decision About Karl

I flew to Mexico to visit my sailboat Karl — and to make a decision about his future. This episode dives into my world around solo sailing / solo boat life. The quiet problem-solving. The unexpected encounters. The freedom of figuring things out on my own. And the emotional weight of deciding whethe...
S1E36 . Slip Fees, Setbacks & Small Wins | Real Sailboat Refit Life
Sailing UV ( UltraViolet )

S1E36 . Slip Fees, Setbacks & Small Wins | Real Sailboat Refit Life

Boat life isn’t always sunsets and smooth sailing — sometimes it’s slip fees, setbacks, stress, and figuring out how to keep moving forward anyway. In this video, I’m sharing a real, unfiltered update on where we’re at with the sailboat refit. From volunteering at Spalding Marine and helping out ar...
Giving Our Sailboat Some TLC | Deep Cleaning, Tweaks & Repairs! Ep-203
Leading the Escapade

Giving Our Sailboat Some TLC | Deep Cleaning, Tweaks & Repairs! Ep-203

We finally turn south and commit to the big decision — crossing the Pacific 🌊 With a huge passage ahead of us, it’s time to stop procrastinating and start ticking off the long job list. In this video, we head into Hammock Beach Marina for a few nights to give Escapade some much-needed TLC. From dee...
S1E35. 5 Hours on ONE Winch?! | Sailboat Refit Reality, Grease Nightmares & Boat Life Lessons
Sailing UV ( UltraViolet )

S1E35. 5 Hours on ONE Winch?! | Sailboat Refit Reality, Grease Nightmares & Boat Life Lessons

Some boat jobs take 30 minutes. Others take five hours, a razor blade, and your sanity 😅 In this episode, we dive headfirst into real sailboat refit life — pulling down sails, tearing apart winches, and discovering some of the worst hardened grease I’ve ever seen. What should’ve been a simple winch...
S1E31. Full DIY Refit. Living Aboard While Rebuilding EVERYTHING
Sailing UV ( UltraViolet )

S1E31. Full DIY Refit. Living Aboard While Rebuilding EVERYTHING

Welcome back to another gritty, real-life chapter of this full DIY sailboat refit—long nights, busted tools, molding water tanks, delamination, mystery smells, and the constant battle to get this boat ready before the marina bill buries me. This week, I'm deep in the guts of the boat: 🔧 Cleani...
Cruising Grenada | Friendships, Challenges & Boat Life
Sailing Big Lost

Cruising Grenada | Friendships, Challenges & Boat Life

This week we share some of the ups and downs of life aboard while waiting for a weather window to sail west. One of the greatest gifts of boat life has been meeting incredible cruising families and watching our kids form lasting friendships—learning to stay connected across distances and rekindling ...
IS THIS ABANDONED TREASURE WORTH THE RISK? – Ep 239
Sailing Jibsea

IS THIS ABANDONED TREASURE WORTH THE RISK? – Ep 239

We explore the section of the boatyard that houses the abandoned and forgotten about boats and stumble upon what felt like buried treasure The situation was definitely risky and we weren’t sure if we should even go near it but we walk away with one heck of a find! NEW VIDEOS EVERY SUNDAY! Please su...
LIVING THE DREAM: SAILING into the Dominican Republic’s AFFORDABLE LUXURY! EP-176
Leading the Escapade

LIVING THE DREAM: SAILING into the Dominican Republic’s AFFORDABLE LUXURY! EP-176

Docked at Puerto Bahia Marina in Samaná, Dominican Republic, we embrace boat life with luxury amenities, thrilling ATV adventures, and fresh market finds. In this episode, we arrive at the stunning Puerto Bahia Marina, where we indulge in the resort's infinity pools, gym, and on-site restauran...
Accident After Accident — Our Toughest Week Yet!
Sailing Big Lost

Accident After Accident — Our Toughest Week Yet!

It’s been an incredibly challenging and frustrating week for the crew of Big Lost. After all the excitement and anticipation of finally closing on our brand-new Vision 444 ES, we were ready to set sail on the adventure of a lifetime. But instead, we’ve been hit with one unfortunate event after anoth...
Last stop in Mexico!!! | Sailing Sitka Ep 136
Sailing Sitka

Last stop in Mexico!!! | Sailing Sitka Ep 136

In this episode of sailing sitka, we sail up to Chiapas Mexico which is the most southern port to either clear in or out from. Here, we will be getting a slip to do some much needed cleaning and maintenance to Sitka before hauling her out for our off season. Music by Big Sierra:
Catamaran Refit Update: Progress on Our Rio Dulce Adventure in Guatemala!
Sailing Big Lost

Catamaran Refit Update: Progress on Our Rio Dulce Adventure in Guatemala!

In this video, we take you behind the scenes of our latest boat work projects here in Rio Dulce, Guatemala! From exciting upgrades to unexpected challenges, we're sharing the process we've made and what's next on our journey! RAM Marina: ✨ Don’t forget to LIKE, COMMENT & SUB...
SAILING PLANS – WE’RE NOT ON THE SAME PAGE!! EP-124
Leading the Escapade

SAILING PLANS – WE’RE NOT ON THE SAME PAGE!! EP-124

Let our sponsor BetterHelp connect you to a therapist who can support you - all from the comfort of your own home. Visit and enjoy a special discount on your first month. Join us as we sail from Port Denia to Almerimar, arriving just before some strong wind! We begin our Atlantic Crossing prepara...
BOAT LIFE – SOAKING IN MARINA LIFE! EP-123
Leading the Escapade

BOAT LIFE – SOAKING IN MARINA LIFE! EP-123

SOAKING IN MARINA LIFE WITH LONG HOT SHOWERS, EASY LAUNDRY, CLEANING, RECEIVING PACKAGES AND INSTALLING AN EXCITING UPGRADE! THEN WE BEGIN OUR SAIL FROM PORT DENIA TO ALMERIMAR IN SPAIN AND JANAYE DOCKS AT HER FIRST FUEL DOCK IN 2 YEARS! LOVE OUR CONTENT?? Here are the many ways you can support us!...
TOO HOT FOR CLOTHES – SAILING SICILY IN SUMMER!! EP-103
Leading the Escapade

TOO HOT FOR CLOTHES – SAILING SICILY IN SUMMER!! EP-103

Sailing from Malta to Sicily, just as the European heatwave kicks in, we  make a pit stop at Catania for a night in the marina to grab a special package we'd been waiting for. As we docked, we couldn't resist soaking in the breathtaking backdrop of Mount Etna.   Then we set sail once more...
SAILING NORTH AFRICA – IS THIS TUNISIA?! EP-95
Leading the Escapade

SAILING NORTH AFRICA – IS THIS TUNISIA?! EP-95

SAILING FROM MALTA TO TUNISIA ON THE NORTH AFRICAN COAST, THE LARGEST SWELL WE'VE EXPERIENCED, DIARIES OF AN OVERNIGHT PASSAGE, BOARDED BY POLICE, BRIBERY & SICK STREET KITTENS...IS THIS TUNISIA? LOVE OUR CONTENT?? Here are the many ways you can support us! ❤️️ Support our creations &...
SHE has a NEW DREAM……AGAIN 😆 | Living in Porto Montenegro – BOAT LIFE
Feel the Breeze family

SHE has a NEW DREAM……AGAIN 😆 | Living in Porto Montenegro – BOAT LIFE

Join us in a special episode where we show you how it is to actually live in Porto Montenegro boat life turned into marina life. Not what we had in mind for this year, but hey, a healthy baby on the way to be added to our sailing family is worth everything. We give a little sneak peek in how we live...
MASSIVE NEWS 😱 💙🥳 Why She DOESN’t want to SAIL anymore
Feel the Breeze family

MASSIVE NEWS 😱 💙🥳 Why She DOESN’t want to SAIL anymore

OH NO! What's going on? Rianne DOESN'T want to SAIL anymore. The end of boat life in Montenegro? Sailing Montenegro our final sail? Well not exactly but it is the end of boat life winter and we have perfect sailing conditions to start sailing, but we are not sailing. Not even in Montenegro...
OUR 2022 SEASON BEGINS! EP-25
Leading the Escapade

OUR 2022 SEASON BEGINS! EP-25

Sailing out of the marina! Our new sailing season begins now! a broken autopilot, sailing instrument problems, it seems like we have problem after problem..
TRAPPED in a MARINA! Jason’s losing his marbles! Ep-21
Leading the Escapade

TRAPPED in a MARINA! Jason’s losing his marbles! Ep-21

Our first time Living the marina liveaboard life, we clean and pack up the boat to leave her for just under two weeks as we do some land travel in Turkey.
Ep 8:  Stand Up PaddleBoarding with Manatee
Sailing Bye Felicia

Ep 8: Stand Up PaddleBoarding with Manatee

Matt and Lisa, Go Stand Up Paddleboard with Baby Manatees, Sharks, and Pelicans in the marina they live in. Matt and Lisa are YouTube’s new Sailing Couple, and today they share their wildlife experiences they have had while living on board their 41’ monohull sailboat in Key West, Florida. Before ...
SAILING LIFE or MARINA LIFE? Sailing into Porto Montenegro Marina
Feel the Breeze family

SAILING LIFE or MARINA LIFE? Sailing into Porto Montenegro Marina

Sailing life, a winter sailing Montenegro into Porto Montenegro Marina. Porto Montenegro Tivat is a beautiful marina with a lot of superyachts. This marina life episode takes you on a tour through Porto Montenegro Marina and all the sailing yachts. A Heesen yacht and trying to get close to the Black...
1985 Ponderosa 42′ Motor Yacht Tour | Boating Journey
Boating Journey

1985 Ponderosa 42′ Motor Yacht Tour | Boating Journey

In episode 132, we rent a 1985 Ponderosa 42' motor yacht on VRBO in Gig Harbor. We stayed at the Gig Harbor Marina and it was so much fun! We definitely recommend it. This was a great liveaboard boat, so it's too bad it's not for sale. Please be sure to subscribe to our channel and ...
Living on a 50′ Vista Yacht | Boating Journey
Boating Journey

Living on a 50′ Vista Yacht | Boating Journey

In episode 125, we sit down with a great couple, Laurie and Scott of MV Float Plane to find out how they like living aboard their 1993 50' Vista Yacht. They are moored on Bainbridge Island and they have lived aboard for over 9 years! Next week, we'll take you on a tour of their beautiful...
Curse of the Red Ferrari & Life Under Lockdown. [🎥55🇳🇿]
The Sailing Family

Curse of the Red Ferrari & Life Under Lockdown. [🎥55🇳🇿]

We get pulled over AGAIN as we make our way into our Marina for lockdown. We're pretty sure having a red boat didn't help us any. And we had quite a far fetched (but true) story to tell. Oh, the DRAMA... This video was shot last year and covers the Level-4 Lockdown of April and May in New...
WeBoating
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