Watch Sailing & Boating Adventures Around the World

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.

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Our First Overnight Sail as a Family
Finding Our Isla Sailing

Our First Overnight Sail as a Family

Our first overnight sailing passage took us from St. Martin to the U.S. Virgin Islands aboard our Lagoon 450 catamaran—and honestly, it wasn't what we expected. As a family of six living aboard full-time, sailing through the night with our kids was one of the biggest milestones of our journey....
We Thought the Lagoon Was Safe… We Were Wrong
Finding Our Isla Sailing

We Thought the Lagoon Was Safe… We Were Wrong

After months of upgrades, projects, and settling into life aboard our Lagoon 450 catamaran, Isla is finally starting to feel like home. In this episode, we install our Seawater Pro watermaker, spend time enjoying life in the lagoon, navigate unexpected health challenges, make Isla official with her...
LOST? Night Kayaking in St John… Until Captain couldn’t find us! #stjohn #trawlerlife
UNANCHORED LIFE

LOST? Night Kayaking in St John… Until Captain couldn’t find us! #stjohn #trawlerlife

🌙 We thought a peaceful night kayak in St John, US Virgin Islands would be a magical experience… and it was—until our captain (Ken) tried to find us with a spotlight and things got slightly ridiculous. In this clip from our Unanchored Life adventure aboard our Kadey Krogen 55 trawler, Elsa and I he...
We Finally Made it to St Thomas USVI 🇻🇮 | Boating Goals, Dog Drama & Island Chaos! ⚓🐾
UNANCHORED LIFE

We Finally Made it to St Thomas USVI 🇻🇮 | Boating Goals, Dog Drama & Island Chaos! ⚓🐾

⚓ Exploring St Thomas in the US Virgin Islands 🇻🇮 | Crown Bay, Charlotte Amalie & Island Life In this episode of Unanchored Life, we sail into St Thomas, the most vibrant island in the US Virgin Islands, and drop anchor at Crown Bay Marina before heading into the colorful streets of Charlotte A...
The most underrated sailing itinerary in the Caribbean! The USVI and SVI
Sail Stillwater

The most underrated sailing itinerary in the Caribbean! The USVI and SVI

Join Brian and the crew as they sail a Bali catamaran through the USVI and SVI, taking on high seas, remote islands, and one of the most adventurous routes in the Caribbean. This isn’t your typical charter itinerary—it's rougher, wilder, and absolutely unforgettable. From offshore fishing (we ...
Drifting by DARK SECRETS: Anchoring at Epstein’s Island! Ep-170
Leading the Escapade

Drifting by DARK SECRETS: Anchoring at Epstein’s Island! Ep-170

We set sail from St. Croix and enjoy a picture-perfect passage to St. Thomas, soaking in the beauty of the US Virgin Islands along the way. After dropping anchor, we check out one of the most well-known breweries in the area 🍻 before continuing our journey past one of the most infamous places in the...
SAILING THE US VIRGIN ISLANDS: Sun, Sea, Snorkels & Cocktails! Ep-169
Leading the Escapade

SAILING THE US VIRGIN ISLANDS: Sun, Sea, Snorkels & Cocktails! Ep-169

Set sail to St. Croix with us in this week's adventure! After two months in St. Martin, we celebrate Janaye's 33rd birthday with beach time, Caribbean cocktails, and a sail to one of the top 10 snorkelling spots in the world! Get the sleep you deserve with up to 35% off Dream. Click and ...
24 HRS OF BOAT LIFE: Day in the Life & Tropical Escape – Ep 222
Sailing Jibsea

24 HRS OF BOAT LIFE: Day in the Life & Tropical Escape – Ep 222

Ever wondered what it’s like to live on the open water, exploring hidden islands, and embracing a minimalist, off-the-grid lifestyle? In this video, we take you on a journey through 24 hours aboard our custom aluminum sailboat, showcasing life in a tiny floating home in the stunning Caribbean. We&...
The Top Things To Do In the BVI’s: The Indians, The Bath’s. Episode 30
Sailing Banana Pancakes

The Top Things To Do In the BVI’s: The Indians, The Bath’s. Episode 30

We woke up in the most gorgeous anchorage on Peter Island. The water was pure glass. We had our coffee and a relaxing morning and then everyone loaded up in the dinghy and headed for The Indians. The Indians is a local dive and snorkel spot full of sea life. Following The Indians we did a 2 hour sa...
The hardest week while living on a sailboat. Episode 29
Sailing Banana Pancakes

The hardest week while living on a sailboat. Episode 29

We got up early and sailed to the British Virgin Islands. We arrived in Tortola and headed to the Nanny Cay Marina. We got a slip for the night to get our boat hauled out the following day. The next morning they informed us that the lift had a flat tire so we waited around. It finally got fixed and...
Cliff Jumping (A week of fun sailing the USVI’s episode 28)
Sailing Banana Pancakes

Cliff Jumping (A week of fun sailing the USVI’s episode 28)

We were still anchored in Long Bay St. John of the US Virgin Islands. We were grateful that the sailboat was working, no problems, and we were taking a week off to just chill and enjoy the sailing life. Steve and Easton started their morning with a run and some father-son bonding. They stopped by...
Don’t Sit On Fire Coral (Sailing the British Virgin Islands) episode 27
Sailing Banana Pancakes

Don’t Sit On Fire Coral (Sailing the British Virgin Islands) episode 27

Hey Banana Family, In this episode we continue on our sailing journey adventuring all the islands of the US Virgin Islands and the British Virgin Islands. My sister and her family are still with us on the boat. We start the day off with a calm morning. We loaded up the dinghy and headed to White B...
Growing Up Living On A Sailboat (Sailing the US Virgin Islands) Episode 26
Sailing Banana Pancakes

Growing Up Living On A Sailboat (Sailing the US Virgin Islands) Episode 26

This video is of our sailing family. My 3 BOYS have long hair. They are BOYS NOT GIRLS. Sailing Adventures in the Virgin Islands | Family, Repairs, and Stunning Beaches Join us as we navigate the ups and downs of life on the water in the Virgin Islands! This week, our genoa sail tears, leaving us...
Sailing to St. John, US Virgin Islands (Episode 25)
Sailing Banana Pancakes

Sailing to St. John, US Virgin Islands (Episode 25)

In this episode we leave Salinas, Puerto Rico with a fixed engine! Finally! We have a nice sail to Vieques, Puerto Rico. We lift the sails, do some deep sea fishing, and our sailboat/catamaran is working perfectly! We set anchor and the kids enjoy surfing behind the dinghy for a few hours. Afterward...
Vacation on St. John after our Bareboat Charter | Boating Journey
Boating Journey

Vacation on St. John after our Bareboat Charter | Boating Journey

In episode 148, we spend our last few days of our bareboat charter trip in St. John, USVI. We rent a condo at Grande Bay Resort, explore fantastic restaurants and shops. We also rented a Zodiac to go and swim with the turtles, but Mother Nature had other plans for us. Be sure to tune in to find out...
Our FIRST TIME SAILING our Leopard catamaran sail boat [Ep10 RED SEAS]
Sailing Red Seas

Our FIRST TIME SAILING our Leopard catamaran sail boat [Ep10 RED SEAS]

We set sail on our own boat for our very first crossing, sailing from the US Virgin Islands to Sint Maarten. The winds are against us and we face some big waves, so the journey takes much longer than anticipated, and more than a few things break along the way. Join us for our very first journey on t...
2021 Was a Great Year for Us! | Boating Journey
Boating Journey

2021 Was a Great Year for Us! | Boating Journey

In episode 134 we reflect on all of the awesome boating activities and trips we took in 2021. Despite the pandemic and not owning a boat, we figured out how to stay on the water. Stay tuned for next year as we have some great trips planned and we hope to find a boat! Silverton Tour: Sea Ray 58: C...
They let us Race a MILLION Dollar Charter BOAT! | BOAB 185
Bums on a Boat

They let us Race a MILLION Dollar Charter BOAT! | BOAB 185

Want to hone your sailing skills and RACE a million-dollar catamaran? Heck YEH! Wait... did we just take the lead?! ____________________________________ Say hey Facebook [ Instagram [ Learn more [ Support this Channel ❤ [ Get yourself some swag [ ↯ Join us on Patreon ↯ [
Exploring the Ruins on St John | Boating Journey
Boating Journey

Exploring the Ruins on St John | Boating Journey

In episode 113, we explore the sugar mill ruins and plantations on St John, USVI with a private guide named Tony. This was a great way to see the ruins up close without being in a large tour group. What we didn't expect was a mode of transportation! It was also cool to see how close we actually...
Taking the Ferry to St. John | Boating Journey
Boating Journey

Taking the Ferry to St. John | Boating Journey

In episode 111, Scott and I take the ferry to St. John to explore the island during our last few days in the USVI. Be sure to tune in to the next few episodes as we explore the island and bring you along. We stay at the Gallows Point Resort and give you a tour of our condo. Links in this video: Ga...
We found DIAMONDS & GOLD and can stop JUMPSTARTING the Boat – Ep 37
Sailing Jibsea

We found DIAMONDS & GOLD and can stop JUMPSTARTING the Boat – Ep 37

We strike gold! And diamonds! We’ll sort of lol. We also have a starter issue with the engine so we’re changing the solenoid. Then we explore St. John, USVI where we get our hike on! We explore an old guesthouse, sugar plantation and hike up to a popular look out. WHERE WE DROPPED ANCHOR/MOORED -...
St. Thomas WITHOUT CRUISE SHIPS and We Found a STOW AWAY!- Ep 36
Sailing Jibsea

St. Thomas WITHOUT CRUISE SHIPS and We Found a STOW AWAY!- Ep 36

Pick up or Delivery? Ever thought while sailing, you could arrive in a remote island and order pizza to your boat while in the anchorage? It's possible here on St. Thomas and we enjoyed the novelty of it! Then we head to the popular Magen's Bay where we almost acquire a boat pet! WHERE WE...
Coki Beach on St Thomas | Boating Journey
Boating Journey

Coki Beach on St Thomas | Boating Journey

In episode 107, we check out the infamous Coki Beach on St Thomas which was just a 5 minute walk from our hotel the Wyndham Vacation Club. Sadly, we were disappointed, so if you know of ways we can help, please leave your comments down below. Next week, we fly down to St Croix to do some sailing. ...
Exploring St Thomas | Boating Journey
Boating Journey

Exploring St Thomas | Boating Journey

In episode 106, we finally arrive to St Thomas and explore Charlotte Amalie and the infamous Mountain Top Souvenir shop. The views were amazing, so be sure to watch this episode. Many folks have asked, what does this trip have to do with a liveaboard or boating. Well, it was supposed to be a bareb...
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