Watch Sailing & Boating Adventures Around the World – Page 4 of 11
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2,048nm in 16 Days: The Reality of a Slow South Atlantic Crossing
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat We crossed the Southern Atlantic — 2,048 nm from St. Helena to Recife, Brazil, in 16 slow, rewarding days. What happened on this passage: 16 days, 2,048 nm: long, light-wind slog ...
We Survived the MONA PASSAGE (47hrs Nonstop Sail to Puerto Rico) E376
After months of life in Luperón, Dominican Republic, it was finally time to move on… and take on one of the Caribbean’s most notorious crossings — the Mona Passage. We set sail for Puerto Rico on a 47-hour, 245 nautical mile passage, pushing through a double overnight sail with little sleep and sea...
Be The Captain — Chapter One: Think Like a Captain (Audiobook)
This is the introduction and first chapter of the Be The Captain audiobook, read by the author. Chapter 1 is called Think Like a Captain. It's not about sailing techniques or gear. It's about command, and the mindset that separates people who make good decisions offshore from people who d...
The Night I Almost Lost the Keel (and Why I Quit Deliveries)
In 2014, I delivered a Beneteau First 47.7 from the Bahamas to Cartagena. Somewhere in the Caribbean, 150 miles offshore, I found myself ankle-deep in water, crew vacuuming the bilge in the dark, batteries dead, no GPS, no autopilot. I didn't know at the time how close we were to losing the kee...
This Was Our Toughest Hike (Isabel de Torres) + Our Final Luperón Days
This one tested us 😅 We took on the steep and slippery climb up Isabel de Torres in Puerto Plata—and it was no joke. Muddy trails, sketchy footing, and a serious leg burn… but the view at the top made every step worth it. Sitting above the city with a mini botanical garden and that iconic statue, i...
We Might Miss the Galápagos 4K
After entering the Pacific, the crew of Sailing Big Lost faces generator challenges, passport renewal delays, and a narrowing weather window that forces a hard choice between visiting the Galápagos or preserving French Polynesia time.
Closing Our Chapter in San Blas | Saying Goodbye & Sailing Toward What’s Next
Connor and the family aboard Sailing Big Lost depart the Swimming Pool in San Blas, stop overnight at Chichime, and sail 38 nautical miles to Portobelo under their Code 55 sail ahead of a scheduled boat haulout.
Choosing the Window | Leaving San Blas & Sailing to Shelter Bay
The crew aboard Sailing Big Lost departs the San Blas islands, navigating beam seas and commercial canal shipping lanes on passage to Shelter Bay Marina in Colón, Panama.
When the Ocean Tests EVERYTHING – Sailing Mauritius to South Africa
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat When the Ocean Tests EVERYTHING - Sailing Mauritius to South Africa From the turquoise calm of Mauritius to the wild edge of South Africa, this passage tested everything we though...
Sailing Into Guna Yala: From Puerto Obaldía to Isla Pinos
Sailing Big Lost voyages from Colombia into Guna Yala, navigating coastal reef passages to Caledonia and Isla Pinos while learning local customs and island technology.
FRUSTRATING Passage Across the Indian Ocean to Cocos Keeling
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Join us on our frustrating passage across the Indian Ocean to Cocos Keeling! From sailing to parasailor problems, this travel video covers it all. We are a suburban blended famil...
Sailing Cartagena to Panama (Rosario Islands Stop!)
Sailing Big Lost departs Club de Pesca Marina in Cartagena, stops at the Rosario Islands, and motors 125 nautical miles to Puerto Obaldía, Panama.
How We Sailed 650nm Bahamas 🇧🇸 To The USA 🇺🇸
After five months of extensive sailing throughout the Bahamas. It was finally time to leave, and set sail for the USA. This is a raw look at what passage making is like on our 3.5 day sail while slowing down to buddy boat with Nicole and her Dad Jim, onboard her Bristol Channel Cutter. Apps I used ...
From Sea to Streets: Sailing into Cartagena & Touring the Walled City
Sailing into Cartagena Colombia, Sailing Big Lost crosses 400 nautical miles from Bonaire, dodges Magdalena River logs, clears a harbor net, and explores the historic Walled City.
Bonaire to Cartagena! Our Caribbean Passage
Sailing Big Lost departs Bonaire on a 420-nautical-mile passage to Cartagena, Colombia. The crew replaces a leaking raw water pump underway, navigates nocturnal lightning storms, and hoists their Code 55 gennaker sail.
Grenada to Bonaire: Dolphins, Mahi & Midnight Chaos!
Sailing from Grenada to Bonaire aboard their Vision 444 catamaran, Sailing Big Lost handles a midnight Code 65 failure, navigates Venezuelan waters, and troubleshoots shore power voltage at Harbour Village Marina.
Bonaire Bound: Our First Downwind Sail on the Vision 444
After prepping in Grenada, the Sailing Big Lost crew departs St. George's for a 400-nautical-mile passage to Bonaire, hoisting their Code 65 downwind sail aboard their Vision 444 catamaran.
Sailing Family’s BIG ADVENTURE from Darwin to Indonesia
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Our short time in Australia comes to an end as we NEED to get our boat to Lombok to get hauled out by August 15th! We leave Australia and sail across the Timor Sea. We are a subu...
Sailing from Thursday Island to Darwin MADE EASY
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Sailing from Thursday Island to Darwin MADE EASY Sailing from Thursday Island to Darwin was a DREAM passage for our sailing family. It was long and there were many fishing vessels ...
Final Push South: Sailing into Grenada!
Connor and the crew aboard catamaran Big Lost sail south from Martinique to Grenada, weathering an alternator fire, an isolated Saint Vincent anchorage, and a haulout at Clark's Court Marina.
Into the Wind: Sailing East to Sint Maarten
Sailing Big Lost navigates an upwind passage from Virgin Gorda to Sint Maarten aboard their Vision 444 catamaran, clearing sargassum from the propellers and installing upgraded alternators in Simpson Bay.
BVI Bound! The Next Leg of Our Southbound Sailing Adventure
Sailing Big Lost collects essential spares in St. Thomas before making a catamaran passage to Norman Island and Virgin Gorda, battling squalls and sargassum.
We Finally Made It! 1,051 Nautical Miles to Saint Thomas 🌊⛵
Connor and the crew aboard Sailing Big Lost complete a 1,051 nautical mile passage from Eleuthera to Saint Thomas, tackling engine repairs and squalls over 7 days at sea.