Watch Sailing & Boating Adventures Around the World – Page 2 of 2
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 25-43 of 43 results
We Traded the Ocean for the Mountains | Our Journey to Minca, Colombia
Three cruising families leave the marina in Cartagena for an inland mountain retreat in Minca, Colombia, hiking cloud forest trails to La Victoria Coffee Farm before tackling a leaking blackwater valve back aboard Big Lost.
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.
Exploring Bonaire: Salt Flats, Donkeys, Diving & Dolphins!
Conor and Kelly welcome Conor's mother Charlie aboard Big Lost in Bonaire, exploring the island by truck and tackling a malfunctioning black water holding tank sensor.
Cruising Grenada | Friendships, Challenges & Boat Life
Tied up at Le Phare Bleu in Grenada, Sailing Big Lost reflects on island travel hurdles, boatyard setbacks, and marina dock life while waiting for a weather window to sail west.
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.
Accident After Accident — Our Toughest Week Yet!
A string of collisions and a severe travel lift accident in Florida snap a folding prop on the Malone family's new Vision 444 catamaran Big Lost, triggering urgent mechanical, plumbing, and hull repairs before hurricane season.
Meet Conor | Sailing Big Lost Captain
While awaiting survey inspections in Fort Lauderdale, Conor Malone of Sailing Big Lost shares his background, from Idaho construction to ocean catamaran ownership.
The Truth About Our Boat Buying & Selling Journey
Kelly and Connor of Sailing Big Lost break down lessons learned from buying and selling their Leopard 62 catamaran, navigating brokerage disputes, and placing a Vision 444 under contract while based in Hallandale, Florida.
Sailing Big Lost: Our Story & Goodbye
At the Xquisite Catamaran Center in Freeport, Connor and Kelly Malone close escrow on Big Lost, their 2002 Leopard 62, detailing lessons learned from 4,000 nautical miles of cruising before downsizing to a smaller catamaran.
Selling Our Boat: Survey Results & Repairs 🛠️
Awaiting survey results at Exquisite Marina, Sailing Big Lost tackles four punch-list repairs and a buyer credit to finalize the sale of Big Lost.
Survey Day – Will BIG LOST Pass the TEST?
Connor and Kelly prepare Big Lost for a prospective buyer survey in Freeport, Bahamas, navigating haulout delays, drive shaft strap clearances at Bradford Marine, and rigorous hull inspections.
Sailing Into the Future: What’s Next for Big Lost?
Cruising the Exumas aboard catamaran Big Lost, Connor and Kelly complete transmission repairs at Staniel Cay, ride out gale winds, and make the big decision to sell their Leopard 62.
Island Hopping the Exumas: Sailing, Pigs & Grotto Dives!
Sailing Big Lost navigates shallow sandbars into Soldier Cay, sails to Staniel Cay, visits Big Major Cay, and dives Thunderball Grotto before making passage to Farmer's Cay.
First Time in the Exumas! Sailing Through Paradise 🇧🇸✨
Awaiting a weather window in Rock Sound, Eleuthera, the family aboard Big Lost mends a torn head sail with help from SV Atlas before crossing open water to Allan Cay in the Exumas to observe native Bahamian rock iguanas.
3-Month Wait Over: Lithium Power for Our Catamaran!
Six Victron lithium batteries arrive in Río Dulce for the catamaran Big Lost, triggering an electrical refit, plumbing sensor fixes, and rainy weather delays before heading for Utila.
Stuck in the Río Dulce, Dreaming of Ocean Adventures!
Waiting out hurricane season in Río Dulce, Guatemala, Sailing Big Lost tackles masthead repairs, recaulks leaky windows, and celebrates an 11th birthday before a cruiser life raft drill.