Watch Sailing & Boating Adventures Around the World – Page 4 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.
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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.
Meet the Crew | Kelly – From Chaos to Calm: My Journey to Sea Life 💙⚓
Waiting on a catamaran survey in Fort Lauderdale, Kelly documents her transition from competitive equestrian arenas and high-stress real estate to full-time family ocean cruising.
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.
We Made an Offer! Boat Life Decisions & Florida Thrills
Connor and the crew of Sailing Big Lost travel to Georgetown, Exuma to inspect a Vision 444 catamaran at Emerald Bay Marina, putting the vessel under contract before heading to Florida for family time.
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 to Freeport for the Big Test: Survey & Sea Trial!
Sailing Big Lost sails 60 nautical miles from Montagu in Nassau through the Berry Islands to Freeport for a boat survey and sea trial, finishing with hours of boat cleaning at Xquisite Marina.
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.
Sailing South, Then North?! A Change of Plans in the Exumas
Sailing Big Lost navigates Farmer's Cay Cut and Georgetown, grappling with shallow drafts, crowded anchorages, and a sudden route reversal north.
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.
Exploring Paradise: Shroud Cay Waterways, Warderick Wells & New Friends!
Sailing Big Lost navigates the mangrove creeks of Shroud Cay to swim the Washing Machine before sailing at 8 knots to Warderick Wells and hiking Boo Boo Hill.
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.
Sailing Eleuthera: Beaches, Diving, and Island Life
Connor and the family aboard sailing catamaran Big Lost navigate Current Cut, scale the mast for rigging upkeep, and sail down the leeward coast of Eleuthera toward Governor's Harbour.
Eleuthera: The Beginning of Our Fun-Filled Adventures 🌊🌴
Following fiberglass and electrical repairs in Nassau, Sailing Big Lost cruises toward Eleuthera and Royal Island, drops anchor off Egg Island, encounters stingrays, and explores Spanish Wells.
Struggles in Nassau & Bittersweet Reunions in Andros
Battling rough seas from Bimini, Connor and Kelly dock their 62-foot catamaran in Nassau for urgent fiberglass repairs and engine work before navigating cruiser rules and heading to Andros.
Conquering Fears in Bimini: Swimming with Reef Sharks!
Arriving in Bimini after passage from Mexico and Cuba, Sailing Big Lost faces anchor damage before swimming with reef sharks and exploring with David Langlois.
Sailing the High Seas: Family Adventure from Isla Mujeres to Cuba!
Facing an expiring 48-hour departure window in Mexico, the crew aboard Sailing Big Lost motor-sails 297 nautical miles to Cuba, battling gear damage and diesel shortages from Cayo Largo to Varadero.
Isla Mujeres: The Journey North – A Family Sailing Adventure
After Tropical Storm Sara floods Roatan, the Sailing Big Lost crew clears customs in Utila and navigates a rough night passage to Mexico, pausing in Punta Allen before reaching Isla Mujeres to prepare for Cuba.
Exploring the Bay Islands: Scuba, Waterfalls, and Bonfire Nights with Friends.
Aboard sailing catamaran Big Lost, the crew departs Guatemala on a 162-mile sail to Roatan and Guanaja, filling dive tanks, hiking waterfalls, and preparing for tropical storms.
Charting New Waters: GOODBYE Rio Dulce!
After 102 days of refit work in Río Dulce, Sailing Big Lost clears customs at Livingston, crosses the shallow sandbar, and navigates rough seas to Roatán.
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.