Watch Sailing & Boating Adventures Around the World – Page 3 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 49-72 of 113 results
What It Really Takes to Cross the Pacific (Boat Prep + Haul Out)
At Shelter Bay Marina in Panama, the crew of Big Lost completes haul-out maintenance, marks anchor chain, services masthead rigging, and preps for the Pacific.
Preparing Our Boat for the Pacific Crossing | Haul Out, Repairs & Reality
After sailing from Portobelo, the Sailing Big Lost crew hauls out at Shelter Bay Marina to repair bow gelcoat damage, replace propeller anodes, and provision before transiting the Panama Canal.
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.
When Family Visits Boat Life for the First Time
After discovering an unexpected porcupine stowaway outside Shelter Bay Marina, the crew of Big Lost tackles watermaker leaks and sails east to San Blas with family aboard.
Before the Panama Canal: The Start of Our Pacific Preparation
Tied up at Shelter Bay Marina, the crew of Sailing Big Lost tackle consular appointments in Panama City, visa filings, and canal scheduling before their Pacific passage.
We Came for San Blas… and Ended Up in a Rescue | Life at Anchor
When an afternoon squall hits the San Blas Islands, a routine day turns urgent as cruisers unite to rescue a stranded mariner outside the breaking reef.
Boat Electrical Fires in San Blas ⚡ Power Risks Every Cruiser Should Know
Anchored at the Swimming Pool in San Blas, Sailing Big Lost manages power in heavy cloud cover, receives a panga grocery order, and investigates recent boat fires.
We Finally Made it the San Blas “Swimming Pool”
Aboard Big Lost, Connor and Kelly escape no-see-ums in Snug Harbor, haul diesel by hand in Nargana, troubleshoot a starboard raw water pump, and sail into the Swimming Pool anchorage in San Blas.
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.
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.
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.
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.
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.
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.
From Sea to Summit: Sailing Martinique & Climbing Mount Pelée
Connor and the crew aboard Big Lost cruise Martinique from Saint-Pierre to Fort-de-France, hike the crater rim of Mount Pelée, and replace a leaking engine raw water pump in Petite Anse d'Arlet before heading toward Grenada.
Boat Life in Sint Maarten: Dinghies, Beaches & Island Vibes
Connor works through an alternator upgrade and blown fuse in Sint Maarten aboard Big Lost, tackling diesel oil changes, dinghy lessons, and a black water valve repair.
Package Delays & Island Days | USVI Boat Life
Waiting for delayed packages in the USVI, the Sailing Big Lost crew tackles boat projects on Water Island, fixing a Garmin radar, taping a cracked acrylic hatch, and testing overdrive props.
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.
The Route Less Traveled: Our Passage South
Kelly and Connor navigate their Vision 444 catamaran through Current Cut and Eleuthera, troubleshooting rigging and fueling up for an open-ocean passage south into the Atlantic toward the Virgin Islands.
Our First Sail on our NEW Vision 444 Catamaran – Finally!
After weeks of preparation, Sailing Big Lost departs Florida aboard their 2023 Vision 444 catamaran, testing the new sail plan across the Bahamas to Spanish Wells.
Another Bad Week In The Shipyard
At Harbour Towne Marina, Sailing Big Lost faces severe saildrive damage from a travel lift mishap, disputes a $2,500 yard fee liability release, and resolves a 230V air conditioning mismatch on their Vision 444 before Memorial Day.