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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Crossing the Pacific Changed Our Family
Aboard Sailing Big Lost, Connor and Kelly complete a 24-day Pacific crossing from Panama, arriving at Nuku Hiva in the Marquesas after 4,000 nautical miles.
We’re Ready to Cross the Pacific… But We Can’t Leave
Anchored on the Pacific side of Panama waiting for French Polynesia visas, the Sailing Big Lost crew uses their time to lubricate mast tracks, rig storm sails with SV Meera, and prepare biosecurity documents for the Galapagos.
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.
We Left the Boat | Visas, Passports & Panama City
Kelly and Connor leave their catamaran at Shelter Bay Marina to tackle long-stay visa applications, U.S. Embassy passport renewals, and family visits across Panama City before setting sail for San Blas.
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.
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.
Boat Work in Grenada | Gori Prop Service & Splash Day!
At Clarke's Court Marina in Grenada, Connor teams up with fellow Vision 444 owner Michael Pale to overhaul the starboard Gori propeller with fresh bushings, TEF 45 grease, and rubber stops before splashing SV Big Lost back into the bay.
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.
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.
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.
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.
Shipyard Setbacks & Small Wins | One Step Closer to Sailing Again
On the hard at Harbour Towne Marina in Dania Beach, Florida, the Sailing Big Lost crew navigates bottom paint, rigging upgrades, lost parts, and customs delays before setting sail across the Gulf Stream.
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.
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.
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.
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.