Watch Sailing & Boating Adventures Around the World – Page 2 of 3
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 25-48 of 56 results
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.
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.
Octopus Encounter! Exploring Bonaire’s Stunning Reefs
Life in Bonaire has been nothing short of incredible! From swimming, snorkeling, and scuba diving with our boat buddies and Conor’s mom, to spotting vibrant coral and an incredible octopus encounter — the underwater world here never ceases to amaze us. But as every cruiser knows, boat life isn’t al...
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.
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.
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.
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.
We Left in the Wrong Weather… Then Ripped Our Sail!
On passage from Saint Kitts to Guadeloupe, Sailing Big Lost faces unexpected squalls, a blown Code 55 sail, chafed rigging, and French mooring balls before arriving in Deshaies.
After the Fun in Sint Maarten, We Set Sail for Saint Kitts
Sailing Big Lost navigates Bastille Day festivities in Marigot, rescues stranded kayakers in Simpson Bay, commissions an aluminum GoDu dinghy, and sails past Sint Eustatius to Saint Kitts.
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.
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.
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.
We Bought a Boat! | Vision 444 Catamaran
Sailing Big Lost navigates a high-stakes survey day, haulout, travel lift collision, and Gulf Stream sea trial while buying a Vision 444 catamaran in Dania Beach, Florida.