Watch Sailing & Boating Adventures Around the World – Page 2 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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We Gave Up Everything… This Is What It’s Actually Like
Sailing Big Lost

We Gave Up Everything… This Is What It’s Actually Like

Sailing Big Lost navigates the Galapagos aboard their sailing catamaran, exploring Santa Cruz, passage-making to San Cristobal, and diving Kicker Rock.
We Left Everything Behind… Was It Worth It?
Sailing Big Lost

We Left Everything Behind… Was It Worth It?

Sailing from Panama across the equator to the Galapagos brings doldrum calms, a broken Code 55 continuous furling line, yellowfin tuna, and biosecurity clearance.
Hours Before We Left… This Happened
Sailing Big Lost

Hours Before We Left… This Happened

Facing last-minute visa delays, a sudden $6,700 chart plotter failure, and heavy rain, Sailing Big Lost departs Panama on an offshore passage toward the Galapagos.
Everything Is Ready… Except One Thing | Pacific Crossing
Sailing Big Lost

Everything Is Ready… Except One Thing | Pacific Crossing

Sailing Big Lost prepares for a Pacific crossing from Panama, facing consular deadlines, hull cleaning for Galápagos clearance, and Holy Week holiday shutdowns.
We’re Ready to Cross the Pacific… But We Can’t Leave
Sailing Big Lost

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.
We’re Ready… But We Can’t Leave Yet | Pacific Crossing
Sailing Big Lost

We’re Ready… But We Can’t Leave Yet | Pacific Crossing

At anchor in Panama after transiting the canal, Big Lost is fully provisioned and ready to cross the Pacific, paused only for children's visas and wind.
We Might Miss the Galápagos  4K
Sailing Big Lost

We Might Miss the Galápagos 4K

After entering the Pacific, the crew of Sailing Big Lost faces generator challenges, passport renewal delays, and a narrowing weather window that forces a hard choice between visiting the Galápagos or preserving French Polynesia time.
We Transited the Panama Canal as a Family | Atlantic to Pacific
Sailing Big Lost

We Transited the Panama Canal as a Family | Atlantic to Pacific

Sailing Big Lost navigates a full Panama Canal transit aboard their Vision 444 catamaran Big Lost, climbing 85 feet through Gatun Locks before dropping into the Pacific Ocean.
48 Hours Before We Enter the Panama Canal
Sailing Big Lost

48 Hours Before We Enter the Panama Canal

At Shelter Bay Marina in Colón, Sailing Big Lost tackles critical boat repairs, Starlink DC conversion, and line preparation 48 hours prior to entering the Panama Canal locks.
What It Really Takes to Cross the Pacific (Boat Prep + Haul Out)
Sailing Big Lost

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
Sailing Big Lost

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
Sailing Big Lost

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
Sailing Big Lost

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.
We Left the Boat | Visas, Passports & Panama City
Sailing Big Lost

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.
Before the Panama Canal: The Start of Our Pacific Preparation
Sailing Big Lost

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.
Choosing the Window | Leaving San Blas & Sailing to Shelter Bay
Sailing Big Lost

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.
We Came for San Blas… and Ended Up in a Rescue | Life at Anchor
Sailing Big Lost

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
Sailing Big Lost

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”
Sailing Big Lost

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.
Rained Out in San Blas
Sailing Big Lost

Rained Out in San Blas

Sailing catamaran Big Lost navigates heavy rain and seven-foot swells through Guna Yala, exploring the shallow Sugandi River before finding shelter in Snug Harbor.
Sailing Into Guna Yala: From Puerto Obaldía to Isla Pinos
Sailing Big Lost

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

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
Sailing Big Lost

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 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.
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