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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Accident After Accident — Our Toughest Week Yet!
Sailing Big Lost

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.
Meet Conor | Sailing Big Lost Captain
Sailing Big Lost

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.
We Explored Auckland’s Giant Costco and Hobbit Holes!
Sailing Paradise Falls

We Explored Auckland’s Giant Costco and Hobbit Holes!

We explored Auckland's GIANT Costco and Hobbiton! Our LAST video exploring the fantastic country of New Zealand. This week we return to the North Island, provision at Costco and head off to Hobbiton. Rob fulfills a bucket list item visiting the Hobbiton Movie Set and we get to actually go insid...
The Truth About Our Boat Buying & Selling Journey
Sailing Big Lost

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.
Sailing Big Lost: Our Story & Goodbye
Sailing Big Lost

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.
Survey Day – Will BIG LOST Pass the TEST?
Sailing 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 Into the Future: What’s Next for Big Lost?
Sailing Big Lost

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.
Island Hopping the Exumas: Sailing, Pigs & Grotto Dives!
Sailing Big Lost

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

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 🇧🇸✨
Sailing Big Lost

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
Sailing Big Lost

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 🌊🌴
Sailing Big Lost

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
Sailing Big Lost

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!
Sailing Big Lost

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!
Sailing Big Lost

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
Sailing Big Lost

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.
Sailing Big Lost

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!
Sailing Big Lost

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!
Sailing Big Lost

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!
Sailing Big Lost

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.
Boat Life & Adventure: Hiking to the Shaman’s Tower in Guatemala!
Sailing Big Lost

Boat Life & Adventure: Hiking to the Shaman’s Tower in Guatemala!

At RAM Marina on the Río Dulce in Guatemala, the crew of Sailing Big Lost completes major boat projects before taking a hot jungle hike to the Tower of the Shaman and a 200-foot suspension bridge.
Catamaran Refit Update: Progress on Our Rio Dulce Adventure in Guatemala!
Sailing Big Lost

Catamaran Refit Update: Progress on Our Rio Dulce Adventure in Guatemala!

At RAM Marina in Rio Dulce, Guatemala, Sailing Big Lost overhauls key catamaran systems, installing a 3,300-watt solar arch, Victron inverters, lithium batteries, and repairing core deck rot.
Sailing Guatemala: Río Dulce to the Hidden Gems of Guatemala
Sailing Big Lost

Sailing Guatemala: Río Dulce to the Hidden Gems of Guatemala

Conor and Kelly Malone take a break from boat projects aboard their Vision 444 catamaran, joining a high-speed river lancha to explore Guatemala’s Río Dulce, the cascading pools of Siete Altares, and protected Playa Blanca.
Exploring Guatemala’s Historic Castillo de San Felipe: A Family Adventure on Lake Izabal
Sailing Big Lost

Exploring Guatemala’s Historic Castillo de San Felipe: A Family Adventure on Lake Izabal

Conor and Kelly Malone take a break from boat projects on their catamaran at RAM Marina to explore the 17th-century ramparts, pirate defenses, and flooded dungeons of Castillo de San Felipe de Lara on Guatemala's Lake Izabal.
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