Watch Sailing & Boating Adventures Around the World – Page 2 of 7
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 168 results
3 Years Offshore Cruising: Here’s What We Really Think (raw update) | Sailing Sitka Ep 175
Jay and Kenna are currently anchored in the beautiful San Blas Islands, soaking in the cruising lifestyle — though, as always, the highs come with their fair share of lows. After weeks of battling persistent engine troubles, this week they think they've finally tracked down the culprit. It’s be...
They Trusted Us With Their Boat | Sailing a Beneteau 423
🚩 1,000-Mile Delivery on a Beneteau 423 🚩 We’ve been sailing full-time since 2018, but this… this is something totally new for us. We just left Saoirse on the hard in Guatemala, dropped the mooring ball here in Roatan, and are now taking our friends Russell and Lisa’s floating home, Tkila, a Benet...
Engine Failure… NOT AGAIN?! Feeling Hopeless in Rough Seas…| Sailing Sitka Ep 170
Jay and Kenna felt ready—prepared and excited to return to paradise. After a week anchored in Linton Bay, they set sail for what should have been a smooth trip back to the San Blas Islands. But that’s not how things played out.Pounding into relentless 10–14 ft seas on a lee shore, their engine faile...
San Blas at Last: A Sailors Dream Years in the Making | Sailing Sitka Ep 163
Jay and Kenna depart from Shelter Bay marina after a week straight of boat work and diagnosing problems. Finally, after stopping in Linton bay for one night, they sail to the desolate and world renowned San Blas islands. A dream come true. They've worked hard for years and the hustle has now tu...
The raw and rugged REMOTE ISLANDS you WANT to be STRANDED on – Ep 229
Join us on boat life adventures as we island hop sailing from Antigua to Barbuda, exploring endless picture-perfect pink sand beaches before facing the challenge and thrill of getting stranded ashore. We embark on an impromptu overnight sail in our aluminum sailboat to explore the private and remot...
GETTING RID OF OUR CENTERBOARD FOR GOOD: A Big Change for Our Sailboat
Start the New Year well-rested with up to 40% off sitewide when you click and use code BEAUANDBRANDY for a limited time only. 💙 GET THE EXTRAS 💙 For exclusive content, behind the scenes & live chats! 💙 MERCH 💙 💙 WANT TO SUPPORT THE PRODUCTION 💙 One time Donation via Paypal: Be sure you ar...
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.
Boat Life: HIDDEN REALITIES of Living on a Sailboat (Watch Before You Buy!)
💙 GET THE EXTRAS 💙 For exclusive content, behind the scenes & live chats! 💙 MERCH 💙 💙 WANT TO SUPPORT THE PRODUCTION 💙 One time Donation via Paypal: Be sure you are Subscribed: Amazon Wishlist: Thinking about living on a sailboat? Before you take the plunge, watch this! 🛥️ In this video,...
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.
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.
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.
BALLSY SHAKEDOWN SAIL IN NEW CUSTOM ALUMINUM BOAT
We purchased a custom aluminum expedition sailboat overseas in Panama where we refit the boat to make her offshore ready for a massive shakedown sail. We will be sailing offshore from Panama to the United States where we will be living completely off the grid. While out in the middle of the Caribb...
NO LONGER DATING…& FIRST TIME SAILING NEW ALUMINUM SAILBOAT! – Ep 208
Thanks to Cyberghost for making this video possible! Click on and get 84% discount + 4 months free including 45 day money back guarantee 👻 We have three very important events that need to take place before we can sail our new to us custom aluminum sailboat out of Panama for a huge offshore passage...
OUT TO SEA | Real Boat Life | Sailing from Florida to Guatemala
💙 GET THE EXTRAS 💙 For exclusive content, behind the scenes & live chats! 💙 MERCH 💙 💙 WANT TO SUPPORT THE PRODUCTION 💙 One time Donation via Paypal: Be sure you are Subscribed: Amazon Wishlist: Ep. 274 :: Join us as we embark on a multiday offshore passage from Florida to Guatemala. You ...
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.
We Finally Made It to the Río Dulce, Guatemala – Here’s What Happened
The family aboard Big Dog clears the Livingston bar into Guatemala, navigating the Río Dulce canyon toward Nana Juana and RAM Marina to tackle engine overhauls, custom solar installations, and hurricane season refits.
Sailing from BVI to Guatemala (FULL DOCUMENTARY)
Sailing Big Lost navigates a 1,400-nautical-mile passage from Nanny Cay in the British Virgin Islands to Rio Dulce, Guatemala, battling mechanical repairs, squalls, and relentless wing-on-wing helming across the Caribbean.
Ep 35: Sailing single-handed from the Azores to Brasil
I sail from the Azores to Brazil. This sailing cruise is very challenging in terms of weather navigation as I am sailing near Cape Verde in September. This is the birthplace of hurricanes at this time. Good weather information is crucial to avoid strong winds and storms. After that I'm in the I...
Ep 35: Einhand von den Azoren nach Brasilien
Von den Azoren segle ich nach Brasilien. Die Fahrt ist bezüglich der Wetternavigation anspruchsvoll, da ich im September an den Kapverden vorbeisegle. Hier ist die Geburtsstätte der Hurrikans zu dieser Zeit. Gute Wetterinformationen sind hier entscheidend, um Starkwind und Sturm aus dem Weg zu gehen...
Ep 34: Single-handed from New York to the Azores
From New York I set off single-handed towards South Africa. My first stop are the Azores and after 21 days and 2368 nm I reach Horta. This sailing cruise is affected by the Gulf Stream, but is also characterized by strong winds and calms. As always, I give a good insight into my weather navigation. ...
Ep 34: Einhand von New York zu den Azoren
Von New York aus starte ich einhand Richtung Südafrika. Meinen ersten Stopp mache ich auf den Azoren und nach 21 Tagen und 2368 sm erreiche ich Horta. Die Fahrt steht unter dem Einfluss des Golfstroms, ist aber auch von Starkwind und Flauten geprägt. Wie immer gebe ich einen guten Einblick in meine ...
Ep 33: New York, New York
Meine Tochter Alex kommt in Baltimore an Bord und gemeinsam segeln wir nach New York. Für uns wird ein Traum wahr, der einige Jahre zuvor in New York geboren wurde, auf eigenem Kiel nach New York zu segeln. Es ist ein unvergessliches Erlebnis. Viel Spaß! Mein 1. Buch ist bei Amazon erhältlich: Bis...
Ep 32: Chesapeake Bay from Norfolk to Baltimore
We sail up the Chesapeake Bay and experience the beauty of this sailing area with many creeks and anchorages. We drive to St. Michaels via Hampton, Deltaville and Reedville. The city is well worth seeing and a popular destination not only for sailors. Afterwards we sail to Annapolis. A thunderstorm ...