Watch Sailing & Boating Adventures Around the World – Page 2 of 21

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 487 results
SPAIN – we should move here!
The O'Kelly's

SPAIN – we should move here!

Finishing our circumnavigation by airplane, we find ourselves in La Cruz, Mexico within sight of where we were married in 2004. Join us for an epic roadtrip through Spain and Portugal: Santa Pola, Osuna, Alvor, Sevilla, Grenada, Valencia, and then on to Madrid before we fly out to Bali. Exclusive $3...
sailors KICKED OUT no more anchoring? isla mujeres
Sailorama

sailors KICKED OUT no more anchoring? isla mujeres

LIVE Updates: facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patrons of this channel! PATREON: or simply leave a tip through PAYPAL: Take a PEEK at our WISHLIST
4 Years to find their DREAM BOAT – Hammerhead 54 Trimaran
The O'Kelly's

4 Years to find their DREAM BOAT – Hammerhead 54 Trimaran

Patience and hard work pay off! This Chris White's Hammerhead 54 trimaran has been transformed over the last year by a couple of the most knowledgeable and accomplished sailors you will ever meet. It was a pleasure to hang out on Spirit XL in the Whitsundays to see what she can really do! We we...
the sailing and anchoring dance
Sailorama

the sailing and anchoring dance

Stop paying for jenny side and wore: Thank you to all the patrons of this channel! PATREON: leave a tip through PAYPAL: Maniac (VERSION ESPAÑOL):
Pregnant, Emotional, and Saying Goodbye to One Life – Episode 158
Sailing One Life

Pregnant, Emotional, and Saying Goodbye to One Life – Episode 158

Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watch our journey from the beginning, click on our playlist: One Life Merchandise: For business i...
sailboat masts COME DOWN
Sailorama

sailboat masts COME DOWN

We work on some sailboat masts. If you are an american, you should not be paying taxes anymore. You should be withholding your labor at this point. Only mutual support for your fellow citizens. Thanks for watching! facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patron...
ILLEGAL BOARDING of the gaza sunbird
Sailorama

ILLEGAL BOARDING of the gaza sunbird

Another sailing crew has been illegally seized in international waters. I witnessed and recorded it live. Their vessel, the 'Gaza Sunbird,' was illegally boarded and commandeered while attempting to deliver aid to Gaza. This act is state piracy. Under international law, it is illegal to...
typical sailing and fishing
Sailorama

typical sailing and fishing

We sail our boat to work, and it's totally normal and typical. What is NOT totally normal and acceptable is genocide. Please watch as these sailors test the limits of the world's humanity: (24/7 LIVESTREAM OF GLOBAL SUMUD FLOTILLA)
5 years of sailing the world! #sailing #lifestylechange #boating #travel
Sailing Jibsea
Terrorists of the Caribbean
Sailorama

Terrorists of the Caribbean

LIVE Updates: facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patrons of this channel! PATREON:
Our Final Sail Together as Two – She Has to Leave – Episode 157
Sailing One Life

Our Final Sail Together as Two – She Has to Leave – Episode 157

Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watch our journey from the beginning, click on our playlist: One Life Merchandise: For business i...
capitalism LOVE story
Sailorama

capitalism LOVE story

More information on the subject of tax resistance can be found here: Excerpts: Runaway With The Rich & Famous - February 20, 1988 Schoolhouse Rock - This For That - 1996 Schoolhouse Rock - No More Kings - 1975 It's Everybody's Business - 1954 Going Places - 1948 LIVE ...
Fijian School Children Take Over Our Sailboat – Episode 156
Sailing One Life

Fijian School Children Take Over Our Sailboat – Episode 156

Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watch our journey from the beginning, click on our playlist: One Life Merchandise: For business i...
Catamaran Sailors Switch Back to a Monohull
The O'Kelly's

Catamaran Sailors Switch Back to a Monohull

Not just any monohull though...a nearly new Hallberg-Rassy 44. And how does one hull compare to two after all of these years on catamarans. We also cruise a lovely Kadey-Krogen 58 out to the Bahamas which helps us decide what's most important to us in our next boat. ⛵️ FOR BEHIND THE SCENES UP...
Food, Law, and Handala
Sailorama

Food, Law, and Handala

We will never regret advocating for starving children. Aid shipments by sea could help alleviate hunger, if only our leaders grew a spine. Here are social media accounts, documents, and videos referenced in this video: Geneva Conventions And Counterinsurgency (1966) Thank you to all ...
Medical Emergency on a BOAT In Europe – $$ OUCH!
The O'Kelly's

Medical Emergency on a BOAT In Europe – $$ OUCH!

Off to sail in Mallorca, Spain — what could go wrong? At least we’ll sleep great with Beam Dream! Visit shopbeam.com/OKELLYS35 and use code OKELLYS35 for up to 35% off to try it yourself! ⛵️ FOR BEHIND THE SCENES UPDATES & TIPS, JOIN OUR COMMUNITY ⚓️ LOOKING FOR HELP ON BUYING A BOAT - LET&#...
Living With a Remote Fijian Island Community | This Is Why We Sail – Episode 155
Sailing One Life

Living With a Remote Fijian Island Community | This Is Why We Sail – Episode 155

Go to or use code SAILINGONELIFE at checkout to get 4 extra months of Surfshark VPN! Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watch our jour...
A Week Living, Sailing, and Pregnant in Remote Fiji  – Episode 154
Sailing One Life

A Week Living, Sailing, and Pregnant in Remote Fiji – Episode 154

Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watch our journey from the beginning, click on our playlist: One Life Merchandise: For business i...
SAILING TO CANADA IN A ROCKET SHIP! (Finally in home waters!) – Ep 242
Sailing Jibsea

SAILING TO CANADA IN A ROCKET SHIP! (Finally in home waters!) – Ep 242

Sailing to Nova Scotia by sailboat during a 3-day offshore passage from Nantucket to Canada, we pick up on Day 2 sailing wing-on-wing across the North Atlantic. Join us as we cross open water, navigate changing conditions, and make a last-minute change to our landfall destination along the Canadian ...
the Law of the Sea
Sailorama

the Law of the Sea

References: "Spanish Explorers" by Encyclopaedia Britannica Educational Corporation (1965) (What Happened to the Gaza Freedom Flotilla | The Truth: Lost At Sea 2019) ( The Israeli Defense Force Seized the Sailboat Madleen in the Mediterranean | June 9, 2025) (Raw ...
SELLING OUR BOAT & HEADING INTO THE FOG – Ep 240
Sailing Jibsea

SELLING OUR BOAT & HEADING INTO THE FOG – Ep 240

Join us on this epic offshore passage as we set sail from Virginia and head north to the stunning shores of Martha's Vineyard. From offshore champagne sailing conditions to the thrill of flying our spinnaker and Code Zero, to encounters with dense fog as we approach New England, it's a fa...
Sailing Collapse
Sailorama

Sailing Collapse

Did the Maya Sail? 🌊🚣 - because sailing these same waters today, their maritime legacy feels alive. Excerpts: Apocalypto, 2006 Mel Gibson on Joe Rogan, 2025 Middle America, United Fruit Company,  1953 Lost World of the Maya, 1972 Canoes and Navigation of the Maya and Their Neighbours, J. Eric S. ...
Why our Cruise Ended too Soon!
The O'Kelly's

Why our Cruise Ended too Soon!

Getting pooped on by a bird is good luck? Or is it a bad omen? After an enjoyable stretch in the Bahamas shaking down a brand new Leopard 45, we find ourselves asking, "what's next?" Fate (or a bird with diarrhea) intervenes to make the decision for us. ⛵️ FOR BEHIND THE SCENES UPDAT...
The REAL Reason we Borrowed this $1.1M Catamaran
The O'Kelly's

The REAL Reason we Borrowed this $1.1M Catamaran

Shaking down the brand new Leopard 45 had a second purpose: a shakedown for US! We came into this not sure whether we wanted to head out again on our own boat. This cruise to the Exumas helped us decide! ⛵️ FOR BEHIND THE SCENES UPDATES & TIPS, JOIN OUR COMMUNITY ⚓️ LOOKING FOR HELP ON BUYIN...
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