Watch Sailing & Boating Adventures Around the World

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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SAILING and SHARKS
Sailorama

SAILING and SHARKS

Help us share food in Cuba: LIVE Updates: facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patrons of this channel! PATREON:
Operation: Sailors Sharing in Cuba
Sailorama

Operation: Sailors Sharing in Cuba

Help us share food in Cuba: or Help Sailing Dilly-Dally to share food in Cuba: Thank you to all the patrons of this channel! PATREON:
The ‘DANGER’ of CUBA
Sailorama

The ‘DANGER’ of CUBA

We sailed to Cuba, and have now lived here for several months. What has Cuba taught us? We're still here! All money raised through this link will go towards giving back to the people of this resilient country: LIVE Updates: facebook.com/sailorama instagram.com/justinesailorama Thank you to...
Sailing for GOOD
Sailorama

Sailing for GOOD

As we share this video with you, we are saddened to hear that the two older, immobilized gentlemen that we visited one month ago passed away. Please tell your public servants and representatives to END THE BLOCKADE ON CUBA. Thank you! LIVE Updates: facebook.com/sailorama instagram.com/justinesail...
Sailing Remote Cuba with Medical Supplies
Sailorama

Sailing Remote Cuba with Medical Supplies

LIVE Updates: facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patrons of this channel! PATREON:
Sailing CUBA is challenging but worth it – here’s why.
Sailorama

Sailing CUBA is challenging but worth it – here’s why.

LIVE Updates: facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patrons of this channel! PATREON:
Pura Vela #sailing  #travel #cuba #blockade
Sailorama

Pura Vela #sailing #travel #cuba #blockade

Thank you to all the patrons of this channel! PATREON:
Cycling from my sailboat to Havana
Sailorama

Cycling from my sailboat to Havana

facebook.com/sailorama instagram.com/justinesailorama Check out Oscar's Art! Thank you to all the patrons of this channel! PATREON:
S1E48 . I CUT A WALL OUT OF My Sailboat… and It Changed Everything
Sailing UV ( UltraViolet )

S1E48 . I CUT A WALL OUT OF My Sailboat… and It Changed Everything

This week on Sailing UV, I got tired of squeezing into a weird little fiberglass cave every day… so I grabbed the tools and CUT PART OF THE BOAT OUT. 😅 No massive budget. No fancy upgrades. Just trying to make this old boat a little more comfortable while we wait on expensive parts, save for bigger...
sailors CLIMBED ABOARD in cuba
Sailorama

sailors CLIMBED ABOARD in cuba

Thank you to all the patrons of this channel! PATREON:
Catamaran Complications Sailing Cuba
Sailorama

Catamaran Complications Sailing Cuba

What we learned in Cuba right away is that people appreciate it, but do not just want hand-outs. They want to be able to practice their professions and to contribute despite the lack of materials arriving regularly on the island. We saw this with the first people that we met as we arrived in Cuban w...
The Reality of Sailing This African Delta Alone | A Map, $170 Tax, Beached boat & Bloody Foot |S7E30
Winded Voyage Sailing

The Reality of Sailing This African Delta Alone | A Map, $170 Tax, Beached boat & Bloody Foot |S7E30

Navigating the Casamance River delta in Senegal is as magical as it is nerve-wracking. In this episode, a pod of dolphins finds me—first following in my wake, then leading the way through the winding, mangrove-lined channels. These dolphins are here for a reason: they’re feasting on the river's...
We sailed to Cuba with supplies.
Sailorama

We sailed to Cuba with supplies.

We sailed to Cuba, but that's only part of the journey. We encountered strange vessels and lights along the way. Thank you to all the patrons of this channel! PATREON:
In Cuba’s Waters – Update 6
Sailorama

In Cuba’s Waters – Update 6

We sailed to Cuba with food, medicine, electrical, and fishing equipment as part of the Nuestra America Flotilla. #nuestraamericaflotilla #nuestraamericaconvoy #cuba #sailing #travel #ocean facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patrons of this channel! PATREO...
sailing to CUBA update 5
Sailorama

sailing to CUBA update 5

facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patrons of this channel! PATREON:
sailing GEIST
Sailorama

sailing GEIST

In this video we sailed to the island of Roatan, Honduras. facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patrons of this channel! PATREON:
Travel to Cuba, Update 4
Sailorama

Travel to Cuba, Update 4

We're sailing to Cuba with food, medicine and/or electrical equipment as part of the Nuestra America Flotilla. Help us directly by donating: #nuestraamericaflotilla #nuestraamericaconvoy #cuba #sailing #travel #ocean
Sailing Because What Pays More? Update 3
Sailorama

Sailing Because What Pays More? Update 3

Imagine exporting healthcare instead of war and terror (war and terror pay better of course). We're sailing to Cuba with food, medicine and/or electrical equipment as part of the Nuestra America Flotilla. Help us directly by donating: #nuestraamericaflotilla #nuestraamericaconvoy #cuba #sai...
Sailing to Cuba, update 2
Sailorama

Sailing to Cuba, update 2

Collective Punishment is a literal War Crime. Therefore, we're sailing to Cuba with food, medicine and/or electrical equipment as part of the Nuestra America Flotilla. Help us directly by donating: or Depending on how much money we raise, we will be purchasing cost-effective basics such...
sailing and liberty
Sailorama

sailing and liberty

Sailing a work in progress. KANT: BENTHAM: MILL: Thank you to all the patrons of this channel! PATREON:
the Sailing Contract
Sailorama

the Sailing Contract

The title of this video references philosophical discussions between Thomas Hobbes, John Locke, and Jean-Jacques Rousseau on the subject of the Social Contract. These authors greatly influenced and gave us much to ponder on the subject of freedom and authority in the western world for the last 400 y...
sailing SURVIVALISM
Sailorama

sailing SURVIVALISM

facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patrons of this channel! PATREON:
Cruising Lealea Christmas Eve 2025
Cruising Lealea

Cruising Lealea Christmas Eve 2025

Over last weekend, Petersburg, Alaska got more snow than ever recorded here. The Harbor Master let everyone know to clear the snow off their boats before the next storm rolls in. Merry Christmas everyone! For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - &q...
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
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