Watch Sailing & Boating Adventures Around the World tagged “Cuba” – Page 6 of 8

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 121-144 of 175 results
Ep. 51 – Arrival into Mexico (Isla Mujeres)
S/V Full Send

Ep. 51 – Arrival into Mexico (Isla Mujeres)

We continue our passage along the Cuban coast from Florida to Isla Mujeres, Mexico. Testing out our little fishing skills, we eventually catch one small bonita before arriving into the country. We meet other cruisers and our friends down in Cancun for a fe...
SV Zingaro-  Interview with James Evenson
Sailing Views

SV Zingaro- Interview with James Evenson

You Tube sailor, James, talks about his trip. Various islands, His boat breaking in half. etc. Check it out. https://svzingaro.com
Ep. 50 – Dry Tortugas and Mexico Bound
S/V Full Send

Ep. 50 – Dry Tortugas and Mexico Bound

We arrive at Dry Tortugas National Park and checkout Fort Jefferson. We fix a toilet issue and meet Joe and Ashley who followed us on instagram that ended up anchoring next to us. We then head out for Isla Mujeres Mexico. 💥Huge THANKS to our Patrons ...
THE AFTERMATH after 70 days of Exile
SAILING into FREEDOM

THE AFTERMATH after 70 days of Exile

We are back. We look back at the trip and see what we could have done better. We also look at what the trip cost us both financially and emotionally. The financial cost was easy, it was very little but the emotional cost keeps going and going and we go thr...
A PIRATE in the NIGHT
SAILING into FREEDOM

A PIRATE in the NIGHT

A pirate in the night, I think with this episode you just need to watch it....suffice to say that it scared the $h!t out of me and Margarida. And some other stuff happened...just watch it...go on...I dare you... Give it a thumbs up if you liked this epi...
The Charts are wrong, we can’t find the island
SAILING into FREEDOM

The Charts are wrong, we can’t find the island

We arrive very early to the region where our charts say there is an island and reef... but we can't find it... the charts are wrong. It takes almost 8 hours to eventually get there with Margarida starving and seasick...you know the drill by now. Find food ...
Stranded and living off the sea
SAILING into FREEDOM

Stranded and living off the sea

We have to leave Nuevo Cay but we delay it as long as possible in order to get food and stock up. But when we search for another reef it isn't where it is supposed to be on the charts. We have to heave-to and wait for better light but it doesn't look good ...
Survival on the smallest island in the Caribbean
SAILING into FREEDOM

Survival on the smallest island in the Caribbean

While sailing we have been caught out by the VIRUS and cannot enter any country. We have to somehow make do until the world becomes normal again. So we set sail for a reef in the middle of nowhere, 272 nautical miles off the coast of Nicaragua. We have no ...
BREAKING POINT the reality of living stranded
SAILING into FREEDOM

BREAKING POINT the reality of living stranded

Our relationship gets to a breaking point. The strain of the past couple of weeks with Margarida's seasickness, lack of sleep and anxiety about where we can sail to be safe is causing grief. There is a solution but it seems they can't be found out in the m...
REJECTED by yet another country, will there be any end to this!
SAILING into FREEDOM

REJECTED by yet another country, will there be any end to this!

We have just been kicked out of Haiti now too. So after being kicked out of Cuba 2 weeks ago, finding no refuge in Domincian Republic, Haiti is just the icing on the cake. Where can we go now? It seems hopeless but with some good skills and common sense we...
NOWHERE TO GO
SAILING into FREEDOM

NOWHERE TO GO

After a failed attempt to get into the Dominican Republic we are still stuck at sea with no where to go, but our faith is bigger and we try again. Give it a thumbs up if you liked this episode! Want more? Became our patron and get access to exclusive con...
EXILE AT SEA for 70 DAYS by CORONAVIRUS
SAILING into FREEDOM

EXILE AT SEA for 70 DAYS by CORONAVIRUS

The corona virus can hit you in a number of ways...one you can contract the disease and have to suffer and possibly die or it can effect you like it did us...you can be caught out on a boat being kicked out of one country and before you are able to get int...
SSL423 ~ May I introduce our F**k YOU Pizza..!!
Captain Rick Moore

SSL423 ~ May I introduce our F**k YOU Pizza..!!

Hey guys, just letting you know that I, (Captain Rick) am not able to upload a live update about our situation with the virus right now.. everything is ok for the moment but changing daily as it is with you I'm sure also.. hopefully I will have an update f...
SSL420 – Welcome to… the FORBIDDEN Land!
Captain Rick Moore

SSL420 – Welcome to… the FORBIDDEN Land!

We made it to CUBA, and nothing bad happened.. Yaaay! Enjoy the episode! Cheers, Captain Rick & Crew, Team SSL For more real-time updates, follow us on Instagram at: http://www.instagram.com/SailingSophisticatedLady SSL Video Collections on Vimeo! h...
WE Visit Havana, Cuba | Episode 32
WEsail

WE Visit Havana, Cuba | Episode 32

On this episode of WE | Sail... We arrived to Cuba after a 3 day sail from Florida across the Gulf Stream. We were very much looking forward to visiting the largest island in the Caribbean, that is virtually untouched since the 1950's. We were ready to un...
Sailing from Florida to Cuba in a Scary Lightning Storm! | Episode 31
WEsail

Sailing from Florida to Cuba in a Scary Lightning Storm! | Episode 31

We return back to the states and work on the boat in Fort Lauderdale. After all, we were in the heart of the boat capital. Marine stores on every corner, shopping, dinning, and air conditioning! It was a nice change to be back in the land of plentiful thin...
11 day Sail from Grand Cayman to Cuba to Charleston SC – EP27
Sailing PILAR - Blue Dot Voyages

11 day Sail from Grand Cayman to Cuba to Charleston SC – EP27

Watch the highlights of our Sailing voyage from Grand Cayman to Cuba to US. 11 days on the water with only 2 stops - Caya Largo Cuba (before the no-travel change) and Key West FL before the final leg to Bohicket Marina located in South Carolina's Charlest...
Catamaran PILAR Sails – Dry Tortugas – Cuba – Grand Cayman – EP22
Sailing PILAR - Blue Dot Voyages

Catamaran PILAR Sails – Dry Tortugas – Cuba – Grand Cayman – EP22

Catamaran Sailing Voyage from Dry Tortugas, FL - Cuba - Cayman 0:00 introduction 5:05 Blue Marlin Catch at 5:05 7:28 Dolphin Fish School 8:33 Jolly Roger Parasail flies again 16:13 New year's on our sailboat 18:41 Message in a bottle out to sea 22:05 Tar...
Our Journey
HaveWindWillTravel.com

Our Journey

Six years now Phillip and I have been sailing and sharing here at HaveWind, and—now, especially with our first Atlantic Circle complete!—we’re often asked where all we have traveled by sailboat.  Well, this should explain it!  A six-year HaveWind a...
The Windward Passage – Jamaica to Great Inagua (The Sailing Family) Ep.63
The Sailing Family

The Windward Passage – Jamaica to Great Inagua (The Sailing Family) Ep.63

http://www.TheSailingFamily.com - After we had visited the Blue Mountains in Jamaica where the most expensive coffee is coming from and had lunch in a Rasta community we sailed on with the positive vibes of Jamaica in the direction of Cuba and then to an i...
Hilma Sailing, time travel to Cuba, Ep 22
Hilma Sailing

Hilma Sailing, time travel to Cuba, Ep 22

Finally, it was time to sail to Cuba. We celebrated Oskars birthday on our way there. We sailed to Santiago de Cuba and it was something totally different from the other islands in the Caribbean. We loved it. We hope you will enjoy it! If you want to s...
We Ran Aground! Sailing Cuba | S02E10
Sailing Project Atticus

We Ran Aground! Sailing Cuba | S02E10

Our cruising experience in Cuba, after leaving Havana, got progressively more desolate as we headed farther and farther away from a big city. We rarely saw other vessels out on the water, and were the only boat in both of the anchorages where we dropped th...
Snorkeling hidden reefs in Cuba | S02E08
Sailing Project Atticus

Snorkeling hidden reefs in Cuba | S02E08

When checking into Marina Hemingway, the port captain told us that we could not go ashore anywhere along the N.W Cuban Coast except Cayo Levisa between Havana and Cabo de San Antonio because there weren't any facilities to officially check into on any othe...
Sailing Cuba’s Northwest Coast as Newbie Cruisers | S02E07
Sailing Project Atticus

Sailing Cuba’s Northwest Coast as Newbie Cruisers | S02E07

Our time in Cuba was marked by extreme disbelief that we were actually cruising and using Atticus as a means to get somewhere new! In this episode, we explore a kookie artist's workshop just outside of Havana called Fusterlandia, and then leave Havana behi...
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart