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.
It's the last of the Cuba series, but it all happens in this episode. We sail the whole Northern coast of Cuba, hide from a storm, dock in over 30 knots of wind (without the bow thruster), run out of food and then see the other side of Cuba (it's a shock!) Then we make for the Bahamas, cat...
The Cuban coastguard doesn't have a boat. One sailor we spoke to here was told that if he wanted his boat pulled off the rocks they would have to hire a boat from Jamaica. So, this is not the place to find yourself hard aground!
Added to that, we can 't get spares here. When we ran agrou...
Cuba is without doubt the friendliest and most fascinating place we've been in the Caribbean - but somewhat surprisingly, there are hardly any tourists here (and they could really use more!).
Cruising here on a boat is not like other countries. Officially you can only stop and go ashore at the...
We have been in the Cayman Islands longer than expected. It's a hard place to leave! But we were equally excited to be sailing to Cuba. Somewhere we have never been before.
We couldn't leave without diving on the Kittiwake, an ex navy submarine rescue vessel which was scuppered by our patr...
Join us on our challenging sailing adventure as we set off from Isla Mujeres to Cuba! In this episode, we share the ups and downs of our journey after missing our ideal weather window. Battling rough seas and unpredictable conditions, we faced unexpected challenges that tested our family's resi...
From buying a sailboat, to making it ready to sail, to sailing the Caribbean
————————————————————————————
Want to see real-life updates and chat?
Would you like to support once through Paypal?
Would you like to buy me a coffee?
Let Amazon pay me when you shop (FREE TO YOU):
—————————————————...
We sailed to Cuba, put the boat in Hemingway Marina and put on our backpacks and rode all over Cuba. Do enjoy our slideshow from this beautiful Country.
⚓ Join our journey!
If you enjoyed this glimpse into Cuba please Subscribe. We share stories from our sailing adventures and travels across the gl...
This week we are daring to enter Cuba to pick up an 82ft sail boat and deliver it back to the US. Come along with us as we sail the Caribbean, through the Florida Keys and back home to Dauntless.
Check Out Mike's Channel Sailing Vessel Luxor:
Want to go on a sailing adventure? Contact Geoff ...
This week we are daring to enter Cuba to pick up an 82ft sail boat and deliver it back to the US. Come along with us as we fly to 2 different countries, almost get deported and witness an amazing sunset in the middle of nowhere.
Check Out Mike's Channel Sailing Vessel Luxor:
Want to support ...
Experience a moment of powerful Cuban history. This footage captures the ceremonial changing of the guard at the magnificent mausoleum of national hero José Martí in Santiago de Cuba. The Santa Ifigenia Cemetery is a place of immense significance, serving as the final resting place for icons like Fi...
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 things, but we were anxiously awaiting our next ...
10000 miles in 10 minutes. If you have only heard of Luckyfish this is the video to see what we are all about. Sailing Cape Town, Namibia, St Helena Island, Ascension, trans-Atlantic to Barbados, the Windward Islands, Bahamas, Florida, Cuba and Guatemala. We look back over the last 4 years and ask &...
We arrive in Cayo Largo and discover that finding convenient and affordable drinking water, groceries, and internet access isn’t going to be as easy as we thought. So, we set sail south to Grand Cayman and the first world and say goodbye to the hardships of Communist Cuba.
Did you like this video?...
While sailing Cuba’s Southern coast, we haven’t been able to provision for over a month! Our fridge is almost empty, so we decide to take the difficult route to Cayo Largo (our final destination) to attempt to spearfish a remote reef. On the way we struggle to anchor overnight in a bug infested mang...
After sailing east for 2 weeks along the Southern Coast of Cuba, we finally arrive at Cayo Campos, the coolest freaking island in Southern Cuba. Jordan explores the mangrove cuts on Little Shit, we stumble upon a HUGE pack of monkeys, we explore a secluded beach trail, and we barter for and catch en...
After sailing east along the South Coast of Cuba for 2 long and difficult weeks, we are finally two days and 1 sketchy pass away from arriving in the most beautiful island in Cuba, but light winds and shallow waters are going to put our sailing skills to the test!
Did you like this video?
Please do...
After sailing a week along the Southern Coast of Cuba, we start to run low on water. Because Cuban maritime law prohibits sailors from entering most coastal towns, we are forced to sail 50 miles out of our way to fill up our water tanks at a small government run marina way out it the middle of nowhe...
After spending a couple pleasant days anchored at a remote lagoon in the south coast of Cuba we get a weather report and discover that a cold front is on it’s way. The next day after tackling a few small projects we set sail for a much more protected anchorage. Along the way run into our friends on ...
While Sailing in Cuba we spend several lazy days in a remote anchorage, trading rum for lobster with the local fishermen, walking on pristine beaches and living off the sea.
The anchorage is located in a lagoon near Cayo Siju in the Cayos de San Felipe and was one of our favorite spots on the sout...
We get nailed by a squall and pinned to a concrete dock AGAIN! After collecting ourselves, we finally prep Atticus and round the Western tip of Cuba, hoping that our weather routing will help us avoid the dangerous seas that the cape is known for.
Did you like this video?
Please don’t forget to g...
Before sailing to the south coast of Cuba, we go on a side excursion 40 miles to the North West to snorkel, lobster, and explore. Although we anticipate an easy sail, we get beaten up by hard winds on the nose and can’t find a good snorkel spot. Jordan realizes he made a mistake and apologizes to De...
While waiting for a weather window before sailing around the western tip of cuba, we take a short trip North East to explore what we’ve heard to be an untouched reef system. Along the way we are caught off guard by several unexpected challenges caused by the microclimate of Cuba.
Did you like this...
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 the hook for a night of sleep in Cayo Ines de ...
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 other coastal towns. We had read in Cheryl ...
Manage Cookies
To provide the best experiences, we use technologies like cookies to store and/or access device information. Consenting to these technologies will allow us to process data such as browsing behavior or unique IDs on this site. Not consenting or withdrawing consent, may adversely affect certain features and functions.
Technical or Functional cookies
Always active
Technical or functional cookies are essential for the basic functionality of the website. They are necessary for general web administration, session identification, website security, and presenting optimized content based on your devices. They also improve the general usability of the website, enabling features such as logging in to your account, adding products to your shopping cart, and checking out securely. These cookies are crucial for the website to function properly and cannot be switched off in our systems. They are typically set in response to actions made by you, such as setting privacy preferences, logging in, or filling in forms. While you can configure your browser to block or alert you about these cookies, please note that some parts of the site may not work properly if you do so. It’s important to mention that these cookies do not store any personally identifiable information directly related to your identity. We may place these cookies without your explicit consent as they are strictly necessary for providing our service.
Preferences
The technical storage or access is necessary for the legitimate purpose of storing preferences that are not requested by the subscriber or user.
Statistics or Performance cookies
We utilize statistics cookies to optimize the website experience for our users and gain insights into its usage, such as the number of website visitors, unique visitors, visited pages, and traffic sources. These cookies enable us to measure and enhance site performance by identifying the most and least popular pages and tracking visitor movement. This data aids us in understanding and analyzing website performance for continuous improvement. All collected data is aggregated and therefore anonymous. Disabling these cookies hampers our ability to monitor site visits and performance effectively. We ask for your permission to place statistics cookies.The technical storage or access that is used exclusively for anonymous statistical purposes. Without a subpoena, voluntary compliance on the part of your Internet Service Provider, or additional records from a third party, information stored or retrieved for this purpose alone cannot usually be used to identify you.
Marketing, Advertising, and Tracking cookies
On this website, we use marketing, advertising, and tracking cookies to personalize the advertisements we show to you, ensuring they are meaningful and relevant. These cookies also allow us (and third parties) to gain insights into the effectiveness of advertising campaigns. This is achieved by creating a profile based on your click behavior and Browse activity both on and outside our Website. These cookies link you, as a website visitor, to a unique ID, for example, to ensure you do not see the same advertisement repeatedly. The information stored in these cookies may also be used by third-party ad providers to show you ads on other websites you visit. Because these cookies are used for tracking and marketing purposes, we ask for your explicit permission to place them.
By clicking “Accept All Cookies”, you agree to the storing of cookies on your device to optimize our website, personalize and measure the effectiveness of advertising and collect statistics on usage. Not consenting or withdrawing consent, may adversely affect certain features and functions.
Technical or Functional cookies
Always active
Technical or functional cookies are essential for the basic functionality of the website. They are necessary for general web administration, session identification, website security, and presenting optimized content based on your devices. They also improve the general usability of the website, enabling features such as logging in to your account, adding products to your shopping cart, and checking out securely. These cookies are crucial for the website to function properly and cannot be switched off in our systems. They are typically set in response to actions made by you, such as setting privacy preferences, logging in, or filling in forms. While you can configure your browser to block or alert you about these cookies, please note that some parts of the site may not work properly if you do so. It’s important to mention that these cookies do not store any personally identifiable information directly related to your identity. We may place these cookies without your explicit consent as they are strictly necessary for providing our service.
Preferences
The technical storage or access is necessary for the legitimate purpose of storing preferences that are not requested by the subscriber or user.
Statistics or Performance cookies
We utilize statistics cookies to optimize the website experience for our users and gain insights into its usage, such as the number of website visitors, unique visitors, visited pages, and traffic sources. These cookies enable us to measure and enhance site performance by identifying the most and least popular pages and tracking visitor movement. This data aids us in understanding and analyzing website performance for continuous improvement. All collected data is aggregated and therefore anonymous. Disabling these cookies hampers our ability to monitor site visits and performance effectively. We ask for your permission to place statistics cookies.The technical storage or access that is used exclusively for anonymous statistical purposes. Without a subpoena, voluntary compliance on the part of your Internet Service Provider, or additional records from a third party, information stored or retrieved for this purpose alone cannot usually be used to identify you.
Marketing, Advertising, and Tracking cookies
On this website, we use marketing, advertising, and tracking cookies to personalize the advertisements we show to you, ensuring they are meaningful and relevant. These cookies also allow us (and third parties) to gain insights into the effectiveness of advertising campaigns. This is achieved by creating a profile based on your click behavior and Browse activity both on and outside our Website. These cookies link you, as a website visitor, to a unique ID, for example, to ensure you do not see the same advertisement repeatedly. The information stored in these cookies may also be used by third-party ad providers to show you ads on other websites you visit. Because these cookies are used for tracking and marketing purposes, we ask for your explicit permission to place them.