Watch Sailing & Boating Adventures Around the World tagged “Sailing vblog”
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.
There are some jobs you just dread. Which ones are the worst for you?
sailing yacht talisman, sailing, sailing YouTube, boating, top sailing, oyster yachts, oyster sailboats, oyster 485, offshore, bluewater, blue water, sail...
Picture this; Waking up at dawn to find the marina about as quiet as it ever gets. Water barely rippling and no wind at all. Dew on the decks and sun brightening the eastern horizon. Then fixing some coffee and taking sips between setting up fenders and tr...
As our season begins to wind down, we head for Jolly Harbour Marina and Boatyard, our seasonal layup location. Upon arrival, the first order of business is to drop, flake, and store our sails below.
And getting a huge 140% Genoa down and flaked is no sma...
Just a bit of how-to when working with sealants. Tips & Tricks.
Full length version goes public 8.7.25 at noon Mountain Time (USA)
https://youtu.be/JPWAdQb3_gA
We complete our loop; Antigua, Sint Maarten, British Virgin Islands, USVI, St Croix, and Guadeloupe.
This trip is always bittersweet, given that it marks our return home to Antigua. We love Antigua, and it’s our home base, but it means the adventure sa...
We complete the final portion of our 200nm offshore passage from St Croix to Iles des Saintes, Guadeloupe, and find things exactly as we left them last year. Paradise on earth, honestly.
Iles des Saintes is a collection of small islands south of the main ...
Kevin & Wendy Rough Sail to St Croix
In this episode we make the hop from St Thomas, USVI to St Croix, a passage of about 34nm due south. As has happened previously, the wind speeds turn to sustained 30 knots. We end up with at least two failures, whi...
More Sailing Adventures in the BVIs:
Please forgive us if the dates are a bit disjointed. We were using 3x Apple iPhone 14 Pro phones and 5x GoPro action cameras (luckily no drone footage added to the mix), and this meant that this episode is the cleanup ...
The BVIs Never Disappoint Cooper, Norman, Jost Van Dyke
In this episode we’re still kicking around the British Virgin Island chain. Not much to say other than what's in the title; Cooper Island, Norman Island, Jost Van Dyke. Tons of fun as always.
...
Is This the Most Popular Cruising Ground in the World?:
I did some internet searching and the results were inconclusive. Google’s AI reported Croatia as being the most popular, but the source was a single Croatian charter company. And while we sailed th...
Midnight Express:
I actually hate night passages, especially when there’s no moon. This is because in the Caribbean at night, and the warm-water Atlantic Ocean south of Bermuda, squalls tend to form with a particular regularity. Absent moonlight and mod...
This is the Cruising Life!
In Episode 168, We finally get prepared enough to begin our cruising season. The shakedown portion was a simple motor-sail from Jolly Harbour to Falmouth harbour, both in Antigua, followed by a couple of weeks at anchor and quic...
Boat Projects in Paradise Part II:
In Episode 167, we continue to crank through the various boat projects. We’re in the water now, but that just means a different sort of prep.
Projects highlighted in this episode:
Bad battery
Getting hoisted to the ma...
2025 Season Opener:
In Episode 166, our 2025 season opener, we cover just a small sample of the various projects required to get the boat on the water. This follows from breaking a lot of stuff the previous season, and needing parts and research to get th...
Antigua by Drone:
In Episode 165, our season finale, we go for something completely new. It’s a whirlwind of nothing but aerial footage (with all new music) of Falmouth Harbour and English Harbour, two of the preeminent cruiser-friendly anchorages in th...
Kevin and Wendy Sailing:
It seems like there's always drama in Simpson Bay Lagoon. Between the high (often katabatic) winds, generally poor anchor holding, crazy boaters, and hurricane debris under the water, there's always something interesting to going o...
Following our leaving for the USVI’s after being disappointed by the BVI’s ridiculous 30-day tourist visa rules, we return knowing that the officious behavior is simply the gatekeeping, and we know from long experience that these challenges are rarely,...
I feel a bit bad about calling this episode “Exploring”. It’s really more about showing viewers what the anchorages are like and letting them know that these are areas to stop at. But I couldn’t come up with a better word, or one I liked better tha...
We just can’t get past the problems with our upper swivel on the mainsail furler and the problems created by “sail repairs”.
But that being the case we still try to enjoy the beauty of the British Virgin Islands, which are probably the preeminent s...
In this episode we make the hop from Sint Maarten to the British Virgin Islands without fully completing the projects we were working on. And, of course more crop up.
And things go from mere nuisance to much bigger problems when our mainsail starts jammi...
The cruising life is full of challenges, and truth be told, it would lessen the enjoyment were it not for both the failures and the successes.
And there are times when you almost want to give up, but you can’t. These are necessary and important tasks t...
This episode isn't too complicated. We prep the boat for launch with a long list of projects to complete. We ride out a Cat 1 hurricane (Tammy), then it's back to work. Our new drone gives us some impressive footage as I learn to fly it. It's a new DJI Min...
For this episode we present a somewhat simple docking challenge, but one that is seen frequently and has been know to put skippers on edge. After all, you never want to scuff up another boat.
sailing yacht talisman, sailing, saili...
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!
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.