Watch Sailing & Boating Adventures Around the World – Page 2 of 7

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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Ep 168 This is the Cruising Life | Passage to SXM Dutch Sint Maarten
Sailing Talisman

Ep 168 This is the Cruising Life | Passage to SXM Dutch Sint Maarten

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 quick stop at the Catamaran Marina (also in Falm...
Ep 167 Kevin & Wendy | Boat Projects in Antigua Part II
Sailing Talisman

Ep 167 Kevin & Wendy | Boat Projects in Antigua Part II

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 masthead New Elvstrom sails Upper mainsail in-ma...
Ep 166 Kevin and Wendy | 2025 Season Opener Upgrades and Launch in Antigua, W.I.
Sailing Talisman

Ep 166 Kevin and Wendy | 2025 Season Opener Upgrades and Launch in Antigua, W.I.

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 them sorted. Projects highlighted in this epi...
Best Bluewater Sailboats (& Catamarans!) Under $300K
Sailing Zingaro

Best Bluewater Sailboats (& Catamarans!) Under $300K

Looking for a monohull or catamaran under $300K? You may be surprised at the top choice... Offshore passage making: Patreon: Zingaro Merch: Links Mentioned in this Video: Jimmy Cornell Interview with OVNI: Steve and Linda Dashew books (FREE): Chapters: 00:00 Intro 1:15 Allures 44 9:51 Oys...
My Oyster 485 Yacht Isn’t Selling – Come See What Buyers Are Missing
Sailing Zingaro

My Oyster 485 Yacht Isn’t Selling – Come See What Buyers Are Missing

I'm going to be real with you—I hate selling things, especially when it's something as special as my Oyster 485 sailboat. After four months on the market and countless viewings, I haven't received a single offer. 😔 In this video, I invite you on an exclusive tour of my beloved yacht....
Ep 165 Season Finale  Island of Antigua by Drone
Sailing Talisman

Ep 165 Season Finale Island of Antigua by Drone

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 the Caribbean. Superyachts and high-end recreati...
Ep 164 Various Drama in Simpson Bay Lagoon, Sint Maarten | Superyacht “Kisses” Kisses the Bridge
Sailing Talisman

Ep 164 Various Drama in Simpson Bay Lagoon, Sint Maarten | Superyacht “Kisses” Kisses the Bridge

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 on. You hope that it won't inv...
Ep 163 Back in the Amazing BVIs Again | Full Moon Party Trellis Bay, Foxy’s New Year’s Eve Party
Sailing Talisman

Ep 163 Back in the Amazing BVIs Again | Full Moon Party Trellis Bay, Foxy’s New Year’s Eve Party

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, if ever, representative of the greater populati...
Ep 162 Exploring the Hotspots of the BVIs – Then Getting Thrown Out
Sailing Talisman

Ep 162 Exploring the Hotspots of the BVIs – Then Getting Thrown Out

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 that didn’t introduce complexity. Anyway, we have more ...
Ep 161 Sail and Furler Repairs Continue in the BVIs
Sailing Talisman

Ep 161 Sail and Furler Repairs Continue in the BVIs

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 sailing, cruising, and charter grounds in the world...
Ep 160 Cursed Projects Part II | Tortola and Scrub Island, BVI
Sailing Talisman

Ep 160 Cursed Projects Part II | Tortola and Scrub Island, BVI

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 jamming so brutally that it actually breaks the a...
Ep 159 Am I Cursed With My Boat Projects?  Frustration in Sint Maarten
Sailing Talisman

Ep 159 Am I Cursed With My Boat Projects? Frustration in Sint Maarten

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 that must be seen through to completion. Should...
Ep 158 Boat Projects, Launching Talisman, Perfect Passage from Antigua to Sint Maarten
Sailing Talisman

Ep 158 Boat Projects, Launching Talisman, Perfect Passage from Antigua to Sint Maarten

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 Mini 3, and it's smaller an...
Ep 157 Docking Challenges in Antigua, W.I.
Sailing Talisman

Ep 157 Docking Challenges in Antigua, W.I.

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, sailing youtube, boating, top sailing, oyster yac...
Ep 156 High Wind Docking, Oyster Regatta, Sail to Guadeloupe
Sailing Talisman

Ep 156 High Wind Docking, Oyster Regatta, Sail to Guadeloupe

This is a bit of a mashup of footage we took while at our home base of Antigua, W.I. Starting with a rather pedestrian 2 mile motor-sail from Falmouth Harbour over to Nelson’s Dockyard, we find ourselves entering the land of clustered superyachts that almost defines the location. Falmouth and Nelson...
Ep 155 LifePo4 Lithium Marine Battery Install | One Year Debrief
Sailing Talisman

Ep 155 LifePo4 Lithium Marine Battery Install | One Year Debrief

EXPENSIVE MISCALCULATION As longtime viewers will know, the point of this channel has never been to shine a favorable light on ourselves. Instead, we're brutally honest when it comes to admitting our fails. And despite all efforts to be the “no drama” channel, things rarely go perfectly for ver...
Ep 154 Fighting Squalls on Passage to Martinique (Plus Boat vs. Reef)
Sailing Talisman

Ep 154 Fighting Squalls on Passage to Martinique (Plus Boat vs. Reef)

We depart St Lucia on Passage to Martinique, seeing 20-25 knot tradewinds, but squalls build in the afternoon, presenting wind speeds into the high 30’s (37 knots). For those unaware, these quickly become serious conditions. An un-reefed sail will be torn to shreds in a matter of moments. And upon...
Ep 153 Three Must-Have Finds For The Cruising Sailor (Short)
Sailing Talisman

Ep 153 Three Must-Have Finds For The Cruising Sailor (Short)

Three no-paid sponsorship finds for the cruising sailor: On this Christmas Eve, I decided to do a quick short on few items the I’ve discovered and really like. None of these are paid sponsorships, and the manufacturers/suppliers have no idea we’re reviewing these products. The first is a men’s lit...
Saving this Oyster 485 before these “Queens” destroy it!
Sailing Zingaro

Saving this Oyster 485 before these “Queens” destroy it!

We're on a SISTER ship to Zingaro: and we're in for an adventure sail ALL THE WAY to Panama! Dare you not to laugh at this one! ❤️ Support this channel: Come sailing with us! Patreon: T-shirts: 👇 Social Media: Website: Facebook: Instagram: 👨‍👩‍👦‍👦 Companies we love: OC Tenders: ...
Ep 152 North to St Lucia
Sailing Talisman

Ep 152 North to St Lucia

Continuing on, we leave St Vincent and the Grenadines, heading north to St Lucia. sailing yacht talisman, sailing, sailing youtube, boating, top sailing, oyster yachts, oyster sailboats, oyster 485, offshore, bluewater, blue water, sailing vlog, sailing vblog, sailing ch...
Ep 151 Heading North to Union Island and Tobago Cays
Sailing Talisman

Ep 151 Heading North to Union Island and Tobago Cays

Talisman continues the northward trek, leaving Grenada and Carriacou for St Vincent and the Grenadines. The first island in the group is Union Island, which is where transient boats clear in. We find that the town of Clifton is barely functioning under years of decay, and only spend one night befo...
Ep 150 More Docking Tips & Tricks, Plus Sailing Grenada
Sailing Talisman

Ep 150 More Docking Tips & Tricks, Plus Sailing Grenada

Tips and Tricks for Docking a Larger Sailboat So rather than do an extended written essay like last episode, this time I decided to add voiceovers to the video, which is a less cumbersome way of getting to the same place. We’ll continue along this line in upcoming episodes, so make sure to “like” a...
Ep 149 Docking, Undocking, and Sailing in Grenada and Carriacou
Sailing Talisman

Ep 149 Docking, Undocking, and Sailing in Grenada and Carriacou

Tips and Tricks for Med Mooring: In this 149th episode of Sailing (Yacht) Talisman, we demonstrate (kind of) a specific docking process called Med mooring. In this case, the bow is going to be secured to laid moorings connected by a heavy chain to a helical screw or concrete block on the bottom (gr...
Ep 148 True Offshore Sailing | 420nm Adventure | BVI’s to Grenada
Sailing Talisman

Ep 148 True Offshore Sailing | 420nm Adventure | BVI’s to Grenada

This episode covers our big (420nm) passage from Nanny Cay, Tortola, BVI’s to Port Louis Marina in Grenada. The point of doing so was twofold. The driving factor was that we’d never visited any of the Caribbean islands south of Saint Lucia, and it was time for that to change. Of secondary importance...
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