Watch Sailing & Boating Adventures Around the World – Page 3 of 26
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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CREW CHANGE – A Caribbean sailing adventure
CREW CHANGE - A Caribbean sailing adventure Love your life. Take pictures of everything. Tell people you love them. Talk to random strangers. Do things you're scared to do. Take your life and make it the best story in the world. Don't waste that shit. Welcome back aboard in Sint Maarten,...
Fast forward to the START OF A NEW ADVENTURE! (& what we’ve been up to behind the scenes) – Ep 271
Join us as we begin a new adventure sailing offshore with our sights on a very exciting destination! During our sail, we recap how we spent winter in the United Kingdom, what we got up to, including travel, boat projects and sailing plans ahead. NEW VIDEOS EVERY SUNDAY! Please subscribe and share o...
Our WORST EVER Day Passage! I Gear failure & Heart break
Our WORST Day Passage! I Gear failure & Heart break Three quarters of the way sailing around the world, and one of our toughest day passages happens in the Caribbean. This week, Rob and the boys sail north through the Lesser Antilles, battling rough conditions, shifting winds, strong current, ...
This 1997 Sailboat Costs $350,000… Here’s Why – Hampton 43
Diesel Repower From Scratch: Part 1: Can a 1997 sailboat really be worth $350,000? In this video, we take a deep dive into the Hampton 43 pilothouse cutter, a heavy-displacement offshore cruising sailboat built for serious passagemaking. We break down the specs, design philosophy, and real-world c...
Good & Bad News from 2 continents | Together, apart | Extraordinary dolphin moment!!!
Caribbean sailing life | Together, apart This week's episode takes us across oceans from the Caribbean Islands to England, as life on and off the boat unfolds in very different ways. While Rob and the boys sail north, along the west coast of Guadeloupe, they are treated to an unforgettable en...
COLD to COZY: heating systems that keep us WARM ONBOARD! – Ep 270
In this episode we detail the heating systems we have onboard our aluminum expedition sailboat. We explained what systems we have found useful in high latitude cruising and live aboard life over winter time. We outline what we like about each system and how we installed them on our boat. HEATING SY...
SHE’S LEAVING
SHE'S LEAVING This week set sail we continue our sailing adventure, sailing north from Martinique to Dominica, but what began as a simple passage quickly became something very different and everything changed. This episode is a reminder that while sailing is about freedom and adventure, life ...
The Cruising Kiwis (TCK) is live
Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] WEB SITE www.thecruisingkiwis.com SOCIAL MEDIA Follow us on: In...
A Day in The Life of Live-aboard Sailors
Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] WEB SITE www.thecruisingkiwis.com SOCIAL MEDIA Follow us on: In...
$100K Spent on This 1974 Pearson 35 — Offered at $29,500 | FULL TOUR
#sailing #sailboat #pearson35 #sailboatsforsale #sailboattour $100K Spent on This 1974 Pearson 35 — Offered at $29,500 | FULL TOUR $100,000 was spent refitting this Pearson 35… and it’s listed for $29,500. We went to see if it actually lives up to the numbers. This week we’re in Warwick, Rhode I...
Rugged expedition meets cozy liveaboard comfort: UPDATED CUSTOM BOAT TOUR – Ep 269
This episode is an updated boat tour of our custom designed aluminum sailboat Jibsea II after owning her for almost two years. We detail how we've refit her and showcase the marine upgrades we've made to ensure creature comforts while full time cruising anywhere in the world, from sailing ...
THE DEADLIEST VOLCANO YOU’VE NEVER HEARD OF
THE DEADLIEST VOLCANO YOU'VE NEVER HEARD OF This week we continue exploring the beautiful island of Martinique, but beyond the beaches and rainforest lies a much darker history. One of the most devastating events in Caribbean history, the 1902 eruption of Mount Pelée. With the volcano still ac...
Only 15 Made — We Found This Rare Sailboat for $39K | LeComte 38 | TOUR
#boatfoolssailing #williamtripp #sailing #sailboatforsale #barnfind Only 15 Made — We Found This Rare Sailboat for $39K | LeComte 38 | TOUR Ahoy BoatFools Nation! Every once in a while, a boat shows up that stops us in our tracks. This is one of those boats. Canadian Ken and I were tipped off...
SAILING MARTINIQUE WITH TWO CAPTAINS – WHO’S IN CHARGE
SAILING MARTINIQUE WITH TWO CAPTAINS - WHO'S IN CHARGE We are sailing the west coast of Martinique, but with a twist... The Captain is away. With Rob back in New Zealand, Declan and Ivan step to take the helm to keep our Caribbean sailing adventure moving forward. The only problem, which one ...
THE CAPTAIN’S LEAVING | SAILING THE CARIBBEAN
THE CAPTAIN'S LEAVING | SAILING THE CARIBBEAN This week we're sailing north through the Caribbean, leaving the Grenadines and St Lucia in our wake as we make a fast passage towards Martinique. This isn't the slow island hopping journey we planned. Instead, we're on a tight sched...
BLUEST WATER IMAGINABLE – TOBAGO CAYS
WE SAILED HERE - TOBAGO CAYS After weeks of hard work in a Trinidad boatyard, we sailed north through the Grenadines to pick up Declan and Ivan in St Vincent, then back tracked to the breathtaking, impossibly blue Tobago Cays, a tiny archipelago in the Southern Grenadines famous for it's cryst...
Robert H. Perry’s COOLEST Sailboat? Fits & Ships in a Container | Far Harbour 39 TOUR | $99k
#boatfoolssailing #bluewatersailing #robertperry #sailboattour #sailing Robert H. Perry's COOLEST Sailboat? Fits & Ships in a Container | Far Harbour 39 TOUR | $99k The Robert H. Perry–designed Far Harbour 39 is unlike almost any cruising sailboat ever built. This remarkable boat was cre...
SHIPWRECKS, SABOTAGE, BOAT WORK & LIFE LESSONS IN TRINIDAD BOATYARD
SHIPWRECKS, SABOTAGE, BOAT WORK & LIFE LESSONS IN TRINIDAD BOATYARD This week we're experiencing the reality of boatyard life in Trinidad while finishing our haul-out, repairing systems, and discovering the unexpected kindness that makes the sailing community so special. While working agai...
Built for the Northwest Passage – Aluminum Expedition Sailboat BOAT TOUR
Step aboard SV Sentijn, a purpose-built aluminum expedition sailboat designed for high-latitude sailing and extreme conditions. In this full boat tour, owners John and Kara Pennington walk us through the design, systems, and practical choices that make Sentijn a true expedition cruising yacht. From ...
IS THIS SABOTAGE? | TRINIDAD HAUL OUT MYSTERY
IS THIS SABOTAGE? | TRINIDAD HAUL OUT MYSTERY Sand in our sail drive oil wasn't something we expected to find during a routine haul out in Trinidad. So how did it get there... and could it be sabotage? This week we haul out in Chaguaramas, Trinidad, one of the most popular and cost effective ...
Why Isn’t Anyone Buying This? | A $25K Alberg 35 Bluewater Cruiser (We’d Sail Her Tomorrow)
#boatfoolssailing #alberg35 #bluewatersailboat #sailboattour Why Isn’t Anyone Buying This? | A $25K Alberg 35 Bluewater Cruiser (We’d Sail Her Now) AS OF 04/14/2026 THIS BEAUTY IS OFF THE MARKET - THE OWNER HAS FIGURED OUT A WAY TO KEEP HER. Welcome back BoatFools Nation! This week Canadian Ken ...
A Beautiful Day of Cruising (even if we’re struggling) – Sailing the Scottish Isles – Ep 265
Join us as we explore the Outer Hebrides on our aluminum sailboat. We sail the Scottish Isles from Stornoway, Isle of Lewis to Staffin, Isle of Skye. From calm anchorages, exploring historic towns, fishing harbours and castles, it's a new adventure with each anchor drop! NEW VIDEOS EVERY SUNDA...
GOODBYE – BIG CHANGES at sea
GOODBYE - BIG CHANGES at sea Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] Welcome back aboard. This week we&#...