Watch Sailing & Boating Adventures Around the World
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What YouTube Does to You (If You Let It)
Mariner’s Spirit: Join The Founders Circle Support: Patreon: PayPal: Buy Us A Beer!!: ————- Help Us Re Rig The Boat And Buy New Sails! GoFundMe: ————- Total Boat X Sailor Barry Affiliate Link - Barry - Hailly Amazon WishList!: #economy #shipping #globaltrade #entrepreneur #sailin...
An update you’re not expecting!
Thats right! We're starting a private charter business with Sitka in the San Blas Islands!! Click the link here to check out our website and inquire about booking ➡️ Thank you to everyone who watches, supports and has contributed to our journey. We love and appreciate you all.
Haul Out Prep on Panama’s Caribbean Coast (the countdown is on) | Sailing Sitka Ep 185
As Jay and Kenna spend their final week at anchor in Linton Bay, Panama, they prepare their Cheoy Lee Offshore 41’ for life on the hard. It’s never easy saying goodbye to this chapter—long days of work, tough decisions, and the bittersweet feeling of stepping away. But it’s all part of what keeps th...
We spent thousands on this upgrade! | Sailing Sitka Ep 183
Jay and Kenna are anchored in Linton Bay on Panama’s mainland, waiting for their haul-out date. In the meantime, they’re busy organizing, decluttering, and giving their boat a deep clean before leaving it for six months. During the process, they also picked up a brand-new 15hp 2-stroke Mercury outbo...
Our last sail | Sailing Sitka Ep 182
After two unforgettable months in paradise, Jay and Kenna lift anchor and set sail on a short 9-hour passage from Chicheme to Linton on Panama’s mainland. Along the way, they take in every last moment of beauty that this sailing lifestyle has to offer. Back in Linton, the focus shifts to preparing S...
The End of an Incredible Chapter | Sailing Sitka Ep 181
And just like that, Kenna and Jay reach their final stop in the San Blas, savoring every last drop of paradise. Between lazy island days and exploring a beachside shipwreck on a neighboring isle, they make the most of their tropical farewell. With the season’s end in sight, they ready the boat for o...
From Dreamy Anchorage to Pirate Drama | Sailing Sitka Ep 180
Jay and Kenna were about a week into a postcard-worthy anchorage—spending their days lounging on the beach, sipping cocktails, surrounded by friends and fellow sailors, soaking up the beauty of the sailing lifestyle. But with all that beauty comes a bit of chaos. The truth is, common sense isn’t so ...
Sailing Into Trouble: The Day Our Anchorage Was a Crime Scene | Sailing Sitka Ep 179
Jay and Kenna lift the hook and set sail from Green Island toward the stunning Holadaze Cayes, one of the most picture-perfect anchorages in all of the San Blas Islands. But just when we thought we’d found paradise, we suddenly found ourselves—and Sitka—in the middle of an active criminal investigat...
What it takes to keep this dream alive | Sailing Sitka Ep 177
Jay and Kenna have arrived at a new destination—Green Island, a stunning atoll tucked within the San Blas Islands. While this lifestyle often feels like a dream and looks like something straight off a postcard, it takes real balance to maintain it. Could you keep up? Subscribe, watch the journey, an...
Slammed into at anchor in High Winds “It could’ve been so much worse…” | Sailing Sitka Ep 173
Anchored in the San Blas Islands, Jay and Kenna are still deep in engine repairs, chasing down a stubborn mystery air leak in their Racor fuel filters. Amidst the stress, a 50-foot charter boat loses its anchor hold and slams into Sitka’s bow—leaving behind damage. The ocean may be everyone’s playgr...
Sailing back to Paradise | Sailing Sitka Ep 172
Despite recent engine troubles, Jay and Kenna felt the pull to keep moving. With their sights set on the tropical paradise of San Blas, they set sail from Linton Bay—upwind and into the chop. Will they make it? Hit subscribe to follow the journey.
Light at the End of the Tunnel… Or Was It? | Sailing Sitka Ep 169
Jay and Kenna finally breathed a sigh of relief after securing a new propeller for their outboard—a mission that took a grueling 9-hour sail to complete. With that crucial task checked off, they took time to regroup in Linton Bay, refueling, stocking up, and tackling laundry and water runs. For a mo...
REUNITED at 8 Months PREGNANT…But We Have One BIG Problem…| SAILING SUNDAY vlog 265
After 3 months apart, we’re finally reunited just in time for the most important chapter of our lives in this weeks new vlog! With Brittni now 8 months pregnant in Canada, there’s no time to waste as I return and we prepare for our next big adventure together. But of course, things don’t go quite a...
Solo Sailing the USA Coast | SAILING SUNDAY | Ep. 224
Join Ryan on a solo sailing odyssey aboard SV Sunday. Navigate through storms, explore the US coast from Florida up to North Carolina with sailing buddies, Rick and Lou on SV Salacia Star.
IS THIS GOODBYE FOREVER? Ep-51
Sleepless nights on our sailboat, boat jobs, bunkering down from Storms, diving and exploring Corfu old town...this what day to day life looks like aboard!
BOAT LIFE: 48 AMAZING Hours in Spanish Wells
The double-edged sword of boat life is that you are at the mercy of mother nature. In our case, that meant we were "stuck" for 48 hours in Spanish Wells waiting for the weather to pass. But Spanish Wells is an AMAZING place to pass some time. ⛵️ Ways You Can Support Our #adventure Like &a...
EXPLORING TOP TRAVEL DESTINATIONS | Tobago Cays Slow Travel Vlog
This weekly vlog is all about taking a beach walk, slow travel and exploring top travel destinations, an island nearby tobago cays and the beautiful beaches of the grenadines and Union island. ► SUBSCRIBE for a new video every Sunday ☺ ► More about us ☺ Support Us Through Our Online Products ↠ ...
WE ALMOST DIED!! I’M SHAKING | COLOMBIA TRAVEL VLOG
WE ALMOST DIED!! I'M SHAKING | COLOMBIA TRAVEL VLOG ► SUBSCRIBE for a new video every Sunday ☺ ► More about us ☺ Support Us Through Our Online Products ↠ awesome pet products - ↠ virtual guide for sailboat buyers - ↠ hakuna merchandise - ↠ find our gear - Stay up to date with us on: ...
We are back with DAILY VIDEOS! – Sailing and travel Ep 226
We explain why we are back with DAILY VIDEOS! 00:00 We are back and going daily (This is the first of 12 DAILY EPISODES!) 00:52 Where are we sailing? 02:41 What does being a liveaboard mean? 03:12 Why are we making DAILY EPISODES? 04:23 Sailing east coast Sabah 05:04 BBQ in a rolly anchorage 05:45 Y...
Preparing to Sail to Africa | Sicily | SAILING SUNDAY Ep. 97
It's the middle of winter, blowing 40knots, our engine is in pieces, Ryan is making a watermaker and we have 2 dogs and 2 cats onboard... Meanwhile our Visas are expiring and we have to leave to Tunisia in Africa, just as Sicily goes into a 2 week lockdown! SUBSCRIBE to follow along our jour...
A WEEK OF VAN LIFE IN SICILY, ITALY (our daily life)
🚐 Subscribe! New videos every Wednesday & Sunday - 📸 Follow us on Instagram - 👋 Say Hello on Facebook - ✏️ www.overlandingsophia.com Hello! We’re Chesca & Ben, and we live full time in our self converted sprinter van, Sophia. We spent 6 long months converting our tiny home on wheels, tur...
LAND HO! Arriving in Martinique after 17 days at sea 🎉// Atlantic Crossing Daily Vlog #17
Finally, here we are!!! After 17 days at sea and 2100 nautical miles, we have crossed the Atlantic on our sailboat and make landfall in Martinique. We are full of emotions as we get our first glimpse of the island and finally set foot on land! ----------------------------------------------------...
Can you see LAND yet?! // Atlantic Crossing Daily Vlog #16
It is Day 16 of our Atlantic crossing between Cape Verde and Martinique, and we have less than 100 nautical miles to go! I try to kill time by spending almost two hours making breakfast and prepare Egg Benedicts from scratch. And because time goes so slow, we spend the day looking at the horizon t...