Your First Offshore Sailing Trip: All your questions answered

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Dreaming of casting off for your first long sailing adventure? Join us for a special panel on 30 April at 7am NZST with three sailors from very different stages of the journey—sharing the lessons, surprises, and must-knows they’ve picked up at sea. 🌊⛵

Panel guests include:
🌟 John Schafer – Veteran cruiser and founder of @ministryofsailing
🌟 Warren Cook – Full-time sailor behind @WESail
🌟 Eleuterio Zamanillo – A 78-year-old planning a trip from Mexico to Australia (@Lutezaman)

Whether you’re just starting to dream, already provisioning, or sailing vicariously through others—we’ll talk real talk:
✔️ Planning and preparation
✔️ What catches first-timers off guard
✔️ Physical and emotional readiness
✔️ Lessons from experience (and mistakes)

🎙️ This event is a Live Q&A—so bring your questions and join the conversation!

🧭 Mark your calendar. Share with a friend. And let’s talk sailing, dreams, and what it really takes to go the distance.

#SailingLife #CruisingCommunity #SailingDreams #SailingAdventure #WESail #MinistryOfSailing #LiveaboardLife #SailingJourney #MexicoToAustralia

Turn your videos into live streams with https://restream.io

Dreaming of casting off for your first long sailing adventure? Join us for a special panel on 30 April at 7am NZST with three sailors from very different stages of the journey—sharing the lessons, surprises, and must-knows they’ve picked up at sea. 🌊⛵

Panel guests include:
🌟 John Schafer – Veteran cruiser and founder of @ministryofsailing
🌟 Warren Cook – Full-time sailor behind @WESail
🌟 Eleuterio Zamanillo – A 78-year-old planning a trip from Mexico to Australia (@Lutezaman)

Whether you’re just starting to dream, already provisioning, or sailing vicariously through others—we’ll talk real talk:
✔️ Planning and preparation
✔️ What catches first-timers off guard
✔️ Physical and emotional readiness
✔️ Lessons from experience (and mistakes)

🎙️ This event is a Live Q&A—so bring your questions and join the conversation!

🧭 Mark your calendar. Share with a friend. And let’s talk sailing, dreams, and what it really takes to go the distance.

#SailingLife #CruisingCommunity #SailingDreams #SailingAdventure #WESail #MinistryOfSailing #LiveaboardLife #SailingJourney #MexicoToAustralia

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WEsail Lastest Videos

Showing 1-24 of 394 results
An Uncomfortable Reality of Sailing with WE | Episode 313
An Uncomfortable Reality of Sailing with WE | Episode 313
Welcome back to another episode of WE|Sail! This episode we take a moment from boat work and sailing to expose some issues developing in our relationship. It's a little different from our normal tropical daydreaming sailing content but we think its impor...
Final Push to Sail to Fiji from Minerva Reef| Episode 312
Final Push to Sail to Fiji from Minerva Reef| Episode 312
Welcome back to another episode of WE|Sail! After surviving the storms and damage at Minerva Reef, WE make our final push to Fiji - but we are taking no chances. Watch as we sail conservatively with just the jib, extra mast supports rigged, limping our wa...
Minerva Reef Relief… Or So We Thought | Episode 311
Minerva Reef Relief… Or So We Thought | Episode 311
Welcome back to another episode of WE|Sail! After seven of the most brutal days we've ever experienced at sea, nothing has ever looked more beautiful than the crystal-clear waters of Minerva Reef. Our grueling passage from New Zealand tested every limit w...
Fiji or Bust: The Most BRUTAL Ocean Crossing EVER!!!! | Episode 310
Fiji or Bust: The Most BRUTAL Ocean Crossing EVER!!!! | Episode 310
Welcome back to WE|Sail! This was supposed to be another beautiful Pacific crossing to Fiji. Instead, it became the most terrifying, difficult passage of my sailing career. Without Erica by my side for the first time in 7 years, I had to captain VA and ou...
The BIG SPLASH – Months of Work Pay Off! | Episode 309
The BIG SPLASH – Months of Work Pay Off! | Episode 309
Welcome back to WE|Sail! After 6 weeks of non-stop solo work on the hard, it's finally time for the moment we've all been waiting for - SPLASH DAY! While Erica recovers from achilles surgery back home, Warren has been grinding through an epic list of bo...
ONE STEP CLOSER! Pre-Splash Day Push with the New Crew | Episode 308
ONE STEP CLOSER! Pre-Splash Day Push with the New Crew | Episode 308
Welcome back to WE|Sail! The crew is here and we're SO close! 🛥️ Our amazing new crew just arrived to help us finish the final boat jobs before splash day. Warren's got his list ready and honestly, he can't wait to get back on the water and start sa...
Sailboat Projects: FINALLY the Help Warren Needed! | Episode 307
Sailboat Projects: FINALLY the Help Warren Needed! | Episode 307
Welcome back to WE|Sail! The finish line is finally in sight! After what feels like endless boat projects, we're so close to getting Va back out on the open water where she truly belongs. But just when we thought we'd have to tackle the final stretch alon...
WE are in Two VERY Different Places! | Episode 306
WE are in Two VERY Different Places! | Episode 306
Welcome back to WE|Sail... This sail free week we again dive into boat projects, with the fiberglass barbecue and cooler once again taking the lion share of attention. Also we check in with Erica and her surgery from tearing her achilles tendon. WE are s...
NEW EPISODE – Tired of Boat Work ! Too Much to DO! | Episode 305
NEW EPISODE – Tired of Boat Work ! Too Much to DO! | Episode 305
Welcome back to WE|Sail... Welcome back crew, this weeks video finds VA still out of the water and the work seems endless, we still have the electrical rework with the new battery bank, as well as finishing the fiberglass forms and the beginning of the ...
Life & Boat Work Must Continue Post Surgery | Episode 304
Life & Boat Work Must Continue Post Surgery | Episode 304
Welcome back to WE|Sail... Well life post surgery must go on, and the boat jobs must continue! This weeks video is chock full of boat projects, mostly the beginning of the fiberglass work on the three box that Warren is attempting to learn 🔔 SUBSCRI...
From Sailing Dreams to Surgery: Our Biggest Challenge Yet | Episode 303
From Sailing Dreams to Surgery: Our Biggest Challenge Yet | Episode 303
Welcome back to WE|Sail... Life threw us a curveball that we weren't expecting. In this episode, we're sharing the real, unfiltered story of how we're navigating this challenge - from the initial diagnosis to the decision to have surgery at Steamboat Or...
UNEXPECTED DISASTER: Torn Achilles Leaves Our Sailing Plans in Jeopardy | Episode 302
UNEXPECTED DISASTER: Torn Achilles Leaves Our Sailing Plans in Jeopardy | Episode 302
Welcome back to WE|Sail... Our sailing life just took an unexpected turn that NO ONE saw coming! After months of non-stop travel through New Zealand and hosting back-to-back charter weeks in the Caribbean, we were finally returning to VA for some much-nee...
Back to Boat Life; The Transition from Wheels to Waves | Episode 301
Back to Boat Life; The Transition from Wheels to Waves | Episode 301
Welcome back to WE|Sail.... where we start sailing again!!!! This week we transition back to the boatlife. Our time has come to an end with the Vanlife tour around New Zealand and it's time for us to get to work on Va, but first we have to switch gears ag...
This Scared Me More Than Sailing | Nevis Bungy Jump | Episode 300
This Scared Me More Than Sailing | Nevis Bungy Jump | Episode 300
🎉 EPISODE 300 CELEBRATION! 🎉 Welcome back to WE|SAIL and our 300th EPISODE!!!! It's a little surreal that we have been adventuring and sailing for almost 7 years now and sharing with you the adventures in 300 episodes. To mark this incredible milest...
The ULTIMATE New Zealand View | Mt. Cook to Milford Sound | Episode 299
The ULTIMATE New Zealand View | Mt. Cook to Milford Sound | Episode 299
Welcome back to WE|Sail! Join us for a jaw-dropping adventure in New Zealand's Southern Alps! In this episode, we tackle the stunning Hooker Valley Track at Mt. Cook, then surprise helicopter rides take our adventure to new heights - literally! From breat...
Your First Offshore Sailing Trip: All your questions answered
Your First Offshore Sailing Trip: All your questions answered
Turn your videos into live streams with https://restream.io Dreaming of casting off for your first long sailing adventure? Join us for a special panel on 30 April at 7am NZST with three sailors from very different stages of the journey—sharing the lesso...
Discovering New Zealand’s South Island  | Episode 298
Discovering New Zealand’s South Island | Episode 298
Welcome back to WE|Sail! In this episode, we explore the breathtaking and diverse landscapes that make South Island a true natural wonder. From lush forests and rugged coastlines to dramatic mountains and wild weather, each location offers a new perspecti...
Family Road Trip in New Zealand – 4 People, 1 Van | Episode 297
Family Road Trip in New Zealand – 4 People, 1 Van | Episode 297
Welcome back to WE|Sail! We’ve got company! 🎉 Our road trip through New Zealand just got a whole lot cozier as we welcome family aboard Mr. Vanderson! That’s right—four of us, one van, and a whole lot of adventure. Crazy? Probably. Worth it? Abso...
WE|Sail’s Epic Van Life: White Water Rafting & Stunning Hikes in Rotorua, NZ!| Episode 296
WE|Sail’s Epic Van Life: White Water Rafting & Stunning Hikes in Rotorua, NZ!| Episode 296
Welcome back to WE|Sail! Our latest adventure as we explore the breathtaking landscapes of New Zealand's North Island! In this episode, we dive into exhilarating white water rafting and embark on stunning hikes around Rotorua. Discover the beauty of nature...
Van Life:  Exploring Far North of New Zealand | Episode 294
Van Life: Exploring Far North of New Zealand | Episode 294
Welcome back to WE|Sail! 🚐 Van Life in New Zealand is getting better and better! 🌿🏔️ We’re finally hitting our stride with van life and taking in the best of New Zealand’s Northland! From sandboarding (and Warren eating a face full of san...
Van Life Tested Us… But We Never Gave Up! | Episode 293
Van Life Tested Us… But We Never Gave Up! | Episode 293
Welcome back to WE|Sail! Our van life adventure got off to a bumpy start… literally. 😅 After a couple of unexpected breakdowns, we were starting to wonder if this whole van life thing was a mistake. But after some trial, error, and a little thinking,...
Boat Life to Van Life… Did We Make a Mistake? | Episode 292
Boat Life to Van Life… Did We Make a Mistake? | Episode 292
Welcome back to WE|Sail! We’ve hit pause on boat life and jumped into our next big adventure—van life! But… was that a mistake? 😬 Our first "shakedown" trip in the van didn’t exactly go as planned. From unexpected breakdowns to questioning if t...
From Sailboat Celebrations to Van Life Adventures in New Zealand | Episode 291
From Sailboat Celebrations to Van Life Adventures in New Zealand | Episode 291
Welcome back to WE|Sail! Join us for a magical Christmas on the water. In this episode, we set sail with our friends on their sailboat, giving us a little reminder of our love for the water while we are hauled out and boosting our Christmas spirit. As we...

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