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Cruising lifestyle sailing YouTube Videos

Showing 1-15 of 29 results
Japan Haul-Out Day 6 #sailing #japan #japanadventures #offthebeatenpath
Pacific Solo
Japan Haul-Out Day 6 #sailing #japan #japanadventures #offthebeatenpath
Prepping for the ultimate 2025 challenge! 🚤🌸 After 5 incredible years cruising Japan on my Gibsea 402, I’m gearing up for Chasing the Cherry Blossom 2, a journey to sail the length of Japan during Sakura Season—25 years after doing it by bicycle....
Japan Haul-Out Day 4 #sailing #japan #chasingthecherryblossom2
Pacific Solo
Japan Haul-Out Day 4 #sailing #japan #chasingthecherryblossom2
Prepping for the ultimate 2025 challenge! 🚤🌸 After 5 incredible years cruising Japan on my Gibsea 402, I’m gearing up for Chasing the Cherry Blossom 2, a journey to sail the length of Japan during Sakura Season—25 years after doing it by bicycle....
Japan Haul-Out Day 3 #sailing #japantravel
Pacific Solo
Japan Haul-Out Day 3 #sailing #japantravel
Prepping for the ultimate 2025 challenge! 🚤🌸 After 5 incredible years cruising Japan on my Gibsea 402, I’m gearing up for Chasing the Cherry Blossom 2, a journey to sail the length of Japan during Sakura Season—25 years after doing it by bicycle....
Haul-out in Japan: Day 2 – A Surprise Prepping for the Ultimate Sakura Sailing Challenge  #sailing
Pacific Solo
Haul-out in Japan: Day 2 – A Surprise Prepping for the Ultimate Sakura Sailing Challenge #sailing
Prepping for the ultimate 2025 challenge! 🚤🌸 After 5 incredible years cruising Japan on my Gibsea 402, I’m gearing up for Chasing the Cherry Blossom 2, a journey to sail the length of Japan during Sakura Season—25 years after doing it by bicycle....
Haul-out in Japan: Day 1 – Prepping for the Chasing The Cherry Blossom ll
Pacific Solo
Haul-out in Japan: Day 1 – Prepping for the Chasing The Cherry Blossom ll
Prepping for the ultimate 2025 challenge! 🚤🌸 After 5 incredible years cruising Japan on my Gibsea 402, I’m gearing up for Chasing the Cherry Blossom 2, a journey to sail the length of Japan during Sakura Season—25 years after doing it by bicycle....
Episode 89 Beach BBQ then we sail to Paros
Carl and Jenny
Episode 89 Beach BBQ then we sail to Paros
In this episode, we leave the marina for the summer season, have a beach BBQ with friends then head off overnight to Paros. A few boats dragging anchor and Carl tries to get his vaccination certificate. Join us on our sailboat Dream, as we sail around the ...
How to survive a relationship – Sailing Ep 257
followtheboat
How to survive a relationship – Sailing Ep 257
How do we argue and remain friends on a small boat? SKIP TO 03:09 FOR THE FULL DISCUSSION. What's it like living 24/7 in such a tiny home? Has the last year been worse? 00:00 [Intro] Liz in a bad mood, Jamie annoying her 00:10 Sailing for the first time ...
This is why we got a Sailboat | Cruising life in St. Augustine [Ep 144]
Wildly Intrepid Sailing
This is why we got a Sailboat | Cruising life in St. Augustine [Ep 144]
This is the best feeling and this is also why we got a sailboat! At last we are living the cruising life once again. We get off the sailboat and go explore St. Augustine, the oldest city in the United States by foot. The architecture is breathtaking and th...
WHEN SAILING SUCKS! We make an expensive mistake that leaves us stuck on our sailboat with no food.
Sailing Two Get Lost
WHEN SAILING SUCKS! We make an expensive mistake that leaves us stuck on our sailboat with no food.
We should be used to the ups and downs of sailboat life by now - but when you make an expensive mistake it's hard not to let it get you down! Thanks to everyone for your support - like and subscribe if you enjoyed :) and below are some more ways you can s...
En route to Bonaire , the diving paradise! 🇧🇶  #79
Ryan & Sophie Sailing
En route to Bonaire , the diving paradise! 🇧🇶 #79
If you have been following our channel in the last year, you know how big a deal moving back onboard and sailing to Bonaire was for us. When this video is released, it has only been a few weeks since we arrived and we have enjoyed every second of our time ...
ANCHORING OVERNIGHT!!! (for the first time) | Boat Life Ep. 29
Wild We Roam
ANCHORING OVERNIGHT!!! (for the first time) | Boat Life Ep. 29
A big thank you to Squarespace for sponsoring this video and helping make these adventures possible aboard Penelope. If you’d like to open your own online shop or create a website go to Squarespace.com/wildweroam for 10% of your first purchase. Have yo...
Searching for the Perfect Bluewater Sailboat
Wild We Roam
Searching for the Perfect Bluewater Sailboat
Thanks to Squarespace for sponsoring this video. If you’d like to open your own online shop or create a website go to Squarespace.com/wildweroam for 10% of your first purchase. Let the hunt begin!! Trying to figure out what boat to buy is a really hard ...
Goodbye Ruby Rose (And REAL TIME Update) | Sailing Ruby Rose Ep 113
Sailing Ruby Rose
Goodbye Ruby Rose (And REAL TIME Update) | Sailing Ruby Rose Ep 113
It's time to say goodbye to Ruby Rose for now and put her into storage for the winter months. We have no idea when- or if- we're going to sail her again, but hope to return for a cruise along Western France. However, with this evolving situation in the wor...
Sailing Non-stop from Nova Scotia to Rhode Island (Calico Skies Sailing Ep. 38)
Calico Skies Sailing
Sailing Non-stop from Nova Scotia to Rhode Island (Calico Skies Sailing Ep. 38)
In this episode, we say Goodbye to Canada and our magical summer adventure. It’s time to make some miles and when you choose to travel as far and as often as we do, the consequence is that we must keep moving. It’s already past mid September and as sai...
Sailing to the End of the World (Calico Skies Sailing Ep. 37)
Calico Skies Sailing
Sailing to the End of the World (Calico Skies Sailing Ep. 37)
In this episode, we say goodbye to Lake Bras d’Or and our summer season. We head out for open ocean and make the 250 mile brisk sail to the South Western tip of Nova Scotia to wait for winds to change in our favor before continuing on. It’s a chilly, ...