Sailing With Phoenix | Oliver – Page 7

Watch Sailing With Phoenix | Oliver's Latest Videos

Catch up on the most recent updates. Browse the complete video archive and Follow the journey.

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Day 13 sailing solo from Oregon to hawaii. Daily tasks while battling seasickness.
Sailing With Phoenix | Oliver

Day 13 sailing solo from Oregon to hawaii. Daily tasks while battling seasickness.

  • May 13, 2025
  • Language: EN
  • Play Time: 00:02:22
One thousand miles and one million followers. Thank you everyone.
Sailing With Phoenix | Oliver

One thousand miles and one million followers. Thank you everyone.

  • May 12, 2025
  • Language: EN
  • Play Time: 00:01:47
Day 9 sailing from Oregon to Hawaii. Will post day 10 later today as I forgot to post day 9 lol
Sailing With Phoenix | Oliver

Day 9 sailing from Oregon to Hawaii. Will post day 10 later today as I forgot to post day 9 lol

  • May 10, 2025
  • Language: EN
  • Play Time: 00:01:56
Day 8 sailing from Oregon to Hawaii #dream #sailing
Sailing With Phoenix | Oliver

Day 8 sailing from Oregon to Hawaii #dream #sailing

  • May 08, 2025
  • Language: EN
  • Play Time: 00:01:26
Day 7 sailing from Oregon to Hawaii. Forgot to post day 6 on YouTube but is on Instagram and tik tok
Sailing With Phoenix | Oliver

Day 7 sailing from Oregon to Hawaii. Forgot to post day 6 on YouTube but is on Instagram and tik tok

  • May 07, 2025
  • Language: EN
  • Play Time: 00:01:49
Day 5 sailing from Oregon to Hawaii
Sailing With Phoenix | Oliver

Day 5 sailing from Oregon to Hawaii

  • May 05, 2025
  • Language: EN
  • Play Time: 00:01:36
Day 5 of Pacific Crossing as a Solo Sailing Super Nooob
Sailing With Phoenix | Oliver

Day 5 of Pacific Crossing as a Solo Sailing Super Nooob

Just wanted to give you guys an update of the passage!
  • May 04, 2025
  • Language: EN
  • Play Time: 00:04:19
Day 3 sailing from Oregon to Hawaii
Sailing With Phoenix | Oliver

Day 3 sailing from Oregon to Hawaii

  • May 03, 2025
  • Language: EN
  • Play Time: 00:01:27
Day 2 sailing solo from Oregon to Hawaii with my cat.
Sailing With Phoenix | Oliver

Day 2 sailing solo from Oregon to Hawaii with my cat.

  • May 02, 2025
  • Language: EN
  • Play Time: 00:01:26
I waited a year to make this video. I can’t believe I finally did.
Sailing With Phoenix | Oliver

I waited a year to make this video. I can’t believe I finally did.

  • May 01, 2025
  • Language: EN
  • Play Time: 00:01:00
Bon voyage.
Sailing With Phoenix | Oliver

Bon voyage.

On April 30th, 2025, at 6:00am, I left Warrenton Marina on the Oregon Coast. As you're watching this, I'm probably cold... and terrified lol. For the first time, I’m sailing beyond the Columbia River, and I’m headed for Hawaii. I brought so much cat litter and so many treats, I’m genuinel...
  • Apr 30, 2025
  • Language: EN
  • Play Time: 00:08:39
Wish us luck! #dream #sailing
Sailing With Phoenix | Oliver

Wish us luck! #dream #sailing

  • Apr 29, 2025
  • Language: EN
  • Play Time: 00:01:19
Getting some sail time in before the big crossing.
Sailing With Phoenix | Oliver

Getting some sail time in before the big crossing.

Last year, I walked away from the corporate grind. I quit my career of 11 years, liquidated my 401k, and stepped into the unknown. It took three years of battling fear and facing the reality that, as a result of my cervical spine condition, I'm at risk of paralysis. That truth pushed me to fina...
  • Apr 25, 2025
  • Language: EN
  • Play Time: 00:14:23
This voyage across an ocean will be documented. It is not too late to follow the journey.
Sailing With Phoenix | Oliver

This voyage across an ocean will be documented. It is not too late to follow the journey.

  • Apr 22, 2025
  • Language: EN
  • Play Time: 00:01:07
Testing new sails before I cross the Pacific Ocean and sail from Oregon to Hawaii.
Sailing With Phoenix | Oliver

Testing new sails before I cross the Pacific Ocean and sail from Oregon to Hawaii.

Last year, I walked away from the corporate grind. I quit my career of 11 years, liquidated my 401k, and stepped into the unknown. It took three years of battling fear and facing the reality that, as a result of my cervical spine condition, I'm at risk of paralysis. That truth pushed me to fina...
  • Apr 18, 2025
  • Language: EN
  • Play Time: 00:24:32
April 27th, Warrenton Hammond Marina. Everyone is welcome. #dream #sailboat
Sailing With Phoenix | Oliver

April 27th, Warrenton Hammond Marina. Everyone is welcome. #dream #sailboat

  • Apr 17, 2025
  • Language: EN
  • Play Time: 00:01:03
In 17 days I begin by crossing the Pacific Ocean. Sailing from Oregon to Hawaii. Follow the journey.
Sailing With Phoenix | Oliver

In 17 days I begin by crossing the Pacific Ocean. Sailing from Oregon to Hawaii. Follow the journey.

  • Apr 14, 2025
  • Language: EN
  • Play Time: 00:00:28
Thought I’d share with you all what Phoenix and I are up too. #sailinglife #dream #freedom
Sailing With Phoenix | Oliver

Thought I’d share with you all what Phoenix and I are up too. #sailinglife #dream #freedom

  • Apr 13, 2025
  • Language: EN
  • Play Time: 00:01:00
Testing out my new Hydrovane. Only 19 days left until I set sail from Oregon to Hawaii.
Sailing With Phoenix | Oliver

Testing out my new Hydrovane. Only 19 days left until I set sail from Oregon to Hawaii.

Last year, I walked away from the corporate grind. I quit my career of 11 years, liquidated my 401k, and stepped into the unknown. It took three years of battling fear and facing the reality that, as a result of my cervical spine condition, I'm at risk of paralysis. That truth pushed me to fina...
  • Apr 12, 2025
  • Language: EN
  • Play Time: 00:30:26
It’s not too late to follow the journey! #dream #sailboat #sailingaway #solosailing
Sailing With Phoenix | Oliver

It’s not too late to follow the journey! #dream #sailboat #sailingaway #solosailing

  • Apr 08, 2025
  • Language: EN
  • Play Time: 00:01:28
In 24 days I cross the Pacific Ocean. Follow the journey.
Sailing With Phoenix | Oliver

In 24 days I cross the Pacific Ocean. Follow the journey.

  • Apr 07, 2025
  • Language: EN
  • Play Time: 00:00:31
The Install. 25 days until I cross the Pacific Ocean.
Sailing With Phoenix | Oliver

The Install. 25 days until I cross the Pacific Ocean.

Last year, I walked away from the corporate grind. I quit my career of 11 years, liquidated my 401k, and stepped into the unknown. It took three years of battling fear and facing the reality that, as a result of my cervical spine condition, I'm at risk of paralysis. That truth pushed me to fina...
  • Apr 06, 2025
  • Language: EN
  • Play Time: 00:21:56
Follow the journey. #dream #sailboat #sailing
Sailing With Phoenix | Oliver

Follow the journey. #dream #sailboat #sailing

  • Apr 02, 2025
  • Language: EN
  • Play Time: 00:01:07
Let the nightmare continue. 33 Days until I cross the Pacific Ocean.
Sailing With Phoenix | Oliver

Let the nightmare continue. 33 Days until I cross the Pacific Ocean.

Last year, I walked away from the corporate grind. I quit my career of 11 years, liquidated my 401k, and stepped into the unknown. It took three years of battling fear and facing the reality that, as a result of my cervical spine condition, I'm at risk of paralysis. That truth pushed me to fina...
  • Mar 30, 2025
  • Language: EN
  • Play Time: 00:29:51
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