This Was A Bad Idea – Sailing With My Brother

This Was A Bad Idea – Sailing With My Brother

Jason’s brother joins us aboard CURIOSITY in Tahiti for our last hurrah!  From swimming with sharks to hiking to the top of volcanoes, we made sure to give him the full Polynesian boat life experience. Complete, of course, with local concoctions and Tahitian fire-dancing.

At the end of his last night on board, we sit down for a conversation and he shares what he really thinks about our alternative lifestyle on the sea.  It’s a different perspective on our lives as sailors, creators and family.

We were sad to see Jacob go. 😢 Being away from family is hands down the hardest part of this unsedentary lifestyle.  We often find ourselves a little blue thinking about family and friends back home. The milestones and everyday moments we’re missing out on…the ones we’re having and wish we could share.  The late nights of playing games, laughing and razzing each other…we miss it all.

Endless horizons and swimming with all the baby whales in the world can’t replace the connections we have to our families.  So when someone takes the time (and long flights) to come and spend time with us, we try hard not to take a single second of it for granted.

jason and jacob aboard s/v curiosity in moorea french polynesia
jason and jacob swimming in Tahiti french polynesia

Boat life isn’t always easy but being able to share a slice of our life with family is priceless!

Jacob, thanks for the memories and the supplies delivered.  And don’t sweat it city boy, we’ll work on getting an Air Conditioner just for you. 🤣

More Family Sailing Adventures Here:

Brother On Board Timecode

Just in case you want to skip ahead or revisit any specific answers.

03:58 What do you find to be the biggest adjustment to Boat Life?
04:27 What fun behind the scenes things don’t we get to see on Gone With The Wynns?
05:50 Seeing how much fun your brother is having does it make you want to do similar things?
08:28 Do you watch all Gone With The Wynns videos?
09:13 Name one thing you’re envious Nikki and Jason get to do.
10:35 Do you feel stir crazy on the sailboat? Is there enough to keep you busy?
11:55 What was the biggest change going from land to sailboat that surprised you?
15:45 What have you noticed Nikki and Jason doing differently this trip vs. your first times on the catamaran?
17:22 Which cat likes you better?
18:19 When will we see full time family crew aboard s/y CURIOSITY?
19:24 If you could instantly relocate your sailboat anywhere in the world, where would it be?
20:16 How much filming goes into a Gone With The Wynns episode? Have you thought about a Bloopers episode? What is Nikki and Jason’s work to play ratio, and how much sleep do they get each day?
23:22 Get that fly! Singa goes a little crazy.
23:51 Now that you’re years into full time sailing can you see yourselves doing it for the rest of your lives, or will you come back to land and settle down in a few years?
25:02 Do Nikki and Jason’s adventures make you long for your own? Would you start with an RV or Boat Life?
25:51 If someone told you 15 years ago that Jason would become an explorer traveling the world, what would have been your response?
28:54 Would Jason be skinny or heavier without Nikki’s cooking?
29:38 Does the filming schedule get in the way of your vacation fun?
30:20 Oh man…bring on the tears!
32:58 Damn Cat!!!
34:41 I would like to see a video about the composting toilet on a sailboat. Jacob, what are your thoughts about peeing and pooping in the composting toilet?
37:16 Jacob, any thing you want to share about Jason and Nikki?


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