Have you ever wanted to try sailing?
Maybe experience living aboard for a bit?
Here’s your chance.
Join my crew for upcoming trips:
I’ll take you out for 6 days/5 nights to one of these areas.
“Absolutely do it! I'm so happy that we did.
It was, 10 times better than I expected.
You're in for a treat.”
— Whitney Johnson (Sailing client & CEO of Disruption Advisors)
Here's how it works:
✅ I provide the boat, all the food and captain the boat.
✅ We’ll sail beautiful pristine water, swim and snorkel every day and basically enjoy life on the water and on shore.
✅ You’ll get a private cabin for 2 people, with your own 2-person bed and bathroom, complete with shower, toilet and sink.
There’ll be 8-10 of us total.
How’s that sound?
Here's what I ask:
1. You help prepare a meal or two for the whole group. (Again, I’ll provide the food and meal plan.)
2. You help with some basic tasks around the boat like steering, raising/lowering sails, raising/lowering anchor.
No experience necessary.
I’ll teach as we go.
Again, I arrange the boat and all the food.
You arrange to get yourself there and back.
Part Sailing Lesson
A bit about me:
My name is Erik Orton and I lived on a catamaran sailboat with my wife and five kids for a year, sailing from the Caribbean back to our home in Manhattan.
My wife and I wrote a book about our experience called Seven at Sea: Why a New York City Family Cast-Off Convention for a Life Changing Year on a Sailboat.
It became a New York Times Top 10 Travel Book.
If you’d like to try a miniature version of our experience, I’d love to help you with that.
(I’m also American Sailing Association certified.)
To join the crew, just sign up for a quick zoom conversation to make sure we’re both real, nice, and normal people.
If we both feel like it’s a good fit, you’ll get the rest of the details. If it’s not a match, no worries. I’ll be glad to have made a new friend.
Confirm your spot with as little as $250.
8 people max per trip.
Payment plans are available.
"Do it! Especially do it with your family!
This was incredible activity and adventure to do together as a family."
- Kathleen Peterson
“Sailing with Erik and Emily cracked something open for me.
The sense of adventure, excitement and exhilaration woke me up to what is possible."
— York Young
Jump on it
“If you have any inclination to do something like this, just jump on it.
It is so much richer than simply going on a Caribbean vacation."
- Joel Wiest
Absolutely do it!
I'm just so happy that we did.
It's been, ten times better than I expected.
You're in for a treat!"
- Whitney Johnson
You won't regret it.
"Sail with Emily and Erik.
You won’t regret it.
It will be one of the best things you ever do.”
- York Young
Life will never be the same.
"By the end of the trip I sat across from my husband and he said, 'Life’s never gonna be the same after this.' I said, “Yeah, I feel it. I know that’s true.”
- Jayne Young
"Magical. It was amazing! Better than I expected.”
- Karen Wiest
"If you and your family or company want to do something that will really help you feel more connected and restored, which we all do, 100% yes!"
— Whitney Johnson
What's in it for me?
💙 I love sailing, exploring new places on the water and giving people a chance to experience life on a private sailing yacht.
💙 I get to enjoy sailing without incurring the cost of buying or maintaining a boat. (I charter a new boat for each trip.)
💙 Plus I enjoy introducing people to life on the water and giving them a peek into sailing life.
What's in it for you?
🌴 You get to experience a slice of sailing life without having to overcome all the hurdles of getting licensed and certified.
🌴 You get to enjoy learning a little about sailing without the pressure of captaining your own boat, or getting paired with a captain you don’t choose.
🌴 You don’t have to figure out the fairly complicated process of buying or chartering a boat.
🌴 You don’t have to arrange all the food, permits and logistics for snorkeling and diving.
🌴 You just have to show up and enjoy. Easy peasy.
📷 Plus you’ll probably get some sweet pictures to remember the trip and share with friends and family.
Who knows, maybe you’ll be inspired and start down the path like I did that ends with living on a boat.
Either way, it’ll be a wonderful week.
Trips start at $5,000/cabin (sleeps 2 people).
All inclusive except airfare.
These trips are alcohol, drug and smoke free.
If that’s really important, I’m happy to refer you to some other options.
Otherwise, sign up for a quick zoom call.
Again, signing up for a call is not a commitment. It’s just a chance to connect, answer any additional questions you have and see if it’s a good fit.
Thanks for reading this far! That tells me you’re interested, and have the right enthusiasm level to have a good time on one of these trips. I look forward to getting acquainted.