Have you ever wanted to try sailing?
Maybe experience living aboard for a bit?
Here’s your chance.
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Join my crew for upcoming trips:
Bahamas
Caribbean
Mexican Riviera
Thailand
Greece
Italy
Croatia
I’ll take you out for 6 days/5 nights to one of these areas.
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“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)
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Here's how it works:
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âś… 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, complete with shower, toilet and sink.
There’ll be 8-10 of us total.
How’s that sound?
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Here's what I ask:Â
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.
Sound fair?
What would my cabin be like?
Each cabin accommodates two people. Come with a friend, spouse, adult child, or meet someone new.
Your cabin includes a double wide "queen" size bed, private bathroom with shower, toilet and sink, as well as drawers, mini-closets and your own lighting and electrical outlets. (Depending on the size of the group, some cabins may include bunk beds.)
All sheets, pillows, linens and towels are provided.
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What if I'm prone to motion sickness?
No worries. We've got you.
If you've ever gotten queasy on a cruise ship, whale watching, deep sea fishing or dive/snorkel trip, sailing is very different.Â
Sailing is a slower, gentler way to travel. We move with the water rather than trying to fight against it. All this makes it smoother and more comfortable.
Plus, after living aboard for a year with his own five kids, IÂ have all the inside tips and techniques to make sure everyone has an amazing time.
We've never had  a person not have a wonderful experience.
Featured
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![Hammock on sailboat](https://kajabi-storefronts-production.kajabi-cdn.com/kajabi-storefronts-production/themes/2148532811/settings_images/p9hhMLfSpKNgP3cU9cmc_IMG_6653.jpeg)
Part Vacation
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Part Sailing Lesson
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Part Exploring
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Who will be your host?
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 a certified skipper with experience sailing in Tahiti, Bora Bora, Greece, Italy, the Bahamas, Virgin Islands, Puerto Rico, the Caribbean and Mexico.
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.
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"Do it! Especially do it with your family!
This was incredible activity and adventure to do together as a family."
- Kathleen Peterson
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"What an incredible trip!
Adventurous, breathtaking, challenging, and relaxing all at the same time. And so great to meet such wonderful people. I really feel I came back a little different, a little better person. Ready to try new things, find more joy, and have adventures."
— Jean E.
“Sailing with Erik and Emily cracked something open for me.Â
The sense of adventure, excitement and exhilaration woke me up to what is possible."
— York Young
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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."
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-Â Joel Wiest
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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!"Â
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- Whitney Johnson
![](https://s3.amazonaws.com/kajabi-storefronts-production/themes/2148532811/settings_images/tbFBOuRmToWrWDf14FSw_York_Young.png)
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.”
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- Y.E. Young
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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.”
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- Jayne Young
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Magical.
"Magical. It was amazing! Better than I expected.”
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- Karen Wiest
![](https://kajabi-storefronts-production.kajabi-cdn.com/kajabi-storefronts-production/file-uploads/themes/2155224879/settings_images/73b3b43-a657-bb11-254c-aafd535104b2_IMG_7435.jpeg)
![Sailing retreat adventure French Polynesia South Pacific couples](https://kajabi-storefronts-production.kajabi-cdn.com/kajabi-storefronts-production/themes/2148532811/settings_images/NqWETmJtQCq7wbRu5q1j_file.jpg)
![Sailing in the Mediterranean sailing retreat adventure couples retreat leadership team building](https://kajabi-storefronts-production.kajabi-cdn.com/kajabi-storefronts-production/themes/2148532811/settings_images/P9HiOBFhTHuSEhIaeth9_Emily_in_Greece_P1033296.jpeg)
![Sailing retreat Caribbean adventure leadership team building couples retreat family retreat offsite](https://kajabi-storefronts-production.kajabi-cdn.com/kajabi-storefronts-production/themes/2148532811/settings_images/TqjRQfttRr2bUTFRGgK5_Wiests_in_Caribbean_IMG_6546.jpeg)
"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?
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đź’™ 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.)
đź’™ Plus I enjoy introducing people to life on the water and giving them a peek into sailing life.
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What's in it for you?
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🌴 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.
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Cost:
Trips start at $2,750.
All inclusive except airfare.
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Note:
These trips are drug and smoke free.
No alcohol is provided.
Any drinking must be done responsibly.
This is NOT a booze cruise.
If that’s really important, I’m happy to refer you to some other options.
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Otherwise, sign up for a quick zoom call.
Again, signing up for a call is not a commitment from me or you. It’s just a chance to connect, answer any additional questions you have and see if it’s a good fit.
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Thanks for reading this far! That tells me you have the right enthusiasm level to have a good time on one of these trips. I look forward to getting acquainted.
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Best,
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Please Note:
Once you book your time below:
- you can immediately watch an 11 min video that will give you an overview of our trips.
- You'll receive an emailed link so you can watch it later if that's better.
- We'll cover more details when we chat in person.
We'll be sailing in Greece much of July so our availability will be limited.Â
Book a time soon, or we can chat once we're back on land.