Try living on a sailboat for a week. 

Join our crew.

 

 

 

SIGN UP

Have you ever wanted to try sailing?

Maybe experience living aboard for a bit?

Here’s your chance.

 

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.

 

“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)

SCHEDULE YOUR CALL

 

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.

Sound fair?

SCHEDULE YOUR CALL
 

Featured

Hammock on sailboat

Part Vacation

Part Sailing Lesson

Part Exploring

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.

"Magical. It was amazing! Better than I expected.”

 

- Karen Wiest

SIGN UP
Sailing retreat adventure French Polynesia South Pacific couples
Sailing in the Mediterranean sailing retreat adventure couples retreat leadership team building
Sailing retreat Caribbean adventure leadership team building couples retreat family retreat offsite

"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.

 

Cost:

Trips start at $5,000/cabin (sleeps 2 people).

All inclusive except airfare.

 

Note:

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.

 

Best,

SIGN UP