The Off-Grid Catamaran Experts
Join our "All-in" Collective for a voyage through the Caribbean, Bahamas, and the Mediterranean. Designed for groups of 8 to 12, this is an adventure ready journey where we trade resort luxuries for salt-air freedom, local discovery, and a life lived entirely on the water.
Welcome aboard
The promise
You don't need another vacation. You need a week where Tuesday feels like Saturday - where the only schedule is the tide, and the only notifications are dolphins off the bow.
One catamaran, usually eight to twelve people aboard with the hosts included, and Clint tracking the weather like a pulse. Guests help prepare meals together aboard: the galley is a communal stage where we gather to prep, grill, and share stories as the sun dips below the horizon. The real secret ingredient is the crew. That's you.
We sail the British Virgin Islands, the Bahamas, and the Mediterranean. The boat goes where the day-charter crowds don't.
The life you've been putting off - it starts the moment the lines come off the dock.
Five regions
The boat goes where day-charter crowds don't.
Typically 7 days at anchor, mooring to mooring, on a schedule the wind writes. Shorter charters are available.
The voyages
Caribbean 3 weeks open
Typically 7 days · British Virgin Islands
Price depends on duration and season.
Explore voyage
Bahamas 1 week open
Typically 7 days · The Bahamas
Price depends on duration and season.
Explore voyage
Mediterranean 1 week open
Typically 7 days · Croatia
Price depends on duration and season.
Explore voyage
Mediterranean 1 week open
Typically 7 days · Greece
Price depends on duration and season.
Explore voyage
Mediterranean 1 week open
Typically 7 days · Italy
Price depends on duration and season.
Explore voyageCabins are for two guests. One guest may book a cabin alone and is responsible for the full cabin price.
A limited run of sailing weeks each year.
View Full Calendar
The boat
8 to 12 people aboard a spacious catamaran - a full galley where we cook together, private ensuite cabins, and a salon built for long dinners. A boat is chartered for each trip, so the exact catamaran is confirmed closer to departure.
See what's aboardFrom the water
From our guests
Our trip with Guiding Winds was nothing short of perfection. We spent our days island hopping and soaking up every bit of the sun on the catamaran. Dodie and Clint have truly mastered the art of hospitality - they made everything feel so effortless and dreamy. If you're looking for gorgeous waters and a stress-free getaway, this is it. We can't wait to come back.
What an unbelievable experience. We loved the balance of relaxing in the sun and getting some fishing in. The catamaran is the perfect way to see the islands, and the water was absolutely stunning. Huge thanks to Dodie and Clint for being such incredible hosts. They made the entire journey seamless from start to finish. Highly recommend.
I've done a fair share of traveling, but this trip with Guiding Winds stands out. Island hopping on the catamaran was the highlight of my year - the views were incredible and the fishing was top-notch. Dodie and Clint are the real deal; they handle all the details so you can just enjoy the gorgeous scenery. A truly first-class experience.
Limited inventory
One catamaran · never a crowd
A limited run of sailing weeks each year. Caribbean dry season fills first.
2027 calendar · Real availability, no countdown timer
We speak with every guest before booking. Book a 30-minute intro call and we'll walk you through the open weeks. Dodie or Clint reply within 24 hours.
One call, then your week
We talk it through before anything is booked
What you actually get when you do
Just bringing life back down to zero. Reset your body and mind, on nothing but water, weather, and time.
Wednesday
The day the signal finally drops
Every
Charter hosted by Clint
12
Guests at most, never a crowd
Your hosts
On Guiding Winds Unplug, we believe that harmony on the water starts with a clear plan.
Meals are shared: guests help prepare them together aboard, and the galley becomes one of the best parts of the day.
Why guests come back
Five-star reviews
A small, owner-run operation - not an anonymous charter fleet.
All-inclusive
Meals, gear, fuel, moorings. One number, no hidden fees.
A 30-minute intro call first
We speak with every guest before booking. Clint or Dodie will reach out to every inquiry.
On-the-boat support
Experienced hand at the helm, daily safety checks.
The right to unplug
No onboard internet by default. Wi-Fi available to buy, often unreliable.
100% five-star reviews
The 2027 calendar is open
We speak with every guest before booking. Book a 30-minute intro call and we'll walk you through the open weeks. Dodie or Clint will reply within 24 hours.
Off-grid catamaran voyages
We speak with every guest first
