Come take a Break from reality
Sail the Caribbean aboard Sailing Vessel Comfortably Numb – slow down, unplug, & drift into something better.
boat & yacht available
welcome to regatta
This Isn’t a Typical Charter
No crowds. No schedules. No stress.
Just you, your crew, and open water aboard a 50ft monohull built for real sailing and a more timeless way of getting away.- From a sunset sail to a full escape, this is your chance to slow down, unplug, and drift into the moment.
- New Experiences
- Relax, rest, and unwind
- Step aboard and let the rest fade
- Where time slows down
- Elevated sailing experiences
Charter Options
From sunset sails to extended escapes, leave the rest behind. Let the wind, water, and time do the rest.
Learn to Sail
Step aboard Comfortably Numb and learn the ropes the way it’s meant to be done — out on the water.Take the helm, work the lines, and move with the wind and tide.
Comfortably Numb
It begins with a quiet cast-off and the slow pull away from land. - Aboard Comfortably Numb, things settle into their own pace — the way sailing was meant to feel.
Meet the Crew
Behind every smooth passage is a crew that knows the water. - Meet the people who make it all feel easy.
Why should you chose Comfortably Numb
Creating time on the water and moments that last a lifetime
Sail at Sunset
The light softens, the water settles, and everything slows down. Sails fill easy as the sun drops low on the horizon. Out here, it’s quiet, steady, and exactly where you want to be.
Experience Nature
Out here, you’re part of it — not just passing through. From dolphins running alongside the boat to slipping into clear water for a swim, it all happens naturally. Cast a line, take a dive, and let the day unfold as it will.
Have Fun!
Some days are for rope swings and a little movement, others are for slowing it down. Settle into the bosun’s chair, feet dangling just above the water as you sail on. Or find a quiet spot, open a book, and let the sea set the pace.
Have Questions about your upcoming trip?
testimonial
leave a review
We booked the sunset sail and ended up wishing it would never end. Everything about it felt effortless — the crew, the music, the way the boat moved through the water. It wasn’t just a trip, it was a reset.
