Pleasure Sailing
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charter offerings
- 89 ft
- 5 cabin
- 10 Guest
Motor Yacht
Sunset Sail
Golden hour, good music, and nothing to worry about. Easy sailing, open water, and the kind of evening that lingers.
This is a 3-hour excursion starting 90 minutes before sunset.
Book by the seat $125 per person, or take the whole boat $1000 (max 8 people).
- 50 ft
- 4 Cabin
- 10 Guest
Sail yacht
Weekend Escape
Four days. A few islands. No set course.
Sail, swim, drop anchor, and let the days unfold.
Thursday to Sunday — fully hosted
4 days
$1,500/day
- 20 ft
- 2 cabin
- 4 Guest
Sail yacht
7 Day escape
Cast off and settle into the rhythm of wind and sea.
Live aboard, make your passage, and go where it feels right.
All-inclusive, crewed experience
Additional day: $1,700
discover more
Take to the open waters with your friends and family.
Step aboard Comfortably Numb and leave everything else behind with the people who matter most. Whether it’s a sunset sail, a weekend away, or a full escape at sea, every trip is about shared moments, easy sailing, and time well spent together. Bring your crew — we’ll take care of the rest.
discover more
Take to the open waters with your friends and family.
Step aboard Comfortably Numb and leave everything else behind with the people who matter most. Whether it’s a sunset sail, a weekend away, or a full escape at sea, every trip is about shared moments, easy sailing, and time well spent together. Bring your crew — we’ll take care of the rest.
Every trip includes a fully crewed experience aboard Comfortably Numb with a captain and host, fuel, and all the essentials for a smooth, relaxed time on the water. Depending on your trip, provisioning can also be included or added on — so all you need to do is show up and enjoy.
Yes — you can book by the seat or reserve the entire yacht for a private experience. Private charters are perfect if you want a more personal trip with just your group, whether it’s a sunset sail or a multi-day escape.
Keep it simple — light clothing, swimwear, sunscreen, and anything personal you’d like for your time on the water. Once you’re aboard, everything slows down, so bring what helps you relax and settle into the experience.
Frequently asked question
the most question we had.
Got questions before you step aboard? Here’s everything you need to know to plan your time on the water with ease — from what’s included to how your experience unfolds.
