Keep and Share logo     Log In  |  Mobile View  |  Help  
 
Visiting
 
Select a Color
   
 
Choosing Sailing Trip

Creation date: Jan 17, 2026 2:17pm     Last modified date: Jan 17, 2026 2:17pm   Last visit date: Feb 20, 2026 10:43pm
2 / 20 posts
Jan 17, 2026  ( 1 post, 1 reply )  
1/17/2026
2:17pm
Daniel Brian (calios)

I’ve been thinking about booking a sailing trip for my next vacation, but I honestly don’t know where to start. Should I go with a bareboat or crewed option? How do people usually decide on destinations and trip length? Any real advice from experience would help.

 

2:54pm
Daniel Brian (calios)

I was in the same situation last year and felt totally lost at first. What helped me was understanding what kind of experience I actually wanted: full relaxation or learning and involvement. If you want zero stress, a crewed trip is perfect. You just enjoy the sea and views. When I was researching options, I came across https://12knots.com/ and liked how clearly everything was explained. It made it easier to compare routes, boats, and styles of trips. I’d say start by deciding how active you want to be, then choose a destination that matches your comfort level.