top of page

Sailing Vacations with Southwest Sailing

Sailing Vacations!  Are you ready to experience sailing Life?

Family Catamaran Sailing.jpg


2days? 3 days?  More? Join SW Sailing for an amazing sailing vacation to Catalina Island, San Juan Islands or Caribbean Islands on a Captained Charter Sailing Vacation for you and your family.


Experience the sailing life - days AND nights - aboard a Luxury Sailing Yacht.  Sit back and relax as SW Sailing creates a special on-the-water experience for you, friends and family. 


Our USCG Licensed Captain and 1st Mate have THOUSANDS OF MILES and hundreds of days off-shore experience on multi-day sailing voyages.  We know how to create SAFE and FUN sailing adventures. 


For a day, for a weekend, long do you want to go?  

Prices start at $2500 for 2 persons, 2 days Catalina Sailing Vacation (double occupancy, meals included).

Want to combine vacation AND certification?  Check out our CERTIFICATION VACATIONS.

bottom of page