Hands-on sailing or relaxing cruises aboard a stable and spacious big boat with Captain and Crew!

Your personal 55-foot sailing yacht for parties of up to 27!

​Private Sailing Charters!


Enjoy San Diego Harbor and all the sites while relaxing aboard our 55' Sailing Yacht. Watch the playful Seals and Dolphins while your captain points out interesting San Diego landmarks and historical facts.  Take the Helm and raise the sails as you glide with us across this Big Bay toward the beautiful setting sun.

Experience your special occasion aboard Romancing The Wind.  Pre-wedding parties or after-the-event receptions, corporate team building, family reunions, memorials, social outings, weddings, youth groups, and more. Book your group today!  Romancing The Wind is Licensed to Carry 27 Passengers. 

From December through February make your plans for the best Whale Watching trip in San Diego aboard our stable spacious sailboat.  See the annual migration of California Grey Whales and Fin Whales travel past San Diego Bay on their 3000 mile journey to the breeding grounds of Mexico. 

Great for GroupS!