Details and Pricing


Captain Jack and sister Susan welcome you aboard Romancing The Wind, Your Personal Sailing Yacht.

Your Personal Sailing Yacht! Choose Daytime Harbor Tours, Sunset Cruises, Whale Watching or design your special cruise for your special occasion.


Call For Rates and Special Pricing!!!  619-866-2538

Our rates include light refreshments and beverages.

Additional food items may be pre-ordered through our galley.

We will also assist you with catering and music referrals.

Additional pricing options are possible on custom cruises.  Please speak with Susan to design your specialty sail for your group or event.

We find 3 hours is the perfect cruise length for most group outings, but Romancing The Wind ‘s captain and crew can work with you to decide on the best cruise plan for your group.



Need a smaller sailboat, a power boat, or a large party boat instead?  Let us connect you with our harbor partners to find the perfect vessel for your group!  Some of the other boats we can suggest include:

  • 90-foot 3-level cruising boat for up to 140 passengers
  • intimate sailing charters for up to 6 guests in either classic unique sailboats or a sleek modern sloop
  • catamarans ready to entertain up to 49 guests
  • comfortable and cushy powerboats for up to 12 passengers
  • classic wood sailing ship for a timeless experience
  • fishing trips for six

Call us today at Romancing The Wind and we will welcome you aboard our beautiful big sailing ketch, or help you determine the best boat fit for your group to enjoy San Diego Bay.