Come sailing with us on Romancing The Wind

Your personal 55-foot sailing yacht for parties of up to 38 ! Book your private sailing charter now!

Your Personal Sailing Yacht for a Private Tour of San Diego Bay

Enjoy the sights and sounds of San Diego on our custom-built, 55 foot steel-hulled Ketch, “Romancing the Wind”! RTW is the ultimate sailboat for cruising San Diego Bay and nearby coastal waters! Our USCG inspected vessel can safely and comfortably hold up to 38 passengers. She sails gracefully through San Diego Bay providing our guest with views of the picture-perfect downtown San Diego skyline, the historic vessels at the Maritime Museum, Coronado Bridge and of course the beautiful water.

Call or text us to get your fun day booked 619-866-2538

We love hosting you aboard and making your time in San Diego Bay the best!  Guest can BYOB and food aboard or we can provide the drinks and catering. The Romancing The Wind Team strives to make your events stress-free and provide all of our guest with the ultimate cruising experience.  Let us know what you need and we can make it happen Captain! We offer a multi-tiered pricing plan based on the size of your group starting at $450 per hour with a 2-hour minimum.

Our friendly, fun event planner is creative and can customize any event.

  • Corporate Events
  • Bachelorette Parties
  • Bachelor Parties
  • Birthday Parties
  • Pre/Post Wedding Parties
  • Booze Cruises
  • Weddings. Captain Jack is also an Ordained Minister and can marry you on the boat!
  • Memorials (ashes at sea)

Captain Come aboard, sit back, relax, and soak up the sun and scenery with a fresh beverage in hand.

Jack and his crew welcome you aboard!