Step aboard one of our classic sailing yachts and the outside world starts to melt away.
Close your eyes. Feel the sun on your face. Breathe the fresh salt air. Hear the sea splashing against the hull and the wind in the sails.
Absorb it all and let yourself get carried away by the wind.
What We Do
Join us on one of our classic sailing yachts for an adventure you will never forget. We offer a variety of different packages to suit you or your groups' needs from individual tickets, to private charters. We focus on creating intimate sailing experiences by only taking small groups aboard our spacious and fully-restored vintage sailboats. Come see San Diego the way it was meant to be.
Who We Are
We pride ourselves on being a local, small business that tailors to the highest levels of customer service and fun! Join our knowledgeable and experienced Captains aboard our gorgeous, fully-restored sailing yachts. Enjoy drinks and complimentary snacks as you relax and soak up the views.
Experience the San Diego Bay and Beyond
San Diego is a city set on the water with the magnificent San Diego Bay stretching for miles. This amazing waterfront is home to dolphins, harbor seals, sea lions, pelicans, cormorants, seagulls, and much more marine wildlife. During Whale Watching Season, we see loads of California Gray Whales cruising along the coast of the Pacific Ocean (December-April). While sailing on the wonderful waters of San Diego, you can enjoy a Mediterranean style climate nearly year round. Our experienced and courteous captains are full of fun facts about the San Diego Bay. Our focus is to have you leave satisfied. You can come out and relax while we refill your wine glass, or we can give you a lesson on How-to-Sail. An incredible sailing excursion awaits you. Leave your worries at the dock and relax as you Sail into the Sunset!
Luxury & Adventure Sailing in San Diego
A San Diego Sailing Tour is a great way to spend any day. The City of San Diego is built on a beautiful harbor that has lots to offer. Whether you prefer a relaxing cruise on the Bay, a gorgeous sunset sail on the Pacific, or experience an awesome Whale Watching Tour, we have you covered. Our goal is to make your perfectly custom tour full of excitement and stress-free. Come out and see for yourself. San Diego is named "America's Finest City" for a reason. With the most consistent weather 365 days a year, it is always a nice day to be out Sailing on the San Diego Bay. Our goal is to invite you aboard Lei Lani and welcome you to a stress-free mini vacation. Whether you're here on a vacation or live here permanently, a San Diego Sailing Tour is a perfect getaway!
1 kids under 12 rides free with a paying adult on the 2-hour Signature or Sunset sails. Please call 619-786-0173 and mention Kids Free October to book this offer.
Passengers on Cruise Ships with San Diego as a Port of Call can enjoy 10% off of their sailing excursion with San Diego Sailing Tours! Enjoy a private sailing tour of the San Diego Bay or join one of...
Sign up to receive the latest news, events, and updates about San Diego. Our monthly and weekly newsletters will keep you informed about the latest and greatest happenings in the destination.
For the ultimate guide to planning your San Diego vacation, view and download the San Diego Visitor Planning Guide, packed with useful information that will help you plan the perfect San Diego getaway.
English | Change Language