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!