San Diego isn’t just about sun and sand—it’s a top-tier destination for some of the most stunning and diverse sailing experiences along the California coast. Whether you’re into epic sightseeing, water activities that get your adrenaline pumping, or just want a chill day surrounded by nature, these are the must-visit sailing spots and what you can do there:
San Diego Sightseeing
Aolani sailing by sailing along the USS Midway.
The waterfront in San Diego is packed with iconic landmarks and breathtaking views, making it a goldmine for those Instagram-worthy shots. Cruise by the historic San Diego Maritime Museum and catch a glimpse of the legendary Star of India ship. Check out the vibrant vibes at Portside Pier or get up close with history at the USS Midway Museum. As you sail past Seaport Village and under the Coronado Bridge, you’ll get a perfect mix of urban scenery and architectural beauty. And let’s not forget Coronado Island, where rich naval history meets stunning coastal charm.
Chill and Play Spots
Glorietta Bay
For those who want to maximize their time on the water, San Diego’s got you covered with some seriously picturesque locations, ideal for all sorts of water-based fun. Glorietta Bay is your go-to for calm, clear waters where you can kick back and soak up the sun, maybe even with a peaceful swim or float. Coronado’s Ferry Landing offers shallow, inviting waters perfect for a dip or some snorkeling while you take in those killer coastal views. If paddleboarding or kayaking is your thing, the serene coastlines around Coronado are perfect for a leisurely exploration session. And when hunger strikes, there are plenty of nearby beaches for a laid-back picnic with a view. For ultimate relaxation, nothing beats sunbathing on the deck of your luxury catamaran, gently swaying in the peaceful waters.
La Jolla Day Sail
If marine life is your jam, La Jolla is the place to be. Dive into waters that are bursting with vibrant fish and lush kelp forests—basically a snorkeler’s dream. Plus, La Jolla’s famous seals and diverse marine ecosystem offer a one-of-a-kind wildlife experience both above and below the waterline.
Pacific Ocean Whale Watching
Whale watching in San Diego is a year-round spectacle. From November to April, you can spot California Gray Whales making their coastal migration. But don’t sleep on summer and fall—this is when the majestic Blue Whales come to feast on krill in the Northern Pacific, offering a rare and unforgettable sighting.
Catalina Island Escape
If you’re ready to go the extra mile, Catalina Island is your ultimate destination for an extended sailing trip. With its crystal-clear waters and charming harbors, Catalina is all about that peaceful island escape. Whether you’re up for exploring the island or just want to experience the thrill of overnight sailing, this adventure combines the best of both worlds—onshore exploration and the open sea.
Ready to Sail Into Adventure?
San Diego offers an unbeatable combination of stunning landscapes, rich history, and thrilling water activities—making it the ultimate sailing destination. Whether you’re soaking in the iconic sights, diving into vibrant marine life, or exploring the serene beauty of Catalina Island, there’s no better way to experience it all than aboard a luxury catamaran. At Aolani, we specialize in creating unforgettable sailing experiences tailored just for you. From the moment you step on board, you’ll be immersed in the natural beauty and excitement that only San Diego’s waters can offer.
Don’t just dream about the perfect day on the water—make it a reality. Book your private charter with Aolani today and let us guide you to the best sailing spots and adventures San Diego has to offer. Your next great adventure is just a sail away.
Aolani is San Diego's premier catamaran yacht charter, offering luxury experiences on a 58-foot vessel with five-star service. Our Captain and Crew ensure a smooth and enjoyable journey.
