Why Choose San Diego Harbor Sailing
Unbeatable Views
Unbeatable Views
Unbeatable Views
Our sailboat tours & charters offer some of the best views of the San Diego Bay and the beautiful San Diego skyline.
Experienced Crew
Unbeatable Views
Unbeatable Views
Our experienced crew members, some of which include ex-US Navy veterans, are dedicated to ensuring a safe and enjoyable experience for all passengers.
Luxury Amenities
Unbeatable Views
Luxury Amenities
Our luxury boats come equipped with state-of-the-art amenities, comfortable seating, and entertainment systems.
Charters
Mid Day Sailing Cruise
Set sail on a relaxing midday tour of San Diego Harbor, where you'll enjoy stunning views of the skyline, Coronado Island, and local wildlife. This 2.5-hour adventure offers the perfect blend of sunshine, ocean breezes, and iconic waterfront sights.
Sunset Cruise
Set sail on a relaxing sunset cruise of San Diego Harbor, where you'll enjoy breathtaking views of the skyline, Coronado Island, and local wildlife as the sun sets. This 2.5-hour evening adventure offers the perfect mix of ocean breezes, vibrant sunset colors, and iconic waterfront sights.
Concert Cruise
Concert Cruise
Join us for a relaxing cruise with a special stop at The Rady Shell for a live concert experience! Cruise past iconic landmarks like the USS Midway and Coronado Bridge while enjoying stunning skyline views. We’ll anchor near The Rady Shell, where you can relax with a drink and enjoy live music from the comfort of the boat.
Meet your Captains
Captain Jason Hancock
Captain Jason has over 40 years of sailing experience. and sailed thousands of nautical miles; from racing sailboats to teaching sailing to yacht deliveries. He has competed in the Newport to Ensenada Sailing Regatta and the 2024 Baja Ha-Ha Rally from San Diego to Cabo San Lucas. Captain Jason worked as a Scout Master with the Boy Scouts of America for 12 years teaching sailing. Captain Jason is a former U.S. Navy Diver and a holds a Master Scuba Certification.
Captain Jeff Howard
Captain Jeff Howard's journey into sailing began at the age of 14 when he first took to the water as a Boy Scout. Over the years, he has honed his skills and gained extensive experience with a diverse range of monohull and multihull sailboats, ranging in size from 28 to 47 feet.
Since 2013, Captain Jeff has logged an impressive 15,000+ nautical miles, navigating the California coastline from Long Beach to San Diego Bay, as well as exploring international waters. Among his many adventures, he successfully completed a remarkable 66-day, 5,200-nautical-mile delivery of a brand-new 42-foot catamaran from Fort Lauderdale, Florida, through the Caribbean and the Panama Canal to San Diego. Captain Jeff holds a prestigious 100-ton Master Inland and OUPV Near Coastal license with a Sailing Endorsement. Additionally, he is certified to teach a variety of ASA courses, including ASA 101, 103, 104, and 114. With decades of sailing experience and a deep love for the sea, Captain Jeff is dedicated to inspiring and guiding others on their own sailing journeys.
WHat You'll See
