See San Diego Like Never Before

Hit the Water in Style with a Fun and Luxurious Boat Charter!

Dolphins swim alongside the boat

Photos provided by Pacifica Sailing Charters

Gliding across the waters of San Diego Bay is a great way to spend a summer afternoon in the city! Whether you wish to take the wheel, or if you just prefer to stretch out in the San Diego sunshine with a trusty skipper at the helm, Pacifica Sailing Charters and Sailing Tours has the perfect sailing experience for you!

With over 30 years of boating and sailing experience on San Diego Bay and the waters surrounding the harbor, this chartering company ensures each sailing tour, boat charter, catamaran cruise and boat tour is a memory you will cherish for a lifetime. While sailing on your private boat tour on the San Diego bay, enjoy breathtaking views of Downtown, the naval base, aircraft carriers and submarines, not to mention an incredible abundance of sea life including sea lions, dolphins, and whales.


Whether you’re after a classic yacht charter, sailboat or catamaran for your corporate event, a sailing lesson, a whale watching tour, or an ash scattering burial at sea for a loved one, Pacifica Sailing Charters can provide private boat charters and boat tours, private parties, bachelorette parties, proposals, anniversaries, birthdays, ash scatterings, or simply a romantic sunset sail.

Several types of yachts are available for guests. The racing sailboat is a classic restored 1973 Ranger 37 named Masquerade. This 37-foot yacht was known as “The Rocket” back in the day due to her lightning speed and innovative hull design. Much heavier than traditional boats today, Masquerade provides a steady, smooth sail. Along with Captain Jack and his crew, you’re welcome to take part in hoisting and trimming the sails, steering through the entrance of the bay, or just sit back, relax, and soak up the sun and scenery.

Sailing San Diego’s three-hour excursion is just right for enjoying the views of the city, San Diego Bay, and the ocean beyond. Specializing in parties and large groups, Pacifica Sailing Charters is happy to accommodate groups from 27 up to 48 guests and welcomes patrons to custom design their special occasion on the water.

Recently, Pacifica Sailing Charters has added a new catamaran Sea-Esta for whale watching, snorkeling, sightseeing, boom-netting, and sailing.

This Sea-Esta is roomy, stable, and can fit up to 12 guests for a remarkable bareboat charter cruise around the bay or beyond. This catamaran can be used for private parties, surfing trips, private birthday parties, bachelorette parties, burials at sea, or just a meandering cruise around the bay. Visit the Point Loma lighthouse, the submarine base, sea lions, and dolphins on one of the day trips, private tour, or enjoy a beautiful sunset sail.

The charter company has also added a sleek new 45-foot Sea Ray Express power yacht for your harbor excursions should you feel the need for luxury. If you want to leave the harbor, you can head past the tip of Point Loma toward the Coronado Islands. View the massive kelp beds, which lie just off of the Point Loma lighthouse.

Whether you’re planning a birthday party, corporate event, wedding, or just want something special while cruising aboard our yachts, let Pacifica Sailing Charters provide the catering for your next party or event. Our catering services can work within your budget to give you that extra special touch. All boat tour captains are US Coast Guard certified and have been running boat charters and sailing tours for decades. Visit to learn more!