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About Our Pacific Sailing Charter Yachts

san diego sailing cruisesWe feature three types of yachts. The sailboat is a classic restored 1973 Ranger 37 named Masquerade. This 37′ yacht was known as “The Rocket” back in her day due to her lightening speed and innovative hull design. Much heavier than traditional boats today, Masquerade will provide a steady, smooth sail no matter what the conditions. The mythical Ranger 37 had a colorful racing history back in the 1970′s and continues to win off shore races to this day.

san diego sailing cruisesStep below and find two very large quarter berths. The galley is to port with large seating area around functional center island which doubles as a dinette and wet bar. There is a spacious head (toilet) which features fresh running water and an electric toilet.

For your convenience, we have a Sony stereo that connects to any iPod or smart phone.
We have a wide selection of music or your can bring your own.

Going forward, we have a large V-berth set up for racing and a large assortment of sails. A great boat, race or cruise. We also have a 32″ LED flatscreen wall mounted television and several movies onboard. Our galley features a new 3-burner propane stove and paper plates and cups are provided. No Children Under 10 Years of Age

Charter this boat with a Captain up to six persons for a private cruise $480


san diego sailing chartersWe have also added a sleek new 40′ power yacht for your harbor excursions should you feel the need for luxury. This yacht is luxurious, spacious, and can be used for private fishing trips, surfing trips, private birthday parties, bachelore / Bachelorette parties, burials at sea or just a meandering cruise around the bay. We take the time to insure your cruise is the best in town.

Whether you’re planning a birthday party, corporate event, wedding or just want something special while cruising aboard our yachts, let us provide a cruise on San Diego Bay that wil work within your budget to give you that extra special touch. You can BYOB your own food and Alcohol on all of our yachts.

Charter this boat with a Captain up to 10 people - $1200


Need to accommodate a larger party?

sailing charter san diegoOur 55-foot custom designed steel hull twin masted ketch is stable and strong, yet sleek and smooth at sea. Along with Captain Jack and our crew, we welcome you to take part in hoisting and trimming the sails, steering through the entrance of the bay, or sit back, relax, and soak up the sun and scenery.

Our Three hour excursion is just right for enjoying the views of the city of San Diego Bay and the the ocean beyond.

We specialize in LARGE GROUPS and PARTIES!

Let us custom design your special occasion cruise for your group of up to 27 guests.

"Romancing the Wind" Sailing Yacht - 55-foot custom twin masted ketch (Up to 27 persons) Includes Captain, Crew, Snacks, and water. You can BYOB your own food and Alcohol on all of our yachts. 


sailing cruises san diego


07 - 12 people - $1200

13 - 18 people - $1600

19 - 27 people - $2400

Whether it’s a motor yacht or sailing charter, let us provide an awesome day on San Diego Bay for you and your loved one. 





Advanced Purchase Required Cruises Sell out Quickly
Check Availability and Buy Tickets Online
Call Us Today: (619) 887-5443

Mick Moore