Best Sailing Lessons San Diego Near Me

4worldlovers: ​When you choose Learn to Sail San Diego, you choose a six time award-winning ASA (American Sailing Association) sailing school.


Learn to sail in one of the most desired sailing grounds in the world while enjoying a fun-filled sailing vacation in beautiful San Diego, California.

Option 2: Sail to Catalina Island as part of your learning experience. (Spring- Mid-fall dates, weather permitting. Additional fees apply.)

Your fully-equipped yacht will serve as your liveaboard hotel on the water with easy access to dining, restrooms with showers, and credit-card-operated laundry facilities.

Our marina is conveniently located about 1 mile from the San Diego International Airport.

We offer our students a boutique experience. Our private courses offer our students the very best training experience. Our ASA award-winning instructors can tailor the course to your goals and needs as they work through the certification coursework.

We are a small business that allows us to cater to your individual needs and goals. Our course schedule can be flexible; we hold our courses when we have an instructor and a boat available.

4worldlovers:
Superior yachts, professional sailing lessons, and seven-time winner of the “ASA School of the Year” award by the American Sailing Association (ASA). Harbor Sailboats is proud to be recognized as San Diego’s finest sailing club and instructional facility.

Members of the sailing club gain access to new and highly maintained sailing yachts without the cost or time commitments of ownership.

Harbor Sailboats will get you on the water with professional instruction to set your course for a lifetime of sailing. After proper certifications, members can charter from our large fleet of sailboats for a day sail or an extended trip. When you’re finished sailing, simply return the boat to it’s slip and step off, its that easy! Your membership includes a complimentary ASA 101 Basic Keelboat course that will certify you to sail our Capri 22s inside the bay. Build your sea time from there and we’ll see you in the next level class skippering boats up to 51′.

For some, owning a new Beneteau can be a tough proposition to defend. However, with Harbor Sailboats charter placement, that is not the case. Harbor Sailboats boat owners enjoy all the perks of yacht ownership while capturing dramatic savings in cost as well as time commitments necessary to boat ownership. Learn how you can enjoy owning a new sail or power boat for a fraction of the cost.

Just completed the ASA 101 Sailing Course at Harbor Sailboats. The experience was beyond expectations. Our instructor, Cole, was energetic and passionate. He taught in such a clear and understandable manner.

I chose Harbor Sailboats over all the other sailing clubs in San Diego when I moved here 25 years ago because they have the best selection of boats and the staff is the friendliest! It’s such a great club!

4worldlovers:

We’re happy to say WCM has once again been awarded TripAdvisor Travelers’ Choice for 2022, by consistently earning great reviews from travelers and ranking within the top 10% of properties on Tripadvisor. See for yourself »

Get out on the water on a luxury cruising catamaran. Learn, sojourn, or earn.


ASA Certifications aboard cruising catamarans, with class limits of only 4 people and award-winning instructors. WCM provides a personalized experience above the rest, and is the only sailing school on the west coast dedicated to catamaran instruction.


Cruise Southern California waters from San Diego to Catalina, or maybe south to Ensenada. Warm waters, reliable but gentle breezes, all the sunshine you can soak in. Bring the family, or a pile of friends. Our cats have room to breathe, stretch out, and relax.


Put your boat to work for you. Earn income on every class or charter, with the control you want. Visit your boat as often as you like, assured she’ll be clean, well cared-for, and ready to go whenever you are. Charter income can make or exceed your monthly payments.


We want to show our appreciation to our valued Catamaran Sailing Club Members by offering sailing clinics and group sails with our amazing WCM Captains & ASA Instructors! We will be featuring all the boats in our San Diego fleet on a first come, first served basis.

West Coast Multihulls Catamaran Sailing Club Member Clinic. This is a clinic for current Club Members and non-member guests. Typically one per month, covering a variety of topics. Get out on the water and learn a thing or two in a fun environment!

West Coast Multihulls Catamaran Sailing Club Member Sunset Sail. Typically one per month. Join a fun group on a catamaran for sunset harbor tour, whale watching, a sporty sail – whatever the conditions allow! Captain and selfies included.

Perched on the edge of San Diego Bay, one of the USA’s finest cruising grounds, is West Coast Multihulls, providing sailing charters and instruction aboard a fleet of modern cruising catamarans.

Come enjoy the nation’s finest weather while learning to sail, or kicking back with family aboard a state-of-the-art luxury catamaran.

Cabrillo, Cook, Connor. From first explorers to America’s Cup glory in the 90s, San Diego is thick with sailing lore for a reason.

Check out reviews for our San Diego location, and leave on of your own!

WCM now has two bases on the fabled Sea of Cortez, in La Paz and Loreto/Puerto Escondido

You are now invited to enjoy the crystal clear, warm waters of the Sea of Cortez – numerous offshore islands to explore, dozens of secluded anchorages, refreshing margaritas, and spectacular fishing.

4worldlovers: Marina Sailing offers a wide range of sailing instruction from beginning to advanced levels

You can enjoy using your boat at your discretion while benefiting from our professional yacht management services

Sailing is often a very team-oriented sport, and is a great tool for team building activities

4worldlovers:
I am a private yacht captain and a SEAK trained expert witness. I work with law firms regarding seamanship and maritime cases. I consult on seamanship because I like it and I'm good at it. I am prompt to reply to lawyers to provide opinions. I have experience and training with report writing in federal cases and deposition training. I am good at making complicated seamanship matters easy for a jury to understand.

I've sailed and skippered almost every type of sailboat and motor yacht. I am proficient in all aspects of seamanship in small and large sailing and motor yachts. I received my Captains License in September 1990 when I was twenty years old and sailing and motor yachting is the only job I have ever had.

Throughout my career racing sailboats and working on motor yachts, I worked as a professional sailing and powerboating instructor at San Diego Sailing Academy and San Diego Powerboating Academy. My dad, Captain Nick Monastra, and I owned and operated the academy until December 2021 when we retired from issuing student certifications. We certified over 2600 students in the ASA program and the US Powerboating program. These courses were all private, liveaboard instruction on sailing and motor yachts we owned and provided.