"Sailing is an experience that can make you feel more alive"


After 32 years, Sail San Diego has established its reputation as San Diego's premier yacht charter company at the most affordable prices in town. Explore San Diego Bay and the Pacific Ocean with our award-winning charter fleet and captains. We offer year-round unique & first-class experiences for people of all ages and skill levels.

Navigate the various sails we offer and pick the one that best suits your wishes while our highly experienced captains will act as your personal guide to our local sights and landmarks, nature, military, and local trivia.

Please call us for same day-day bookings as there might be available but not show on the site. Can't find what you're looking for or have a special request in mind? Call or email us and we will do everything possible to make your ideal sail a reality.

Sail San Diego SunsetYour Dreams. Our Sails.

Sail San Diego is dedicated to providing a unique, first-class experience for people of all ages and skill levels the opportunity to experience the thrill of sailing. We believe sailing is an experience that can make you feel more alive. Being in the fresh air, in a gentle swell, away from the land where the mind can be cathartic.

We are passionate about sailing and we love to share it with others. Our goal is to make every sail memorable.

Our Vision

For Sail San Diego to be recognized as San Diego's number one sailing destination for guests from far and near. We seek to embrace a culture of continuous improvement, customer service, leadership and ambassadors for sailing.

First Class Operations

We are driven by our thirst for knowledge and courage to explore uncharted waters. Our captains and crew are known for their unrivaled knowledge of San Diego and passion for sailing, which enables us to create tours designed to pique your interest - all in order to provide exciting, safe and first-class tours to our customers.

Service Excellence

Sail San Diego is committed to providing an outstanding customer service experience to all customers, travel agents, hotels, corporate organizations, groups, families, and individuals. We listen to our clients, anticipate their needs and respond to their requests with thought and care - in a
timely manner.

Our Team

We've held residence all over the planet but have rooted ourselves in San Diego because we believe it's the only place where we can do what we love every day in the company of like-minded people who live life to the fullest.

Free of hurricanes, high humidity, ice and snow, we're able to make the most of every minute of every day. We pride ourselves in sharing the gift of the sea with others and we do this every time we set sail. Our captains and crew consider sailing to be their profession, not just a seasonal job.

Our Values


We develop relationships that create lasting memories in our customer's lives.


The Ocean is to be respected! Providing safe experiences for our guests, captains and crew is our number one objective. We have an excellent safety record and we intend to keep it that way.


We provide outstanding sailboats and unsurpassed service that, together, deliver premium first-class value to our customers.


We uphold the highest standards of integrity and professionalism in all of our actions.

Our Story

Our story began in 1988 when Sail San Diego was founded by Rod Jones, a sailing enthusiast who decided to turn his passion and sailboat into a business. After a few years of different owners, we decided it was our turn at the helm. Starting with just a name, one small sailboat and a half sunken panga we worked tirelessly to make our new concept successful. Our focus was caring for each customer like family and, in turn, earned their long-standing loyalty. Soon enough, Sail San Diego started to grow. We choose to expand our fleet, offering larger sailboats and different sailing options. The new and improved Sail San Diego now offered guests a unique way to explore San Diego and experience the thrill of
sailing from a first class operation.

Today, after 32 years, Sail San Diego has established its reputation as San Diego's premier yacht charter company. Our award-winning captains and charter fleet now include 3 Catalina 400's and a Vision 42 by Bavaria Yachts.

What our guests say about Sail San Diego

Thanks- We loved it! The trip was wonderful.  The Captain was charming, A perfect afternoon.


We went whale watching new year's day and had Captain Art Harrison. he was entertaining and informative. it was very foggy so we came back in but Art took us back out even though our tour time was almost over and the fog lifted. We ended up seeing a mother and a calf Grey Whale, as well as a pod of dolphins.

Art was sensational. It was obvious our safety was his first concern but he also really wanted us to have good experience and see whales.
They boat had warm clothing and blankets as well as complimentary drinks and snacks. Wonderful experience.


Dad & I Out for a Sail

My 74 yr old dad and I took an afternoon cruise with Captain Tim a few weeks ago, and I can’t tell you how wonderful it was, and what a lovely time we all had. My dad used to sail (and race) on the Great Lakes back in the 70′s, so he has has had some experience – and *raved* about Capt. Tim’s expert skippering skills and how fabulous the boat is. In my dad’s words “It’s such a pleasure to to be on board a sailboat when the Captain knows what he’s doing!” As for me, I want to come aboard again to whale watch!


This was a great sailing tour. Captain Art Harrison was very entertaining and knowledgeable, and managed to find a pod of 3-4 young whales, even though it was early in the season. This is a strongly recommended tour!


Before you die go sailing with Sail San Diego. Saw some whales, dolphins and were overwhelmed by the beauty of the Pacific Ocean. Had a great time with our Captain. It’s worth the extra money……great clean 40 foot sailboat. Wonderful experience!!!


What an amazing time our party of eight had sailing last Tuesday.  The forty foot Catalina, the steady breeze, a great captain and constant laughter . . . the joy of being one with the water, sun and wind was transcendental.

Our friends have emailed from Eureka, CA and said the whole experience was beyond description, “You would have to experience San Diego Sail to understand the embrace of its sacred joy with friends and the earth.”  Sounds mystical but true for all of us Thanks Again.


Our second trip out on the bay with Captain Mike. This time we brought our friend Kim for her birthday. We enjoyed the company of another couple from Arkansas in town for a conference. Captain Mike gave us history and highlights of the bay area. Steered us safely beyond the point and back. A great afternoon of sunshine and relaxation. They supplied the snacks, sodas, beer and had glasses for our birthday champagne. Captain Mike told us about the whale watching so we’re sailing again in February!


We travel to San Diego every year, around Christmas, and this is the highlight of our trip. The sailing is terrific and the staff is amazing. Everyone is so friendly and knowledgeable.

The various Captains we have sailed with, are so much fun and offer all kinds of information. My son is amazed every time he steps on the boat. This is an awesome company to book with. The Best!


This was by far the best experience we have had. We've never sailed before and this far exceeded expectations. You definitely get more than what you pay for. The accommodations on the boat were exceptional and the captain was an amazing guide!

We can't wait to come back and do it again. There are a lot of sailing companies, but I doubt you get treatment like this one. The extras were so great. We did have a hard time finding the location and were running late, and they were still so wonderful. Leave early to make sure you find it-it's definitely worth it!! Can't wait to go back to do it again.


We had a first class time on the sail. There was some confusion on the day we were suppose to sail and we offered to sail the next day but they took us the day we thought. We had a great time with the Captain.

The boats are first class and the little extras-free drinks, snacks, extra jackets are a real plus. Everyone at SSD gets an A+ for customer service. We would do it again. We have sailed several times in various locations and this was by far the best.