Sail San Diego is located at one of the closest marinas to the Pacific Ocean so you have your choice of either sailing in the harbor or heading out to the Pacific Ocean to watch the sun as it melts into the sea. You may meet a host of wildlife along the way including: sea lions, seals, dolphins and whales.

Rated #1 on Trip Advisor

Sail San Diego has been sailing guests for more than 30 years & we are #1 on Trip Advisor by customer review out of 185 boat tours & water sports in San Diego.

Spacious Boats

We have 4 of the newest most beautiful, spacious, seaworthy boats in San Diego. Plenty of room to stretch out and be comfortable.

Everything is included

All beer, non-alcoholic drinks and snacks are complimentary. We don’t give you just one and have you pay for more! Free parking options available nearby!

Safety & Comfort

Due to COVID-19 restrictions, we currently do not provide: Hats, jackets, blankets, binoculars, sunscreen, sunglasses, snuggies and more.

Over 30 Years Experience

Our Captains are all U.S. Coast Guard-certified. Our hand-selected crew has worked for the best charter companies across the globe and will give you a great experience.

Best Captains

With more than 80 years combined experience sailing, our captains are some of the best & most entertaining. They also like to share the wheel!

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

"THE BERGMAN FAMILY"

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.

"YEREMENKO SASKATOON"

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 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 be onboard a sailboat when the Captain knows what he’s doing!” As for me, I want to come aboard again to whale watch!

"HEATHER P."

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!

"COLINGON"

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!!!

"MIKE GREEN"

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.

"ALAN B."

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!

"KAREN B."

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!

"VARSI M, LAS CRUCES NM"

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.

"KELLY W. COLUMBUS, OHIO"

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.

"ED HE, BROWNSBURG INDIANA"