San Diego Sailing Experiences

Luxury Sailing Yacht Charters

We Comfortably Sail 6 Guests On Our Public Charters and 12 Guests On Our Fully Private Charters. It’s Like Sailing With Your Best Friends, Join Us For A Truly Exclusive Sailing Experience. 

Day Sail
$ 95

Per Person

Experience 2 Hours Of Sailing On Beautiful San Diego Bay. 

Our Most Popular Sailing Charter, It's Something The Whole Family Will Enjoy! San Diego Experiences It's Best Sailing Wind During The Early To Mid-Afternoon Hours. Let's Go Sailing!

Sunset Sail
$ 95

Per Person

The 2 Hour Sunset Sail Is An Absolute Must-Do While In San Diego. 

Join Us For Some of The Most Iconic Views San Diego Has To Offer. Watch The Sunset Glow and The City Come To Life All From Aboard Our Comfortable Sailing Yachts. 

Give The Gift Of Sailing

Proposals
Birthdays
Bachelorette Parties
Anniversaries
Excellent
Based on 36 reviews
Ali L
Ali L
2023-06-18
Verified
Great Afternoon Experience! My husband and I had a great time on this experience. We felt is exceeded our expectations. The sailing ride was very personal - and it was quite an experience to go out in the bay on such a beautiful yacht. We are novice sailors and the Captain (Nick) taught us so much! Would highly recommend to others. Great time!
Tyler S
Tyler S
2023-06-13
Verified
10 out of 10 Was a great experience sailing around the San Diego Bay. Captain Nick was friendly, informative and a fun person . Would do it again!!
999cheryll
999cheryll
2023-06-10
Verified
Excellent excursion Excellent excellent excellent captain nick was awesome. He was very outgoing personable and full of information.
Robert R
Robert R
2023-06-03
Verified
Great Time Sailing the Bay! We had a great time in the bay! It was definitely one of the highlights of our vacation to San Diego. Our captain, Nick, did a great job and was very personable. We highly recommend this experience.
David W
David W
2023-04-30
Verified
"Wonderful time on the San Diego Bay!" 5 of us sailed yesterday with Captain Nick at the helm. Great couple of hours on the bay enjoying the breeze, beverages and a lot of good laughter. Nick shared a lot of the local info of the bay and various watercraft we encountered as well as some architectural details about the bridge to Coronado Island.Highly recommend booking if you're looking for a couple of enjoyable hours on the water!
Darci D
Darci D
2023-04-19
Verified
Great day on the water! Our family had a great afternoon sailing around with Nick! Such a great way to enjoy being on the water when visiting San Diego!
James C
James C
2023-04-14
Verified
Wonderful sailing experience on a 40 foot sailboat yacht! My wife and I were paired with two other couples. Total of 6 passengers on beautiful 40-foot sailboat yacht. Nick was our captain and did an outstanding job sailing us around the bay. Highly recommend!
marcia strieber
marcia strieber
2022-11-13
Verified
Wonderful and relaxing It was all wonderful. Rick, our captain, was very pleasant, knowledgeable and made us all feel very comfortable.
Louise W
Louise W
2022-10-11
Verified
Sailing with Nick We went out into the San Diego bay with Nick as our captain, he was great, and gave us some good info on the surrounding area as well as about sailing the boat … loved it 👍🏻
Cheryl P
Cheryl P
2022-10-01
Verified
San Diego Sail Excellent! Aaron was a great captain and local so he was full of information. Beautiful and relaxing sail with bottomless carafe of wine. Highly recommend.

We Accommodate Everyone, If You Are Excited To Participate and Learn About Sailing, We are Here For it. If You Would Like to Kick Back, Relax in A Bean Bag Chair and Be Served Cold Wine and Chocolates, It Would Be Our Pleasure.