My 3 buddies and I had an awesome time on our Father's Day surf adventure out to the breaks beyond…read morethe tip of Point Loma. Captain Mick was outstanding. Easy to get in touch with and clear directions upon arrival to the Marina. A real laid-back skipper with lots of funny stories and plenty of local knowledge on which breaks would suit us best based on the current conditions. He dropped us at the perfect spot for 2+ hours of good times and fun waves. I will definitely be calling Mick for our next surf excursion whenever the next good swell hits. Thank you Mick!

We had an amazing time on Pacifica sailing charter celebrating my sister's bachelorette party…read more Captain Mick, who was absolutely incredible and very accommodating and made our experience so much fun (and helped us take so many photos)! We took some sandwiches and seltzers and enjoyed such a beautiful sailing day. I highly recommend booking Pacifica sailing charters for any sailing activity party event. We honestly had so much fun and we are looking forward to coming back for our next event!

Liz is the best! This is my second time on her charter and, not only was it just as epic, the…read moreentire experience was completely different and even better. This Captain knows her waters, knows how to give her patrons a great experience, and knows how to switch it up the next time around. The diversity she brought to our second experience was too notch! I highly recommend. Sterling Sails is truly a genuine experience you will remember. 12/10. Highly recommended.

Perfect day. Perfect boat and perfect captain. I wish I could give 10 stars. If you are looking to…read moresail or a harbor cruise in San Diego, you came to the right place. Book now before you miss out.

Incredible time. I took 11 people out with me and you couldn't ask for a better time. You can…read moreparticipate and learn about sailing or just enjoy the wind and beautiful scenery. One of the best things to do in San Diego. Capt. Lynn is the coolest!! His wife takes awesome images of the entire experience. She is so kind and friendly. Great crew and well worth the fee.

I believe it is permanently closed. There is no way to make a reservation. I tried calling the…read morenumber that was posted on the sails when we were aboard years ago. Sounds like it is a private number for a female named, Ashley.

Captain Robert made our engagement such a precious memory! I can't say enough amazing things about…read morehim and the experience as a whole. First, regarding covid safety, he is top notch! Everything was very clean, and he wore a face covering and kept his distance as necessary. Secondly, the sailing experience itself was such a joy! He is clearly a very skilled captain and was very respectful of our privacy, but also is just a very charming and interesting person to talk to. Lastly.... the photos! The drone footage!!!! I am seriously blown away. This is such an important memory and I can't believe I have such amazing footage to remember it by! After the trip, he was very communicative and edited the photos and videos so nicely and quickly. I am so impressed, and we will definitely be back because sail away San Diego and Robert made our engagement day perfect. Thank you, thank you, thank you!

Wow wow wow. What an incredible experience! Robert has been doing this for 20+ years and it shows!…read moreEverything was 5 star, the boat, the ride, the ambiance, the photos etc. I absolutely recommend Robert and his services to anyone, especially for special events. Friendly, funny, accommodating and talented with this photography - what more can you ask for!

Thank you so very much for making our night fun & so relaxing. This is my 3rd time booking with…read moreLucky Sol Sailing. I will recommend them to anyone & everyone. The captain's are always a blast & take lots of pictures for us too. We loved our sail through the SD harbor last weekend. Thank you so much!

It doesn't get any better..!! A day or evening sailing on…read morebeautiful San Diego Bay with Captain Jason is pure relaxation.

Our captain was Adam and we had the pleasant surprise that my lady and I were the only two booked…read morefor this afternoon charter! It was awesome having the run of the boat. Adam was really nice. Very knowledgeable about the harbour, the ships, the naval vessels and other sites. It was a perfect day for sailing. Sailing lots of strong wind and he was able to put up the sails and we did not use the motor unless we had to get in and out of the harbour. There was a couple carafe of white wine. All in all, a great 2-hour cruise on a beautiful day in San Diego harbour.

We had a wonderful time on the sunset sail! Although chilly, we enjoyed the views, sunset and…read moreserenity the water brings.

Experience of a lifetime. Booked the Sea of Cortez 101,…read more103, 104, 114 Certification BOOKING: 5 stars Guinevere is super communicative. Though we didn't have certain questions or requests answered, it made sense when we got there. Changes in port locations and boats happened but again, Guinevere contacted me right away to make sure we were good to go. PROVISIONS: 5 stars We were curious what provisions were provided and never got a list. The reason is that it's based on season and availability. The variety of food and beverages provided on the boat was excellent. The only critique I have is that I would portion everything out a little smaller. There were huge 2 lbs balls of frozen fish or shrimp. I was able to portion them all out to have multiple meals however. BOAT: 5 stars Though we were assigned to a smaller boat than I was hoping for, the Vada Louine was an excellent boat to learn on. She was very good to us. SAILING CLASS: 5 stars.... Students: 0 stars Ok, we suck. We did what we were told and got the books and read as much as we could before the class. But never having been on a sailboat ever, it was like reading a foreign language. The classes and certifications was like being fire hosed with information and terms. By the end of the class, though, the reading made more sense. And having the hands-on experience on the catamaran was not only helpful, but invaluable. CAPTAIN JIM (Instructor): 5 stars + 12 jars of crunchy garlic (inside joke) We couldn't ask for a better Captain and instructor. Not only was he a great instructor, but definitely a mentor, a role model, and a confidante. He not only taught us and supported us, he also "rode the waves" of emotions that we went though on this journey--the excitement, stress, fear, and joy. He shared his wisdom, experience, as well as provided us an adventure of a lifetime. I cannot express how great he is--a wonderful instructor and human being. All in all, what an amazing trip, learning experience, vacation. I have and will highly recommend West Coast Multihull to anyone interested in learning. I definitely want to do this class again.

I had a terrific experience sailing with Blue Pacific Yachting in Marina del Ray (recently acquired…read moreby West Coast Multihulls) as part of their 3-day ASA 104/114 class to Catalina. This class is generally offered once a month on dates that would not work for me in coming months, so I really appreciated that Ellie in the office put together an off-cycle class that worked for me. My goals were to get time on a catamaran and get some local knowledge of Catalina Island. Our instructor Lori was very knowledgeable about the basic maneuvering we were able to cover in the class, and it was obvious she is very experienced going to Catalina. She was patient and observant and provided specific feedback as I got used to using a twin screw moving around and docking in the marina, and anchoring and picking up a mooring at Catalina. One thing to be aware of, and this is not a criticism but a trade-off for this class, is that the trip to and from Catalina uses up a lot of time that might have been spent on additional docking practice (maybe add a day?). Further, on this particular trip due to winds we motored both to Catalina and back which limited the actual sailing time. For my purposes that was not an issue since I was focused on local knowledge and already had significant bigger boat experience on monohulls since receiving the US Sailing BBC rating years ago. We picked up time though since Lori made the decision to have sailors come provisioned and pick up additional stuff at Two Harbors, which I was really glad about since the syllabus seemed to suggest that we would use up valuable class time talking provisions and going shopping. I definitely recommend Blue Pacific, and Lori!

A PERFECT BIRTHDAY CELEBRATION!…read more Romancing the Wind was everything I hoped for and more for my birthday celebration! Captain Jim and the first mate were simply amazing--so accommodating, knowledgeable, and fun! They made sure the day was tailored to my needs and even let me steer the boat for a bit (such a cool experience!). The highlight for me was sailing along the beautiful San Diego coastline with my personal playlist blasting through the speakers--it was such a vibe! Booking was seamless thanks to Bernice (aka "BB"), who patiently answered all my questions and made the process stress-free. You could tell she genuinely cared about creating the best experience for us. If you're looking for a unique and fun adventure on the water, I highly recommend Romancing the Wind. Book directly through their website--you won't regret it!

RTW is the perfect boat charter in San Diego for a large group! I just celebrated my birthday with…read morearound 20 friends and we chose RTW since they had a boat large enough to accommodate everyone. The experience was amazing! Super fun and friendly crew and cute vessel. More than enough space for everyone to walk around and take in the beautiful views of the bay. Would absolutely recommend to anyone looking to charter a sailboat in SD!

Harbor sailboat is the best place to charter a sail boat in San Diego. Everybody who works there…read moregoes above and beyond. The boats are very well maintained. Dustin and John at the dock are very knowledgable and skilled in explaining the boat before leaving the dock and also assist with docking upon return when needed, which can be challenging at times. They make sure everything works and is in order. I have taken their ASA 101 and 103 class and I have taken private lessons with Captain Buck and Rob, who are extremely experienced, knowledgeable and skilled in teaching, if you like a more individual approach. Paige in the office is the best manager you can dream of, she always makes sure that the individual needs of her customers are met. She really knows the fleet and communicates well with everyone on the dock and makes sure everything runs smoothly and one can have the best sailing experience. Harbor sailboat has allowed me to live my dream of becoming a skipper. thank you. YOU are amazing! Dr. Ursula Pertl

I am a relatively new member (January 2026). I have taken the 101 and 103 and rented the Capri 22…read moresailboats. The boats are all very clean and very well maintained. The dock staff are always willing to assist a be there to help. Can't say enough about "Paige" in the office. I think she is the magic of Harbor Sailboats. She is always pleasant and professional. Now as I move to renting 103 qualifying boats I plan on getting experience on their Beneteau fleet. I had the opportunity to do a walk through on many of them and they are all very clean and well maintained. I can't say enough about the company and with the new construction underway, Harbor Sailboats will have a new modern office and dock area. If you have ever thought that Sailing would be something you would like to try I highly recommended them!

Took a weekend of sailing instruction for ASA 101 certification. Had a great time, and learned a…read morelot. Great instructor, with a patient and laid back attitude. Much appreciated!

From the owner: Open for business… Specializing in charters, sailing instruction certification, whale watching,…read moresunset cruises, weddings, large events and licensed boat broker.