We had a wonderful time in our private sunset sail. It was an amazing experience & our captain was very polite, friendly, accommodating & we felt very safe. He also was very knowledgeable about the area and things to do. I highly recommend you book with San Diego Sailing Experiences.

Really great experience. Kyle was a great captain and was clearly extremely competent. Group size want too big for the sunset sail and it was beautiful!

Its been almost 3 months since my girlfriend and I went sailing and it was such a great experience. Aaron was super cool, so patient and very kind. I personally feel with an experience like this, his job/part if the toughest because if his vibes were off, we would have had a rough time, but when you mix in something like sailing in San Diego with a Captain like Aaron, its going to be a good time.

Thank you so much Aaron for the sail! It was the perfect ending to our vacation. It is a moment we will never forget sharing and thats all because of your hospitality! I couldnt thank you enough!

It was an absolutely perfect evening. Thank you again!

Wow! What an experience. My partner and I spent the afternoon with Aaron on his beautiful boat. To our surprise, we were the only two people that had booked during that time so we had the entire boat to ourselves. Aaron was nice and provided wine (which I enjoyed) and chocolate. When we return, we will definitely do this again! Highly recommended. You won’t be disappointed.

Best time ever 😎🤙🍻

We had a great day with Captain Aaron. It was my second time sailing with him. This time it was a small group of my family out on my bday and a great “socially distant” activity. Was great to be out on the water On a gorgeous day since we’ve been cooped up for so long! Water, soda, wine provided and we brought our own food and cocktails to enjoy As well! There is even a fridge down below to stash your goodies. Plenty of room in back of boat near the captain or up front to enjoy the views in sunshine or shade. They are very organized with great communication before booking answering questions and after leading up to your booking date. I’ll be booking again soon!

Thanks again for a great time! I’m so happy I was able to experience being out on the water. Like I said a perfect end to my mini vacation! Will definitely be back again soon.

This is a truly wonderful outing and way to enjoy the water in San Diego. The views are amazing, the city lights, the Coronado bridge, the sunset, the other boats and everything is just perfect. I definitely suggest doing this tour with family, friends, as a date night or a business outing. Everyone is sure to have a wonderful time. I highly recommend booking with Aaron!

We had an awesome day sailing with Capt. Aaron. He truly wanted us to have the best experience and it showed! Beautiful, clean boat. We will absolutely be back and Ive already recommended him to family and friends! Thanks, Capt. Aaron!

Had a romantic sunset sail with Captain Aaron and his First mate! Fantastic service. Very personal. We went out towards the point to watch the sunset and sea lions and was then treated to gorgeous city views on the way back. We highly recommend this experience.

What better way to explore San Diego than by sail boat! Captain Aaron was fantastic and full of San Diego information!His boat is gorgeous and his personality inviting, as if weve all been friends for years! My husband and I, along with our 2 best friends, had the most amazing experience with laughs and relaxation as we watched the sunset shimmer off the San Diego skyline! Were already planning our next adventure with Aaron and Maya! Thank you, Aaron for your wonderful hospitality!

Wonderful experience with Captain Aaron. Highly recommended!

What a great evening on board Queen Annes Revenge. The perfect end to a quick holiday week. Aaron is an excellent host and delivered an amazing sunset to boot!

Aaron is a solid knowledgeable person that knows the area very well and is willing to answer questions and share his information easily in a very friendly manner. Plus he is a fantastic Captain and handles his boat well. On board we had two sailors who know boats. He made you feel very comfortable on board and so welcome. Definitely will do a repeat!

Simply grateful. So happy I could share this experience with my son, that he got to be on the ocean and see the sea lions and different birds, and boats. To see how calm ocean could make him (and me!). For myself I feel fortunate to have been able to do this. Especially with Captain Aaron being present the whole time, am very grateful he had such a good personality and knew what he was doing.

What a wonderful experience! Aaron was a great captain and host. We enjoyed a fun and peaceful sail, saw dolphins and seals. HIghly recommend!!

Captain Aaron was fantastic! He made our experience super relaxing. We had such a nice time relaxing on the bean bags on the front of the boat. He told us a bunch cool things about San Diego Bay. The weather was perfect and we couldnt have asked for a better experience.

Thank you for making my daughters birthday experience special and unique, a really special 16th Birthday on a really nice yacht. Being professional at all times, with a great personality, especially when faced with five teenage girls!!! Thanks again, we will be back...

Paid for and sounded like a wonderful experience. I was so so excited but I got lost and went to the wrong parking lot and pier. I asked someone for help and arrived just as someone from Aarons team was pulling out of the slip a couple minutes early.Yes they did email through the App asking me if I was lost, and yes I was lost but also driving. A phone call would have been better. I did not get that message until later.Only 2 people were on that boat, so you must be thinking of someone else.Seriously, I tried to stop you but you just waved. Its all good. Maybe next time. Bye⛵🥂

Davide and I had a WONDERFUL time with Aaron and the other guests yesterday cruising around San Diego bay. He has the most awesome and comfortable sailboat I’ve ever been on and was such a fun, hospitable, and enjoyable host/captain. I would highly recommend going out with him for an enjoyable and relaxing adventure!! Thanks so much, Aaron!! Can’t wait to do it again!

Great experience! Friendly, personable, knowledgeable, and equipped with blankets! Im glad he was prepared.

I did research online around San Diego since I knew I wanted to propose out on a sailboat. I looked at some other options that looked cheaper but settled on Aaron because of the reviews and Im glad I did! He was very responsive and helped me plan. He took some pictures of us on his DSLR camera as I was proposing. That was perfect because it wasnt at all intrusive and I didnt have to schedule anyone else to come out with us. After the sunset we saw the beautiful San Diego night skyline. I wanted to meet our friends and family at a nice restaurant afterward and he recommended the Bali Hai Polynesian restaurant since he was able to drop us right off at the dock. The food there was very good as well. We had a great time. This was well worth doing a private sailing.

Aaron was an amazing captain with a great boat! Friendly and welcoming feom the moment he met us at the gate to the moment we left. He was very friendly, and understood the typical desire to produce an intimate and truly enjoyable experience! I took my girlfriend put on this trip for her birthday, and she loves it! Aaron knew to keep his distance to provide us privacy without interrupting except to occasionally ask of we wanted more champagne or snacks. When we switched locations with the other couple on the trip we were closer to the captain. He was very friendly and answered any questions we had to the best of his ability, very humble and great guy! I intend to recommend him to my friends and family. Im usually super critical about experiences and this was one of the best Ive ever dealt with. While heading out we say many other ships flooded with 20-40 people and they all looked cramped and uncomfortable! There was only 5 of us on a 38ft (I think) sail boat, us, another couple, and ofcourse the very friendly captain! Trust me... this is well worth the money!!!!

Very accommodating. Friendly. Easy going. Knowledgable. Aaron was a great sailing host. Wanted customers to have the best experience possible. Highly recommend going with Cast Off Sailing. Child friendly business. Beautiful Beneteau Boat. Small group experience. 5 Stars

Aaron is a fantastic captain and will make sure you have a wonderful sailing experience! We will definitely charter a sailboat with him again in the future!

Loved spending the day on the water, what great time!

A stellar afternoon on the bay!