About Lucky Sol
Lucky Sol Sailing is a veteran-owned sailing club located on Harbor Island near downtown San Diego offering Sailing Tours and Lessons. Our goal is to provide an unmatched sailing experience for our guests and students. We believe our impeccable reviews on sites like TripAdvisor and Yelp reflect our dedication to this goal.
Our classic Catalina yachts were purposefully selected for our club and are known for their exceptional sailing characteristics and comfortable cruising accommodations.
Come sailing with us and we think you’ll agree that there is no better way to enjoy the beauty of San Diego’s Bays and Ocean than with Lucky Sol Sailing.
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“I knew that I wanted to share a piece of our experience there with others, so in 2015 Lucky Sol Sailing started welcoming people aboard.”
“Booked the private sailing trip when my (adult) kids and I got together in San Diego. Captain Jason was wonderful! Great experience! Highly recommend!”
“sailing with them was a blast, the staff was friendly, knowledgeable, and made the whole experience unforgettable. the views of the San Diego skyline were stunning!”
“We went out for a sunset tour with my Dad and Step Mom. It was amazing. Jason is such an expert and was such a pleasure to chat with. So accommodating. We had the best time. Thanks Jason!”
“I surprised my wife with a lil sail boat cruise in the SD bay, and I decided to go with Lucky Sol cruise. We met with captain Jason on the dock, the owner of the boat. Jason went over and behind for us, his boat was beautiful and very well keep up! Would definitely come back and recommend to family and friends”
“I booked a 2.5 hour sail with my husband and son. Booking and communication were solid. Jason was knowledgeable about the bay and pleasant. The boat was well maintained. We would definitely use Lucky Sol again.”
“Jason was incredibly responsive and professional. We could not have had a better experience with Lucky Sol. Will definitely sail again with them next time in San Diego!”
“I booked a sail for my wife and her friends for her 30th birthday this past weekend and they had a great time. In addition, we've sailed with Jason on our anniversary and once just for fun. The boat is very clean, Jason is very friendly and professional, and the trip is enjoyable and relaxing all at a great price. We'll continue to support Lucky Sol every time we head out on the water!”
“We have used Lucky Sol Sailing twice now and have had such a wonderful, effortless experience each time. Jason is knowledgeable, safe and really gave us the freedom to enjoy his boat with our friends. I will keep coming back to book with him anytime we are in need of some time on the water! Can't say enough about what a kind guy he is and what a great company he runs!”
“Booked a private sail for 6 people for my dad’s birthday. I was an absolute blast! It was a great experience. The boat is very clean, well kept, and comfy. Snacks and drinks were provided for a private sail. Jason (the Captain) is so friendly and a joy to be around! We will definitely be doing a sail again during the summer. Thank you, Jason! :)”
“Perfect day. Perfect Sail, Perfect Captain (Brent) & Crew (Son of Brent - Kent)”
“One of the best trips one can do in SD .... lovely boat awesome captain ! More like sailing with a friend than a stranger...”
“Awesome sail - best views of the city and sunset from the harbor! Jason is a perfect captain, offering fun facts when elicited and knowing when to give you your space. Highly recommend!”
“We are novices to sailing and Captain Brett was fantastic, and our sailing was wonderful.”
“Thank you Jason for a beautiful and peaceful sail yesterday. Sailing with Lucky Sol Sailing is a perfect way to have a calm and relaxing get away from the daily grind of work and chores. We would recommend a sail with Lucky Sol Sailing any time of the year! Gary and Kandy”
“Booked a sunset sail with my girlfriend for my birthday and Captain Jason was amazing. He was friendly and professional and we learned a lot about San Diego. I never had been sailing before and he made our experience one to remember. I would highly recommend him and this tour company to anyone and I will defiantly book with him again!”
“I'd highly recommend a cruise with Luck Sol Sailing. We had a fantastic time. Every thing was top notch. We did the sunset trip. The boat & Captain were both outstanding. It was fun, relaxing and beautiful. Best SD excursion to splurge on... We would definitely do it again! I'd like to try a day trip too.”
“I highly recommend Lucky Sol Sailing for locals and tourists looking for an unforgettable sailing experience. We've been sailing with Lucky Sol Sailing several times now and always have an amazing time. Jason makes everyone feel welcome and safe, and goes above and beyond to ensure a fun, smooth sail. Looking forward to many more sails with you!”
“Jason was an excellent captain and we all loved the sunset cruise on his boat!”
“Lucky Sol Sailing was awesome! We had a great guide and ran a great tour of the San Diego Bay! I highly recommend this business if you want to see the Bay and surrounding parts of the city!”
“Amazing! Jason is an awesome captain and host. This was our second trip with Jason and we look forward to coming back again next year. Words can not fully describe the beauty of the area. See if for yourself!”
“Booked the private sailing trip when my (adult) kids and I got together in San Diego. Captain Jason was wonderful! Great experience! Highly recommend!”
“sailing with them was a blast, the staff was friendly, knowledgeable, and made the whole experience unforgettable. the views of the San Diego skyline were stunning!”
“We went out for a sunset tour with my Dad and Step Mom. It was amazing. Jason is such an expert and was such a pleasure to chat with. So accommodating. We had the best time. Thanks Jason!”
“I surprised my wife with a lil sail boat cruise in the SD bay, and I decided to go with Lucky Sol cruise. We met with captain Jason on the dock, the owner of the boat. Jason went over and behind for us, his boat was beautiful and very well keep up! Would definitely come back and recommend to family and friends”
“I booked a 2.5 hour sail with my husband and son. Booking and communication were solid. Jason was knowledgeable about the bay and pleasant. The boat was well maintained. We would definitely use Lucky Sol again.”
“Jason was incredibly responsive and professional. We could not have had a better experience with Lucky Sol. Will definitely sail again with them next time in San Diego!”
“I booked a sail for my wife and her friends for her 30th birthday this past weekend and they had a great time. In addition, we've sailed with Jason on our anniversary and once just for fun. The boat is very clean, Jason is very friendly and professional, and the trip is enjoyable and relaxing all at a great price. We'll continue to support Lucky Sol every time we head out on the water!”
“We have used Lucky Sol Sailing twice now and have had such a wonderful, effortless experience each time. Jason is knowledgeable, safe and really gave us the freedom to enjoy his boat with our friends. I will keep coming back to book with him anytime we are in need of some time on the water! Can't say enough about what a kind guy he is and what a great company he runs!”
“Booked a private sail for 6 people for my dad’s birthday. I was an absolute blast! It was a great experience. The boat is very clean, well kept, and comfy. Snacks and drinks were provided for a private sail. Jason (the Captain) is so friendly and a joy to be around! We will definitely be doing a sail again during the summer. Thank you, Jason! :)”
“Perfect day. Perfect Sail, Perfect Captain (Brent) & Crew (Son of Brent - Kent)”
“One of the best trips one can do in SD .... lovely boat awesome captain ! More like sailing with a friend than a stranger...”
“Awesome sail - best views of the city and sunset from the harbor! Jason is a perfect captain, offering fun facts when elicited and knowing when to give you your space. Highly recommend!”
“We are novices to sailing and Captain Brett was fantastic, and our sailing was wonderful.”
“Thank you Jason for a beautiful and peaceful sail yesterday. Sailing with Lucky Sol Sailing is a perfect way to have a calm and relaxing get away from the daily grind of work and chores. We would recommend a sail with Lucky Sol Sailing any time of the year! Gary and Kandy”
“Booked a sunset sail with my girlfriend for my birthday and Captain Jason was amazing. He was friendly and professional and we learned a lot about San Diego. I never had been sailing before and he made our experience one to remember. I would highly recommend him and this tour company to anyone and I will defiantly book with him again!”
“I'd highly recommend a cruise with Luck Sol Sailing. We had a fantastic time. Every thing was top notch. We did the sunset trip. The boat & Captain were both outstanding. It was fun, relaxing and beautiful. Best SD excursion to splurge on... We would definitely do it again! I'd like to try a day trip too.”
“I highly recommend Lucky Sol Sailing for locals and tourists looking for an unforgettable sailing experience. We've been sailing with Lucky Sol Sailing several times now and always have an amazing time. Jason makes everyone feel welcome and safe, and goes above and beyond to ensure a fun, smooth sail. Looking forward to many more sails with you!”
“Jason was an excellent captain and we all loved the sunset cruise on his boat!”
“Lucky Sol Sailing was awesome! We had a great guide and ran a great tour of the San Diego Bay! I highly recommend this business if you want to see the Bay and surrounding parts of the city!”
“Amazing! Jason is an awesome captain and host. This was our second trip with Jason and we look forward to coming back again next year. Words can not fully describe the beauty of the area. See if for yourself!”