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Meet Captain Jason Lilley of Yachting San Diego in Point Loma

Today we’d like to introduce you to Captain Jason Lilley.

Captain Jason, can you briefly walk us through your story – how you started and how you got to where you are today.
I became passionate about boating after my first season as a commercial fisherman in Alaska back in 2001. When I got home (which was Oregon at the time), I bought my first boat to live on, in the waters of the Willamette River in Portland. After fishing in AK for the next five plus years, I decided to move to San Diego and get into a different line of work with my brother Kevin, in the mortgage industry. Well, we all know how that turned out! After pursuing yet another career in the commercial landscape arena and a couple layoffs, I decided it was time to work for myself running boats in San Diego, and to pursue my Master 100 Ton Captain’s license.

My wife and I started our charter company (then called: Lilley Pad Charters), in 2014, after buying our first boat, a 43 Viking Aft Cabin Motoryacht.

In 2017, we rebranded the company to Yachting San Diego, and with the relationships, we developed began chartering out of Fisherman’s Landing and added 6 other vessels to the fleet!

Great, so let’s dig a little deeper into the story – has it been an easy path overall and if not, what were the challenges you’ve had to overcome?
Struggles, yes, some! The Port of San Diego does not make it easy for small companies such as ours to do business with them. Building relationships with our surrounding marinas and landings helped us with that hurdle.

The struggle we face now is the illegal charter companies that are not doing the right thing by running under the radar and don’t have Port Permits or pay fees to operate. The port says they are working on cracking down, and we have yet to see any real traction there.

Yachting San Diego – what should we know? What do you guys do best? What sets you apart from the competition?
Yachting San Diego was created to connect people in all aspects of the boating world. We offer private pleasure charters, fishing charters, yacht management, boating lessons, yacht delivery, and the purchase or sale of yachts.

What sets us apart from other charter companies is the wide range services we offer, as well as the type of vessels our customers may choose from. Each charter can be custom built to suit their needs, and our accommodating captains and helpful crew make sure they have the best time on the water possible, for whatever the occasion.

What moment in your career do you look back most fondly on?
I am most proud to be able to do what I am passionate about, and creating what I call “my never retire career”. Also, having built a successful and thriving business in under 4 years! I feel very blessed to be able to help boat owners in the security of their investment, which often times become a literal hole in the water without proper management and care, with the yacht charters putting money back in their pockets.


  • • 40 Ft Carver – 12 passenger Max, starting at $375/hr. 3 hr. minimum weekend, and 2 hr. min. weekday
  • • 43 Viking – 12 passenger Max, starting at $400/hr. 3 hr. minimum weekend, and 2 hr. min. weekday
  • • 45 Meridian – 6 passenger Max, starting at $600/hr. 3 hr. minimum.
  • • 62 Azimut – 12 passenger Max, starting at $950/hr. 3 hr. minimum
  • • 114 Dragos – 12 passenger Max, starting at $1200/hr. 3 hr. minimum
  • • 6-Pack Fishing Charter – ½ Day $1500; ¾ Day $2100; 1 Day $2500; Overnight $3000; 2 Day $5000; 2.5 Day $6000. For every Charter, all meals, snacks, fish fillet and vacuum seal, bait, fuel, rods and tackle, Mexico permits are all included!
  • • 4-Pack Fishing Charter – 4 hrs. San Diego Bay $500; ½ Day inshore (5hrs.) $550; Full Day Inshore (7hrs.) $750; Full Day Offshore (12hrs.) $1500; ¾ Day (9hrs.) $1150; ½ Day Offshore (7hrs.) $1000. All rods and tackle, bait included!

Contact Info:

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