Captain Services

Captain Jason Lilley and his team of Quality Captains and Crew offer various services in the San Diego area and beyond.


You can feel confident that Captain Jason Lilley is one of few captains approved by insurance companies for power boat instruction and has given over a thousand hours of lessons to date! We also have ASA Certified sailing instructors for lessons as well! 

Whether you need to have captain training for insurance purposes, are a first time live aboard your boat and need to learn your systems, or just want to feel more confident in your boating abilities, Captain Jason can assist you! 

He will instruct with learning one of the most difficult aspects of driving a boat that owners face, disembarking and docking from your slip. Captain Jason will give you the confidence you need in order to take the boat out by employing the same techniques he learned to become a captain. Additionally, you will learn techniques needed for mooring and anchoring, proper line handling and tying, using your onboard electronics, proper hailing and distress etiquette, Basic Rules of the Road, understanding local water hazards, VHF radio usage, and more…

Please contact us to schedule a lesson

$100/hr. – two hours minimum + expenses (parking, travel, etc.)


Starting at $600/day +/- (depending on vessel and duration of delivery) + Expenses. (Does not include cost of crew or any boat expenses)

When it comes to having your yacht delivered, there are many factors involved. It’s not just where you are headed, how much fuel you hold, planning/plotting the trip, submitting a float plan, etc. How up to date is your GPS plotter, engine service, impellers? Are there spare parts onboard? Is the owner, friends, or family going to be onboard? What kind of time frame do you have in mind, or when do you need the boat to its location? Is it the best and safest time for your particular vessel to make this sort of passage?

The amount of work that goes into the preparations and planning for a passage can be vast! So, before we get into talking cost, let’s talk logistics.

Call now to discuss your next move! 619-764-6230 or fill in the form below

Just a few of over 100 deliveries to note:

  • Algonac, MI to Lake Pontchartrain, LA (utilizing the Great Lakes, Illinois, and Mississippi Rivers)
  • San Diego, CA to La Paz, MX
  • San Diego, CA to Costa Rica (Playa Flamingo)
  • San Diego, CA to Seattle, WA
  • Anacortes, WA to Los Angeles, CA
  • San Diego, CA to San Francisco, CA
  • San Diego, CA to Stockton, CA

Call now to discuss your next move!! 619-764-6230 or fill the form.

Yacht Management

For the owner who wants to step aboard, enjoy their yacht, and step off after a great weekend, and not worry about anything other than the next trip, YSD offers complete yacht management.

Starting at just $350/mo. – Includes but not limited to: Managing/scheduling vendors, actuating/lubricating through hulls, running and checking ALL systems onboard to report any findings, starting and running vessel monthly, in and out of slip. 

Fully customizable management

Fully customizable to suit you, your yacht, and your yachting lifestyle. We will take care of all of the details so that you can enjoy every minute aboard. Our seasoned team works hard behind the scenes to ensure that your yacht is maintained and ready to go when you are.

We will handle every aspect of ownership from weekly cleanings, preventative maintenance, fueling, mechanical and electrical services. We will be providing captains on call, and even provisioning and trip planning.

Step aboard in peace

You will step aboard with the peace of mind that your yacht is truly ready to go when you are. The services we provide can be combined into one monthly invoice, eliminating stress, coordination, and hassle.

Contact Yachting San Diego to create your own management plan!

Sea Trial For Survey

  • $300 (Local San Diego)
  • $600 1/2 Day (6-8hrs.)
  • $800 Full Day (up to 12 hrs)

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