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San Diego Bay Sailing ExperienceSan Diego Bay Sailing ExperienceSan Diego Bay Sailing ExperienceSan Diego Bay Sailing Experience

San Diego Bay Sailing Experience

4.9(14 reviews)
32 bookings

Relax in our bean bags as we sail the calm waters of San Diego Bay and sail past all the amazing sights in the Harbor, such as the Ballast Point Submarine Base, Sea Lion docks, North Island Coronado Naval Station, and the USS Midway Aircraft Carrier Museum. White wine, chocolates, snacks and water are available on board. If your planning on popping the question, let me know! I can help put you in just the right spot for an amazing moment and fantastic photos! I can accommodate private Charters for groups up to 12 sailors, contact me to schedule a private sailing for you and your friends. Rates: $250 per hour - 2 hour minimum Sail San Diego Bay and enjoy a Fantastic Sunset and the Downtown skyline. We'll also sail past the North Island Naval Station and Harbor Island. What To Expect Onboard: Our Catalina Sailing Yacht is considered a fast Cruiser/Racer and perfect boat for the sailor seeking exhilarating performance with a comfortable two stateroom layout, that can be used as a live aboard or a fun family cruising retreat. The spacious design includes a large main salon with ample seating and an efficient navigation station. Your welcome to bring any food and drink's you'd like on board. Built in speakers in the cockpit as well as Bluetooth speakers to take up on deck Our sailing yacht is able to sail with up to 12 passengers. There is ample seating below deck, in the cockpit, and up on deck on any of her deck pillows and bean bag chairs. If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Send Inquiry” and send us an inquiry for a custom offer.

Starting from

  • Hourly
    3 hrs max
  • $250/hr
    2 hrs min


40 total bookings
Captain Provided in Price
Professional Captain provided and included in the price.
12 guests
Cruising Monohull

Check Availability


4.9 (14 reviews)
  • Listing Accuracy

  • Departure & Return

  • Vessel & Equipment

  • Communication

  • Value

  • Itinerary & Experience

  1. San Diego Bay Sailing Experience
  2. San Diego Bay Sailing Experience
2 photos have been added by reviewers who booked this listing.
  1. JL

    Amazing host, they accommodated my engagement proposal perfectly. Had a blast on the amazing sail boat. Definitely recommend it!! Unbelievable experience

  2. MM

    Lots of fun! My colleagues and I had a great time with Captain Stu on Aaron's boat. Recommended!

  3. AS

    Aaron was awesome! Very fast communication, friendly, and has fair and upfront pricing with no hidden fees. The boat was amazing too and he even had wine ready to go for us to drink while we sailed. He took some great photos while I proposed to my girlfriend and helped make this an unforgettable experience. 10/10 would recommend him to anyone!

  4. CS

    THANK YOU AARON!!! The boat was excellent and the ride was smooth all the way. My friends and I truly enjoyed the experience which, for me, made my birthday weekend!!! I really loved that Aaron was a true fly on the wall while we had a ball on the boat. I recommend San Diego Sailing Experiences to EVERYONE. BOOK AARON!

  5. SC

    The entire experience was great! I selected this listing because I have sailed on this type of vessel before and liked it. Aaron was communicative from the start and made everything very easy. Once on board he was easy going and friendly, told us whatever we wanted to know, provided wine and snacks and the cutest puppy to play with if we wanted to! The weather was beautiful, Aaron is a great sailor and guide and we couldn't have loved it more. We arrived a few minutes late and at the end he offered us more time at no charge to compensate for the missed time, which was really nice. We plan to come back during the Jan - March time frame and will definitely hit up Aaron for a trip out to see the Whales! Highly recommend. Don't look further!



40 total bookings

Hi there, my name is Aaron. I have traveled up and down the Pacific Coast and Mexico sailing and Scuba Diving, and I'd love to have you on board! Shoot me an e-mail if you have any questions, let's go sailing!

Features & Details

  • Life jackets/required safety gear
  • Furling Headsail
  • Fuel type: Diesel
  • Dodger
  • CD Player
  • Sailboat
  • Toilet
  • Radio

Approximate Location

You’ll get directions to the departure location when you make a booking.

The boat's approximate location on a map

Cancellation Policy

Full refund up to 7 days prior.

Additional Terms & Information

Frequently Ask Questions: Clothing & Gear: Weather changes. Some warm days turn cool. Some cold days get hot. Extra clothing and rain or wind gear is a good idea. You will only miss what you didn't bring with you. Food & Beverage: Feel free to bring what you need in the way of food, beverage and snacks. Just remember that this is a two or four hour adventure. A tote bag works well for food and snacks not requiring refrigeration. We do provide soda, water and white wine. Alcoholic beverages: Remember the legal drinking age is 21 and it is enforced. Safety is always the first concern; so, moderation is the key while on the water. You may BYOB, and we steer the vessel and learn to sail, and you will be driving home after your charter. Controlled substances: The United States Coast Guard has a zero tolerance policy regarding the possession and or use of drugs aboard any commercial vessel. Violation is a serious federal offense. Do not even think about crossing this line aboard a charter boat. It could ruin your next 5 to 10 years. Prescription drugs, if needed, should be brought aboard in the original prescription container clearly showing the patients name and contents. Foot wear: Every once in a while someone comes aboard with their work shoes or high heels. Oil, grease, tar, printing inks, paints, mud, etc., create a significant cleaning issue or worse if the stains can not be removed. With high heels, you will slip and fall and hurt yourself and the boat. Soft soled non-marking shoes should be the only footwear worn on a charter. For those of you surprising your partner with the sunset cruise, we do understand you may not be in the position to suggest the correct foot wear. Especially if you have dinner plans before or after the cruise. We will ask that the ladies remove the high heels before stepping on board for their safety. Motion sickness: Most people know if they have a tendency for motion sickness. If you find that you don't feel "quite right" while on the water; don't wait to see if it goes away on its own. Let the Captain know right away. He will most likely have some suggestions that will help. Tobacco: Smoking is not permitted. Arrival Time: Arrive on time and prepared, it is not necessary to arrive early. Your captain will have the boat "set-up" and ready at the time of your charter. It won't take but a couple of minutes

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