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    Captain Keith's Charters

    5.0 (19 reviews)
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    Services - Captain Keith's Charters

    Boat charters

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    Our family had an amazing time with Captain Keith and Chica! A great first experience for our son who would love to captain his own boat some day.

    Aubrey B.

    I can't say enough fantastic things about Captain Keith! Not only is he a super knowledgeable but he is such a super nice guy. I have sailed with him multiple times and would not consider any other company while in San Diego. He is very accommodating, great with all people and makes you feel like a friend. He also has a great teaching style so it wasn't intimidating to learn even as a novice. The sailing is always beautiful and relaxing. I would definitely recommend Captain Keith!

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    5 years ago

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    9 years ago

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    9 years ago

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    11 years ago

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    11 years ago

    Captain Keith was awesome !! Very knowledgable and accommodating!! I would definitely recommend his service!!!

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    10 years ago

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    Review Highlights - Captain Keith's Charters

    Kieth gave us great instruction on sailing and also buying a boat and what to look out for.

    Mentioned in 4 reviews

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    Captain Paul was fantastic--extremely knowledgeable about the area and wonderfully accommodating,…read moreespecially with five small children in tow. He made the entire experience smooth, fun, and memorable. Couldn't recommend these folks more highly!

    I booked a yacht with San Diego Boat Cruises for my bachelorette party and it was a highlight of…read morethe trip! If you're looking for an amazing private cruise, definitely book with San Diego Boat Cruises!! We were on Miss Jen II (50' yacht) and it comfortably fit 12 women (the max occupancy). We all fit under the covered seating in the back of the boat together as well as on the bow at the same time. Below deck was nice, although we didn't spend much time down there aside from using the two bathrooms or making drinks in the kitchenette. The boat was equipped with a huge JBL speaker, phone chargers, a cooler with ice, soft drinks, water bottles, mixers, cups, and snacks (assorted chips). We brought our own alcohol, sandwiches, and extra snacks since we cruised at lunch time. We were on the water from 12-3:30pm and even though the day was cloudy, it didn't spoil our fun. The time flew by! We started the trip all seated in the covered area as we were cruising by the seals and to Point Loma. We cruised through San Diego Bay and ended up anchoring at Glorietta Bay, partying on the bow. The whole trip was a blast and Captain Paul was wonderful! He even got some great photos and videos for us! I booked the trip with Captain Glenn, who was easy to coordinate with. Overall I highly recommend San Diego Boat Cruise and would book with them again for any special occasion.

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    I believe it is permanently closed. There is no way to make a reservation. I tried calling the…read morenumber that was posted on the sails when we were aboard years ago. Sounds like it is a private number for a female named, Ashley.

    From beginning to end... was an AUTHENTICALLY fun adventure learning how to actually JIBE, HOIST,…read moreand STEER (yes - STEER) a world-famous Sailing Ship that has won America's Cup - TWICE!!! With Theme Parks closed and the beaches pretty much a wash in SO CAL - getting to spend the day out on the San Diego Bay, for a day of sailing and sunning and fresh breeze ... HEAVEN. LYNNE and BEA (the Captain and Co-Captain) are kind people... and BONUS if you're a Disney fan - you're sailing the SAME HARBOR where much of the first PIRATES OF THE CARIBBEAN film was shot - doubling as THE CARIBBEAN... and (it gets better!) - you actually pass by several times "THE BLACK PEARL" - the ship's stunt double from the Film!!! But even if you could care less about Cpt. Jack Sparrow or pirates - you're in for a fun day at sea and a crew of 6 who make you feel like you're more of a sailor than you really are :) Not only was every precaution and health + safety protocol taken - they add perks included a fun, brief overview of how the art of sailing and AMERICA'S CUP evolved, how award-winning ships are built (KEVLAR, TITANIUM, and other technology to keep it sturdy but lightweight) - and a giant cooler of iced-cold beverages you (and yes - the ship has a loo - just in case :) PERFECT get-away, for a family (kids over 5), or a stay-cation!

    Captain Keith's Charters - boatcharters - Updated May 2026

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