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    Captain Keith's Charters

    5.0 (19 reviews)
    Open Open 24 hours

    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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    RANDOM SUNDAY -…read moreStunning Views - Drinks + shots - Stunning views - chances to win money and prizes My friends randomly saw this boat and said we should do it for fun. Tickets were around $47 per person for a 2hr water tour around the Bay in a boat decorated in tiki decor. For tourist this tour is great with a ton of fun information about San Diego and stunning views in the water. Minimum 8 people on the boat or there may be cancellation of the tour. PAY ATTENTION TO DETAILS. The guide will have some friendly trivia for a chance to win good cash prices, free drinks, gift cards, etc I think that was pretty fun to include in while getting a tour. If you are sensitive to getting seasick, I would recommend a Dramamine beforehand. Although the boat was spacious, it still felt the wakes from the other boats and you can go rocking. In addition there were slow times of moving and turning. Or you can just chuck down a few drinks and feel numb to it all! They have a Tiki Bar with a drink menu (no food) to purchase from and if you bring snacks to eat - you can't eat it on the boat. Drinks were good but their "house" made shots were pretty good! We had a couple rounds of those while on tour - paid round by a passenger or a free shot in the house by the staff. The awkward but not so awkward would be mingling with other folks on the boat that you don't know. One of my friends kept interjecting with another party and while they seem to not mind I could tell they were being polite but if it were me I'd probs be annoyed if someone kept interjecting while I'm having a good time with my friends. Although we all got along and occasionally shared cheers with shots. Luckily the boat was near empty with just a few of us to have some space to do your thing. Overall, nice little 2hr time in the water. Would highly recommend the later session to catch the sunset. Until the next review....

    Literally the best time we have had on a boat. You can't go wrong with the right group of friends…read morehere. Drinks are good and playlist is fire, definitely a good day drinking getaway!

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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 June 2026

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