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Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$100-$1,600
Fishing Charters
Let a captain do the driving while you do the fishing
$100
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$600
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$100
Larita
Let's go and Sail in San Diego!
Had an incredible time on the water! The boat experience was absolutely awesome, and Gabe was fantastic to work with—professional, friendly, and made everything so easy. I’d definitely use his services again. Highly recommend!
CIndy
Explorer 45' Bluewater Sailboat for Charter in Oceanside, CA
What a perfect family outing! Captain Eric pulled out all the bells and whistles for a wonderful sunset sail - delish snacks, hot cocoa, blankets when it got a little cold! We all had an absolute blast!! Five stars and highly recommend!!
Michael
San Diego Bay Sailing Experience
Nic (our captain for our trip) was great. He was on-time, very competent at "captaining", friendly and informative. A great host for our 2 hour family excursion. Overall, a wonderful experience.
AG
Aryan
Incredible 36' Cruiser For Rent
Had an amazing experience with our boat driver! Super friendly, knowledgeable, and made the whole trip fun and enjoyable. Highly recommend for anyone looking for a smooth, safe, and relaxing ride!”
TC
Tracy
Explorer 45' Bluewater Sailboat for Charter in Oceanside, CA
We had a wonderful experience! Eric made my boyfriend’s birthday extra special with loads of dolphin and whale sightings. The sailboat is beautiful and well maintained. Everything was spectacular and communication couldn’t have been easier. Hope to enjoy another sunset cruise with Eric again!
Richard
Explorer 45' Bluewater Sailboat for Charter in Oceanside, CA
Captain Eric and his First Mate, Nate, showed us a wonderful time sailing out of Oceanside Harbor. We highly recommend the Captain and his classic sailing ship! My family & I chartered the boat primarily to disperse my mother's ashes. Although this was a somewhat sad experience for us, Captain Eric could not have been more helpful and empathetic. He even provided a bucket for that purpose. Nate's hors d'oeuvres and the champagne were top notch quality and most appreciated. (Not one of the seven in our party experienced motion sickness.) We also appreciated the Captain's willingness to take pictures of our group. He had shared lots of interesting "sea stories. His love for his boat, and the care he devotes to it, really shines through. All in all, our morning was a relaxing & pleasant experience thanks to Captain Eric & Nate!
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
August 01, 2023
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August 12, 2021
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December 30, 2019
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December 26, 2019
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