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Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$100-$1,600
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$125-$235
Fishing Charters
Let a captain do the driving while you do the fishing
$600
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
$600
Gabby
Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat
This was such an amazing experience! Highlight of our trip, for sure! The catamaran comfortably fit 10 of us and it was so relaxing! The captain was great and communicative! I would 100% book this again! The seating in the front was comfortable, with great views. The boat itself had cushioned seats too that were great. The table was nice for a little picnic and storage space for our stuff. There was definitely enough storage underneath as well as on the beds and in the kitchen. So grateful for this experience!
JE
Jimmy
60’ Premier Private Sailing Yacht in San Diego
I’ve used many companies in the past and this one BY FAR exceeds all of them. Great and easy communication beforehand, perfect boat layout with a lot of space to sit and hang. Jim and the crew were amazing and very engaging. I would definitely do it again!
Molly
Let's go and Sail in San Diego!
Gabe was the absolute best! Easily the best boat ride we’ve ever had! He was so fun & accommodating & made this boat ride our favorite part of our San Diego trip! Cannot recommend him enough! Thank you Gabe!!!
MB
Mirza
60’ Premier Private Sailing Yacht in San Diego
Everything was spectacular! Rented for a combo bachelor bachelorette party and everyone had a great time. Amazing value, boat speakers and the general space was terrific. Great time and would absolutely highly recommend. Jim even knocked us down a price tier out of the kindness of his heart.
JF
Johiquelle
42 Foot Bertram Trojan Motor Yacht in Los Angeles
Ryan, a wonderful host. He was on time ,boat as expected, and very pleasant. The ride was extremely relaxing and just what we were looking for. We were able to see the beautiful sunset. Ryan took time to capture the sunset for us in a memorable picture. I would definitely use this boat over and over again!! Perfect experience!!😊
TD
Tabatha
Enjoy the best of Mission Bay aboard a Captained 85' Wooden Viking Style Ketch
Our experience on the Cloudia was an incredible one! We had originally booked a sailing on the Cloudia several months before our voyage to celebrate our late mother's birthday as a family. Last minute, us kids agreed to spread her ashes of possible. I was so hesitant if this could be accomplished in such a short period of time, but the team was very responsive with support and instructions for us to make it happen. It felt surreal bringing that idea to reality. Certainly an experience that I would recommend to anyone. The boat is breathtaking, and the crew was kind and funny. We look forward to venturing out again in the future. I can't speak highly enough about it.
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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December 26, 2019
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