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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$165-$1,615
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$110-$605
Sailboats
Set sail with these traditional wind-powered boats
$80-$1,405
Fishing Charters
Let a captain do the driving while you do the fishing
$70-$510
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$65-$550
Kayaks
Who says you need a motor to have fun on the water?
$15-$420
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$90-$750
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$50-$280
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$150-$650
Diving
Explore the ocean depths with trained boat operators
$150
David
2020 Chaparral 21 H2O Sport Boat
Great experience working with Cheng. He was very flexible and accommodated a rental on short notice. Cheng was punctual for boat delivery and pick up.
MS
Manzari
Gorgeous 40' Express Cruiser Yacht w/ Professional Captain
We were all girls and everyone agreed to feeling very safe with Captain. Ken on board as captain! He gave good ideas to make the trip one of the most memorable in our life! Definitely coming back when I come back to SD! Thank you Cap.Ken!!!
Emily
2020 Chaparral 21 H2O Sport Boat
We had the best time, I could not recommend this enough! Cheng was super responsive (and I had lots of questions) and very accommodating. The entire process was simple and the boat was lovely! It fit 8 people very comfortably and everything was very user friendly. Also really easy to play music via Bluetooth
Stacey
2020 Chaparral 21 H2O Sport Boat
Cheng was great to work with!! I had made a reservation with a different boat and they canceled on me 2 days before. Cheng was there for us! He was easy to work with and is committed to helping you have a wonderful experience. Do your self a favor and just book with Cheng!! We can’t wait to go out again!!
GM
Garrett
2020 Chaparral 21 H2O Sport Boat
I was amazed at how easy the turn over was. He handed me the keys and asked if I knew how to drive a boat. Then he said have a good time! When we were done we didn’t have to wait, he told us to text him and leave the keys in the boat. I will rent through him next time!
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!
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!
March 27, 2024
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March 04, 2024
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September 13, 2023
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August 24, 2023
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May 03, 2023
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November 02, 2021
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