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The Best Sailboat Rentals in San Diego
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in San Diego
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$210-$1,245
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$140-$655
Fishing Charters
Let a captain do the driving while you do the fishing
$100-$345
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$125-$585
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$105-$350
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-$200
Kayaks
Who says you need a motor to have fun on the water?
$50-$400
Whale Watching
See some of the ocean’s most incredible creatures with these eco tours
$250-$300
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$480-$500
Diving
Explore the ocean depths with trained boat operators
$200
Top Sailboat Rental Locations Near San Diego
Recent Reviews in San Diego
HW
Hailey
Sail San Diego on 68ft classic Sailing Yacht
Carole was very accommodating and helpful during the booking process. Gene and the crew were absolutely amazing and a pleasure to be around. Would highly recommend to anyone! My group had an exceptional time out on the water!!
JF
Jacquelyn
Ride the Reynolds 33 - Pure Catamaran Sailing on San Diego Bay
Incredible captain!! He knew all of the spots around San Diego bay and he got us front row to watch the firework show. We had an incredible time and are very grateful! We will remember this 4th of July forever! Thank you ryan!
AR
Amritansh
Sail San Diego on 68ft classic Sailing Yacht
Such a fun time on this boat. The crew was so fun and helpful. Good communication throughout. Would recommend
DeWitt
San Diego Bay Sailing Experience
Adam did a fabulous job showing us all the sites in the bay. Great boat and a terrific caption. Would definitely do this again!!
AF
Ashley
Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat
We loved our private sail with captain Matt! The boat was so comfortable and perfectly stocked with drinks and blankets. Matt made sure we saw the sea lions and all the points of interest along the coast. He answered all our questions and couldn't have been nicer. Booking the trip was so easy too! I messed up and booked our initial trip for the wrong date. I panicked and Ryan responded to my inquiry within minutes and saved the day. He was so accommodating and helpful. From the booking to the whole sailing experience I have not one complaint. These guys are truly the best.
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!
Top Sailboat Rental Locations in the United States
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
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