Cookies!
We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.
The Best Sailboat Rentals Near Chula Vista
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Chula Vista
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$215-$1,240
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
$105-$510
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$125-$555
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$105-$550
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
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$250-$500
Diving
Explore the ocean depths with trained boat operators
$150-$600
Whale Watching
See some of the ocean’s most incredible creatures with these eco tours
$300
Top Sailboat Rental Locations Near Chula Vista
Recent Reviews in Chula Vista
RT
Ryan
Explorer 45' Bluewater Sailboat for Charter in Oceanside, CA
Celebrated a 50th birthday and Eric was the best Captain we could've asked for. The boat was gorgeous, smooth sailing, he routed to get us close to a dolphin pod and the fruit he provided was really wonderfully presented. We will definitely be sailing with him again soon.
mc
mirlene
42 Foot Bertram Trojan Motor Yacht in Los Angeles
Absolutely incredible experience! We had the pleasure of riding with Captain Ryan and it was nothing short of 5 stars from start to finish. Ryan was an amazing host! Friendly, knowledgeable, and went above and beyond to make our trip unforgettable. He showed my family and I a family of dolphins and sea lions, which was such a magical moment! We got to play our own music, bring our favorite snacks, and just vibe out on the water. To top it all off, Ryan offered to take photos of us and OMG they came out chef’s kiss! Professional camera, Perfect lighting, great angles, and genuine smiles captured forever. Do not hesitate BOOK WITH RYAN! You will not regret it!!
JS
Josh
Newport Harbor Sailing Adventure
Wanted to take the wife out on the water for Mother’s Day. Debated a few options and decided on Captain Andrew’s boat. The six of us had a great time. Plenty of room. It was a beautiful sunny day. For the three hour tour, keep in mind it takes about an hour each way in/out of the harbor, so just an additional hour to enjoy to open ocean. We would definitely consider booking again.
JG
Jamie
Luxury Lagoon 450 Sailing Catamaran in Oceanside
Everything was perfect! Great, clear communication. An amazing day on the water. The boat was awesome, clean, and Mike and his wife were super hospitable.
MH
Marie
Beautiful Sailboat for Private Outings, South Bay LA, King Harbor Marina
Tracy was amazing for my special booking to honor my deceased mother. we made an itinerary & I was really happy with the wonderful tribute for my morher. Great boat- 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!!
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!
Real reviews from happy Getmyboaters.
4.9 out of 5! 500,000+ reviews
