Cookies!
We use cookies to improve your browsing experience. And dolphins make us happy. Find out more about our cookies policy here.
The Best Sailboat Rentals Near Oceanside
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Oceanside
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$430-$4,830
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$360-$1,600
Whale Watching
See some of the ocean’s most incredible creatures with these eco tours
$360-$1,600
Fishing Charters
Let a captain do the driving while you do the fishing
$95-$200
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$95-$200
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$550
Kayaks
Who says you need a motor to have fun on the water?
$200
Top Sailboat Rental Locations Near Oceanside
Recent Reviews in Oceanside
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!”
BH
Becky
La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California
Our trip with Bill was the absolute highlight of our trip. It exceeded all our expectations. The boat was amazing! Bill truly wanted to make the trip special for all of us and made it a point to find dolphins and wildlife to share with us. He was so kind and genuinely nice. We would do the trip again tomorrow if he had any availability. We’d highly recommend for anyone!!
PL
Palin
La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California
5 stars all round. The boat is in immaculate condition and Bill is a wonderful captain and person to be around during your sail. Bill went above and beyond to make sure our trip was special, going far out of our way (and extending the time of our sail at no extra cost) so we could catch up to a group of playful dolphins in the distance. We ended up having one of the best boat trips, saw the most dolphins I’ve ever seen, and overall had a blast. Sailing with Bill is a must - don’t think twice!!
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!
Dive into Our Journal
August 01, 2023
10 Boating Adventures of a Lifetime
Read Article
October 03, 2022
Getmyboat's Guides to the World of Boating
Read Article
August 12, 2021
Caribbean Flavors on the Water in NYC - Book an Anchored & Chef'd Catered Cruise with Getmyboat!
Read Article
July 19, 2021
Sailing Charters on Lake Tahoe | Getmyboat
Read Article
December 30, 2019
South Africa Boating & Watersports Guide - Getmyboat
Read Article
December 26, 2019
Complete Fishing Guide to Southern California - GetMyBoat
Read Article
Real reviews from happy Getmyboaters.
4.9 out of 5! 500,000+ reviews
