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All listings in San Diego

Great sailboat rentals near San Diego, California.

Page 1 of 16 listings

Ride the Reynolds 33 - Pure Catamaran Sailing on San Diego Bay
Sailing in San Diego · 6 guests

Ride the Reynolds 33 - Pure Catamaran Sailing on San Diego Bay

New
$220/hour
San Diego Bay Sailing Experience
Sailing in San Diego · 12 guests

San Diego Bay Sailing Experience

5.0
$275/hour
2.5 Hour Catamaran Sailing Tours - Sail San Diego Bay - 1- 6 ticketed Passengers
Tours in San Diego · 6 guests

2.5 Hour Catamaran Sailing Tours - Sail San Diego Bay - 1- 6 ticketed Passengers

New
$238/hour
Spacious Private Fountaine Pajot Catamaran for up to 12 Guests!
Sailing in San Diego · 12 guests

Spacious Private Fountaine Pajot Catamaran for up to 12 Guests!

New
$300/hour
San Diego Sunset & Sunshine Sailing Tour on our Catalina 36 MK1 Sailboat
Sailing in San Diego · 8 guests

San Diego Sunset & Sunshine Sailing Tour on our Catalina 36 MK1 Sailboat

New
$300/hour
Private Sailing Tour in San Diego for Families
Sailing in San Diego · 12 guests

Private Sailing Tour in San Diego for Families

New
$150/hour
Instant Book

Sailing Reviews in San Diego

  1. Michael

    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.

  2. AS

    Austin

    San Diego Bay Sailing Experience

    Aaron was awesome! Very fast communication, friendly, and has fair and upfront pricing with no hidden fees. The boat was amazing too and he even had wine ready to go for us to drink while we sailed. He took some great photos while I proposed to my girlfriend and helped make this an unforgettable experience. 10/10 would recommend him to anyone!

  3. CS

    Calaia

    San Diego Bay Sailing Experience

    THANK YOU AARON!!! The boat was excellent and the ride was smooth all the way. My friends and I truly enjoyed the experience which, for me, made my birthday weekend!!! I really loved that Aaron was a true fly on the wall while we had a ball on the boat. I recommend San Diego Sailing Experiences to EVERYONE. BOOK AARON!

  4. SC

    Sara

    San Diego Bay Sailing Experience

    The entire experience was great! I selected this listing because I have sailed on this type of vessel before and liked it. Aaron was communicative from the start and made everything very easy. Once on board he was easy going and friendly, told us whatever we wanted to know, provided wine and snacks and the cutest puppy to play with if we wanted to! The weather was beautiful, Aaron is a great sailor and guide and we couldn't have loved it more. We arrived a few minutes late and at the end he offered us more time at no charge to compensate for the missed time, which was really nice. We plan to come back during the Jan - March time frame and will definitely hit up Aaron for a trip out to see the Whales! Highly recommend. Don't look further!

  5. SM

    Stella

    San Diego Bay Sailing Experience

    We were a group of 8 and did a 2hr sail and had the BEST time! The captain did a great job keeping us happy and entertained. Even a bit of windy and overcast weather didn't spoil our fun. Definitely a highlight of the trip -- highly recommend!

  6. AM

    Alana

    San Diego Bay Sailing Experience

    We had an AMAZING time on the yacht cruise this weekend. Aaron was knowledgeable, timely, and the boating experience couldn't have been better. We especially loved the champagne and bean bag chairs at the head of the boat. Highly recommended.