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All listings in California

Incredible sailboat rentals in California, United States.

Page 1 of 5 • 116 listings

Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey
Sailing in Marina del Rey · 4 guests

Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

5.0
$110+/hour
30ft Catalina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catalina Sailboat Charter in Alameda CA

5.0
$95/hour
Crown 34' Sailboat - Private Coastal Sailing - Los Angeles
Sailing in Marina del Rey · 4 guests

Crown 34' Sailboat - Private Coastal Sailing - Los Angeles

4.9
$110/hour
Limited Availability
Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey
Sailing in Marina del Rey · 6 guests

Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey

5.0
Superowner
Best of 2026
$150/hour
Avalon Harbor's Only Sailing Charter
Sailing in Avalon · 6 guests

Avalon Harbor's Only Sailing Charter

5.0
$275+/hour
La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California
Sailing in Oceanside · 6 guests

La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California

5.0
$150/hour
Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark
Sailing in Marina del Rey · 6 guests

Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

5.0
Superowner
Best of 2026
$150/hour
North Lake Tahoe 33ft Hobie Yacht 3 Hour Sailing Experience
Sailing in Placer County · 6 guests

North Lake Tahoe 33ft Hobie Yacht 3 Hour Sailing Experience

4.9
$233/hour
Safe & solid sailing catamaran - Green power! Stunning beauty & great location!
Sailing in Richmond · 6 guests

Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

5.0
$162+/hour
Limited Availability
12 passengers:  Explore San Diego Bay on a Luxury Sailing Catamaran
Sailing in San Diego · 12 guests

12 passengers: Explore San Diego Bay on a Luxury Sailing Catamaran

5.0
$330/hour
Schock 35' Cruiser Sailboat in San Francisco Bay
Sailing in Alameda · 6 guests

Schock 35' Cruiser Sailboat in San Francisco Bay

5.0
$99/hour
Luxury Sunset Cruise – 35ft Ericson Mark II Charter Marina del Rey
Sailing in Marina del Rey · 2 guests

Luxury Sunset Cruise – 35ft Ericson Mark II Charter Marina del Rey

5.0
$65/hour
Beautiful Classic Sailboat in Marina Del Rey
Sailing in Marina del Rey · 10 guests

Beautiful Classic Sailboat in Marina Del Rey

5.0
$170+/hour
55ft Hudson sailboat in Marina del Rey. Your private group. Best Choice in L.A.
Sailing in Marina del Rey · 12 guests

55ft Hudson sailboat in Marina del Rey. Your private group. Best Choice in L.A.

5.0
Superowner
Best of 2026
$185+/hour
Limited Availability
Come sail away on this Jeanneau 58' Sailboat in San Diego
Sailing in San Diego · 6 guests

Come sail away on this Jeanneau 58' Sailboat in San Diego

4.8
$400/hour
55ft Irwin Sailboat in Marina del Rey, YOUR PRIVATE GROUP BEST CHOICE IN L.A.!
Sailing in Marina del Rey · 12 guests

55ft Irwin Sailboat in Marina del Rey, YOUR PRIVATE GROUP BEST CHOICE IN L.A.!

4.9
Superowner
Best of 2026
$185+/hour
Hawaiian Breeze in Marina del Rey
Sailing in Marina del Rey · 6 guests

Hawaiian Breeze in Marina del Rey

5.0
$150/hour
Unforgettable Adventure Aboard a 75’ Sailing Schooner Charter in Long Beach
Sailing in Long Beach · 12 guests

Unforgettable Adventure Aboard a 75’ Sailing Schooner Charter in Long Beach

5.0
Superowner
$189+/hour
Instant Book
Luxury Tripp 44' Sailboat Charter in San Francisco Bay
Sailing in Alameda · 12 guests

Luxury Tripp 44' Sailboat Charter in San Francisco Bay

5.0
$189/hour
Limited Availability
BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!
Sailing in Marina del Rey · 12 guests

BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!

5.0
Superowner
$425/hour
Limited Availability
Hudson 58ft Sailing Vessel - Enjoy The Classic Sailing Experience With Us!
Sailing in Marina del Rey · 12 guests

Hudson 58ft Sailing Vessel - Enjoy The Classic Sailing Experience With Us!

4.8
$275+/hour
Limited Availability
42ft Catalina MkII Sailing Yacht in The San Diego Bay, California
Sailing in San Diego · 6 guests

42ft Catalina MkII Sailing Yacht in The San Diego Bay, California

5.0
$285/hour
44' Luxury Cruiser Sailboat Charter  | San Francisco Bay
Sailing in Alameda · 6 guests

44' Luxury Cruiser Sailboat Charter | San Francisco Bay

5.0
$159/hour
High Demand
42 Foot Bertram Trojan Motor Yacht in Los Angeles
Events in Long Beach · 6 guests

42 Foot Bertram Trojan Motor Yacht in Los Angeles

5.0
$145/hour

Sailing Reviews in California

  1. DH

    Dianne

    Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey

    Booked for our Anniversary with my 2 kids and OMG it was an experience we will never ever forget! I wish we coulve stayed longer. It was spectacular, amazing beyond words! Gustavo made sure we are safe especially the kids! He is a gentle soul, very patient and welcoming. The boat was very clean and well equipped. Truly an experience everyone must try once in their life! Haha! I can’t get over it!!

  2. Sebastián

    Sebastián

    Hawaiian Breeze in Marina del Rey

    Ross was awesome. We have an unforgettable experience. We thoroughly enjoyed sailing with Ross, who took care of every detail—from parking to the cleanliness and organization of the boat—and took the time to explain everything about the vessel and the sailing process. Ross also followed the agreed-upon itinerary, taking us to enjoy the beautiful views of Santa Monica and its sea lions. Highly recommended.

  3. KF

    Kaden

    30ft Catalina Sailboat Charter in Alameda CA

    Brad was great! We had a wonderful time and he was easy to communicate with leading up to it. Everything went smoothly and we all enjoyed getting to participate in the raising of the sails and steering the boat. Would recommend!

  4. German

    German

    30ft Catalina Sailboat Charter in Alameda CA

    We had an absolutely fantastic time with Bradford! He was friendly, professional, knowledgeable, and made the whole experience very relaxed and enjoyable from start to finish. Sailing around San Francisco Bay was a great experience, and Bradford made it even better. We felt comfortable the entire time and really enjoyed spending the afternoon with him. Highly recommended — we would definitely book with Bradford again!

  5. JM

    Juan

    Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

    Fantastic experience from start to finish! Matthew was incredibly friendly, professional, and made sure we had a great time throughout the trip. Everything was smooth, relaxed, and exactly what we were hoping for. We really enjoyed the boat and the beautiful views. Highly recommended — we would definitely book with Matthew again!

  6. Nasheed

    Nasheed

    Crown 34' Sailboat - Private Coastal Sailing - Los Angeles

    Ayesha and Damir were lovely, and the sail was perfect. Obviously, the perfect weather / conditions helped, but we really appreciated their gentle approach to all of us. My husband and I are technically both 104 certified but very rusty. This was our neurodivergent toddler’s first time on a sailboat, so we didn’t know what to expect. It was a wonderful trip, and we hope to book them again next time we’re in town!