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All listings in California

Incredible sailboat rentals in California, United States.

Page 1 of 5119 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
$100+/hour
30ft Catlina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catlina Sailboat Charter in Alameda CA

5.0
$95/hour
Private Costal Sailing - Los Angeles
Sailing in Marina del Rey · 4 guests

Private Costal Sailing - Los Angeles

4.8
$75/hour
Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat
Sailing in San Diego · 12 guests

Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat

5.0
$330/hour
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 2025
$120+/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
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

5.0
$220/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
Avalon Harbor's Only Sailing Charter
Sailing in Avalon · 6 guests

Avalon Harbor's Only Sailing Charter

5.0
$275+/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
$125+/hour
Schock 35 Cruiser Racer in San Francisco Bay
Sailing in Alameda · 6 guests

Schock 35 Cruiser Racer in San Francisco Bay

5.0
$134/hour
42 Sailing Monohull Tours in Sausalito
Sailing in Sausalito · 6 guests

42 Sailing Monohull Tours in Sausalito

5.0
Superowner
$200/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
Best of 2025
$185+/hour
Sporty Adventure Sailing Catamaran to Catalina Island!
Sailing in Marina del Rey · 12 guests

Sporty Adventure Sailing Catamaran to Catalina Island!

5.0
$225+/hour
Beautiful Jeanneau 58' Sailboat in Marina del Rey
Sailing in Marina del Rey · 8 guests

Beautiful Jeanneau 58' Sailboat in Marina del Rey

4.8
$400/hour
Incredible 36' Cruiser For Rent
Powerboats in Long Beach · 10 guests

Incredible 36' Cruiser For Rent

5.0
$149/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
Best of 2025
$185+/hour
Newport Harbor Sailing Adventure
Sailing in Newport Beach · 6 guests

Newport Harbor Sailing Adventure

5.0
$133/hour
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!

5.0
$208+/hour
Beautiful Classic Sailboat in Marina Del Rey
Sailing in Marina del Rey · 8 guests

Beautiful Classic Sailboat in Marina Del Rey

5.0
$130+/hour
Curated Sailing Experience from the Golden Gate Bridge: Islander 36 Sailboat
Sailing in Sausalito · 5 guests

Curated Sailing Experience from the Golden Gate Bridge: Islander 36 Sailboat

5.0
Superowner
$250/hour
Create Lifelong Memories and Enjoy the Thrill of Sailing - 47' Luxury Sailboat
Sailing in Newport Beach · 6 guests

Create Lifelong Memories and Enjoy the Thrill of Sailing - 47' Luxury Sailboat

5.0
Superowner
$275+/hour
DAYTRIP/SLEEP ON BOARD TO CATALINA
Sailing in Long Beach · 12 guests

DAYTRIP/SLEEP ON BOARD TO CATALINA

4.9
Superowner
$199/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

Sailing Reviews in California

  1. MH

    Mia

    Avalon Harbor's Only Sailing Charter

    Captain Raphael was really nice and amazing to work with! We booked our trip last minute and he accommodated us! We were able to go snorkeling and paddle boarding at a really beautiful cove that he took us to. We even saw dolphins on way there! I highly recommend this private charter in Catalina!

  2. JB

    John

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

    We had a beautiful clear day for a terrific sail under the Golden Gate Bridge. Catamaran was very comfortable and sailed great in 25 knot winds. Jan was an excellent captain first mate Ellen was very accommodating. I highly recommend Jan if you are cooking for a comfortable and safe sail on San Francisco Bay.

  3. GD

    Gina

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

    Charters 2000 ran this service and they were very communicative and organized before our trip, so it was very easy to set everything up. We had Captain Roland who was a delight! The boat was exactly as pictured and it was the perfect experience for the group of 11 of us. Would highly recommend!

  4. DM

    D'Re

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    We had the best time! In addition to a beautiful day on the water, Mark taught us how to sail and even shared tips on local sailing clubs and schools. On top of that, we had great conversation and thoroughly enjoyed every moment. Plus, he let us bring our dog! We couldn’t have asked for a better captain or sailing experience.

  5. 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!

  6. TD

    Theresa

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    We had the best time on Mark’s sailboat for our friend’s bachelorette! From start to finish, Mark took such great care of us - always checking in to make sure we were comfortable and having fun. When one of the girls started feeling seasick, he quickly and calmly navigated us to smoother waters so she could feel better. He was so thoughtful, easygoing, and genuinely fun to chat with. Communication was seamless the entire time, and everything ran smoothly. We all left super happy and would highly recommend booking with Mark if you're looking for an amazing day on the water!