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

30ft Catalina Sailboat Charter in Alameda CA

5.0
$115/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
$130/hour
Sail in Modern Luxury Beneteau Oceanis 37 Yacht
Sailing in Oceanside · 6 guests

Sail in Modern Luxury Beneteau Oceanis 37 Yacht

5.0
$175/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 2026
$150/hour
37' Sailing Yacht in Marina Del Rey: Sail into a deep, Relaxed State
Sailing in Marina del Rey · 6 guests

37' Sailing Yacht in Marina Del Rey: Sail into a deep, Relaxed State

5.0
$200/hour
Luxury 40' Sail Catamaran | Cozy Private Winter Sail | Sausalito
Sailing in Alameda · 12 guests

Luxury 40' Sail Catamaran | Cozy Private Winter Sail | Sausalito

5.0
$800+/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
Avalon Harbor's Only Sailing Charter
Sailing in Avalon · 6 guests

Avalon Harbor's Only Sailing Charter

5.0
$275+/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
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
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
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
Beautiful Classic Sailboat in Marina Del Rey
Sailing in Marina del Rey · 10 guests

Beautiful Classic Sailboat in Marina Del Rey

5.0
$200+/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
Hawaiian Breeze in Marina del Rey
Sailing in Marina del Rey · 6 guests

Hawaiian Breeze in Marina del Rey

5.0
$150/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
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
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
$275+/hour
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
Untethered - Sporty Catamaran
Sailing in Marina del Rey · 12 guests

Untethered - Sporty Catamaran

5.0
$400/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
Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch
Events in Sausalito · 30 guests

Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch

4.9
Superowner
Best of 2026
$650/hour

Sailing Reviews in California

  1. JM

    Justice

    42 Foot Bertram Trojan Motor Yacht in Los Angeles

    Ryan was amazing! His personally complimented our experience. He was available to assist us, but was also able to make us feel like we were there alone for our intimate proposal ! So glad to have him as apart of our engagement!

  2. MH

    Mark

    30ft Catalina Sailboat Charter in Alameda CA

    Brad Partridge did a great job bringing my family & friends on our sailing trip today, 3/14/26. We will be highly recommending Brad to our friends and family - many thanks & great job! Mark

  3. GM

    George

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

    If you’re in the Bay Area, going with Jan and the Hokahey is a no brainer. Excellent communication from booking to boarding. Great conversation and knowledge of the area. Beautiful boat with room indoors for a warm setting out of the breeze, and plenty of room to spread out and sit up high and see the views or lay on the trampoline mesh up front to listen to the waves. Excellent experience, would recommend to anyone.

  4. AH

    Alex

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

    Great crew! Very accommodating and did everything to make it an amazing experience. Hope to sail with them again soon!

  5. JB

    JENNIFER

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    Captain Mark is the best!! He was so accommodating, allowing for flexibility as I wasn’t sure if it would be 4 or 6 people. He made me feel at ease right away and communicated all the details we needed from the start, checked in before the trip and the day of, gave us tips for parking, shoes, weather, etc. He bought ice and had it on board so I wouldn’t have to worry about that detail. I really wanted to see dolphins and saw some in the distance as we were heading back to harbor. He promptly turned around to catch up to them and make sure I was able to have that experience, which was so thoughtful and appreciated! We all felt safe and comfortable and relaxed, which made for a perfect afternoon on the water. I’ll definitely be booking with him again, and my friends said they will as well! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️ all around!

  6. JE

    Josh

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    Mark is a great guy, very knowledgeable, very personable and laidback. Exactly what you would want in a captain.