Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

All listings in California

Incredible sailboat rentals in California, United States.

Page 1 of 5 • 112 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
Sunset Cruise on Classic 1975 Sailboat
Sailing in Marina del Rey · 2 guests

Sunset Cruise on Classic 1975 Sailboat

5.0
$65/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
Discover, Explore, Experience San Diego - Setting sail is the ultimate serenity!
Sailing in San Diego · 6 guests

Discover, Explore, Experience San Diego - Setting sail is the ultimate serenity!

5.0
$225/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
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
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
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
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
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
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
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 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
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
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
$169+/hour
Hawaiian Breeze in Marina del Rey
Sailing in Marina del Rey · 6 guests

Hawaiian Breeze in Marina del Rey

5.0
$150/hour
Premium Sunset Sailing on a True WestSail 43ft Yacht
Sailing in San Diego · 6 guests

Premium Sunset Sailing on a True WestSail 43ft Yacht

5.0
$200/hour
36' Catalina Sailboat for LA Coastal Sailing | Santa Monica - Malibu - Catalina
Sailing in Marina del Rey · 6 guests

36' Catalina Sailboat for LA Coastal Sailing | Santa Monica - Malibu - Catalina

New
$90/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!

4.8
$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

Sailing Reviews in California

  1. KM

    Kimmy

    Sunset Cruise on Classic 1975 Sailboat

    Had such a great time out on the water with Captain Karl and his first mate (and new wife)! I recently earned my ASA 101 certification and was looking for a little refresher, and Karl was incredibly knowledgeable, patient, and helpful. The Hot Tamale was so cute,, I learned a ton, and the whole experience was fantastic. Highly recommend!

  2. SP

    Saya

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

    Matthew was a great captain for our boat day and made everything easy and seamless. Communication about parking and meeting location was very straightforward and the experience was enjoyable. He clearly is a knowledgeable captain and we felt comfortable from start to end. Thank you again!

  3. AH

    Amit

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

    Jan was an excellent captain, he helped plan a surprise proposal and was a big reason why the day turned out so well. He’s very professional, easy to work with. The boat is quite nice as well, with space to comfortably sit in front and truly take in the sites that the bay has to offer. Could not recommend Captain Jan and his boat enough

  4. SS

    Sasha

    30ft Catalina Sailboat Charter in Alameda CA

    With a great captain there will be a great journey, and I feel lucky Brad was our captain for this trip. He was very experienced, had a great sense of humor and harmony. Everyone in our group had a wonderful time and I would absolutely recommend him! Thank you!

  5. EJ

    Eira

    Luxury Tripp 44' Sailboat Charter in San Francisco Bay

    Had an absolutely incredible experience sailing in San Francisco Bay for fleet week. We were right in the middle of the action, saw all the aeronautical displays up close, all whilst properly sailing in a racing yacht! Captain Dan commanded a complex outing with aplomb! Would recommend!

  6. BS

    Beverly

    30ft Catalina Sailboat Charter in Alameda CA

    Captain Brad was a fantastic captain! Our family of 6 had an amazing time out on the water for Fleet Week. He was welcoming, knowledgeable, and made the entire experience so fun and memorable. We couldn’t have asked for a better captain and would absolutely recommend him to anyone looking for a great day on the water. We plan to sail again with Captain Brad. Thank you, Captain!