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 5118 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
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
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
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
30ft Catalina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catalina Sailboat Charter in Alameda CA

5.0
$95/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
Best of 2026
$150/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
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
Instant Book
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
Come sail away on this Jeanneau 58' Sailboat in San Diego
Sailing in San Diego · 8 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
$189+/hour
Instant Book
High Demand
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
High Demand
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
Sail in Modern Luxury Beneteau Oceanis 37 Yacht
Sailing in Oceanside · 6 guests

Sail in Modern Luxury Beneteau Oceanis 37 Yacht

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

Hawaiian Breeze in Marina del Rey

5.0
$150/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
Sail San Diego Bay Aboard a French Yacht - Beer and Wine Included!
Sailing in San Diego · 6 guests

Sail San Diego Bay Aboard a French Yacht - Beer and Wine Included!

5.0
$450/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
High Demand
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
Private Harbor Cruise in Newport Beach, California
Tours in Newport Beach · 4 guests

Private Harbor Cruise in Newport Beach, California

5.0
$200/hour
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
Newport Harbor Sailing Adventure
Sailing in Newport Beach · 6 guests

Newport Harbor Sailing Adventure

5.0
$133/hour

Sailing Reviews in California

  1. AP

    Anna

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

    We had an amazing boat trip with Matthew and couldn’t have asked for a better captain! We were running late, and he was incredibly kind and patient to wait for us, which we really appreciated. From the moment we arrived, he made us feel welcome and ensured we had a fantastic experience. The trip was relaxing, fun, and perfectly organized, with beautiful views and a great atmosphere throughout. Matthew is professional, friendly, and truly goes above and beyond for his guests. We would absolutely book with him again and highly recommend him to anyone looking for an unforgettable day on the water!

  2. MP

    Marcia

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    We highly recommend Mark's service 100%! He was incredibly attentive and kind, and we absolutely loved the experience. He gave us great recommendations and shared so many insights about US culture. We highly recommend this amazing experience!!

  3. GD

    Grace

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    My friends and I had a lovely time celebrating my birthday on Captain Mark's boat. He actively checked the weather and provided updates as our reservation approached. He even recommended updated timing to make certain we enjoyed the sunset. Would recommend!

  4. Julie

    Julie

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

    Matthew was a great host and captain. He's amazing at taking care of everything as we relaxed and enjoyed the views. The boat was the perfect size for our party of 4. He sailed us up to Malibu, along the coast. It was such a lovely day!!

  5. LR

    Lily

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    Captain Mark was the best! The 6 of us had a great time on the sea celebrating my husband's residency graduation. There was plenty of space on the boat for all of us and we each got to take turns driving. Mark was a true pro and handled the boat with grace and ease. Would highly recommend a sail with Mark to celebrate big milestones or just to enjoy beautiful LA!

  6. DM

    David

    Schock 35' Cruiser Sailboat in San Francisco Bay

    This was an amazing experience for me and my family. Dan was a great host as a captain, and made the boat ride extremely fun! This is definitely something I will be returning to do in the future. Thank you so much for everything Dan.