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    All listings in California

    Incredible sailboat rentals in California, United States.

    4.9
    (2,546 Reviews)

    Page 1 of 7 • 156 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    Superowner
    $105-$125hour
    😍Experience Peace and Tranquility 😍🍷🍾
    Sailing in Coronado · 4 guests

    😍Experience Peace and Tranquility 😍🍷🍾

    5.0
    $100-$150hour
    30ft Catlina Sailboat Charter in Alameda CA
    Sailing in Alameda · 6 guests

    30ft Catlina Sailboat Charter in Alameda CA

    5.0
    $115hour
    Sail a Melges 24 Race Boat for 3 hours on Lake Tahoe $500
    Sailing in Placer County · 4 guests

    Sail a Melges 24 Race Boat for 3 hours on Lake Tahoe $500

    5.0
    $200hour
    34' Hunter Sailing in San Diego!
    Sailing in Coronado · 8 guests

    34' Hunter Sailing in San Diego!

    5.0
    $50hour
    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 2023
    $160-$175hour
    3 hour Sailing Experiences on North Lake Tahoe - $600
    Sailing in Placer County · 6 guests

    3 hour Sailing Experiences on North Lake Tahoe - $600

    4.9
    $200hour
    Cruise with Catalina 25 Sailboat in Alameda California
    Sailing in Alameda · 4 guests

    Cruise with Catalina 25 Sailboat in Alameda California

    5.0
    $80hour
    Excellent yacht for the SF Bay! Wind power/green clean fun! In Richmond, CA
    Sailing in Richmond · 6 guests

    Excellent yacht for the SF Bay! Wind power/green clean fun! In Richmond, CA

    5.0
    $140-$215hour
    42 Sailing Monohull Tours in Sausalito
    Sailing in Sausalito · 6 guests

    42 Sailing Monohull Tours in Sausalito

    5.0
    Superowner
    $200hour
    Cruise In Style On Roomy Sailboat - 36' Catalina in Marina del Rey
    Sailing in Marina del Rey · 6 guests

    Cruise In Style On Roomy Sailboat - 36' Catalina in Marina del Rey

    5.0
    Superowner
    $137-$145hour
    Schock 35 Cruiser Racer and 44ft Racer cruiser for 6 people in San Francisco Bay
    Sailing in Alameda · 6 guests

    Schock 35 Cruiser Racer and 44ft Racer cruiser for 6 people in San Francisco Bay

    5.0
    $120hour
    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
    $155hour
    Beautiful Jeanneau 58' Sailboat in Marina del Rey
    Sailing in Marina del Rey · 8 guests

    Beautiful Jeanneau 58' Sailboat in Marina del Rey

    4.6
    $400hour
    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
    $150hour
    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 2023
    $265hour
    Sail Your Stress Away On Our Comfortable Private Catamaran in Los Angeles
    Sailing in Marina del Rey · 12 guests

    Sail Your Stress Away On Our Comfortable Private Catamaran in Los Angeles

    5.0
    Best of 2023
    $300-$390hour
    Curated Sailing Experience from the Golden Gate Bridge: Islander 36 Sailboat
    Sailing in San Francisco · 5 guests

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

    5.0
    Superowner
    $250hour
    San Diego Bay Sailing Experience
    Sailing in San Diego · 12 guests

    San Diego Bay Sailing Experience

    4.9
    $99person
    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 2023
    $230-$245hour
    Newport Harbor Sailing Adventure
    Sailing in Newport Beach · 6 guests

    Newport Harbor Sailing Adventure

    4.9
    $133hour
    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
    $125hour
    Sailing 22' Columbia for up to 6 people in Marina del Rey
    Sailing in Marina del Rey · 6 guests

    Sailing 22' Columbia for up to 6 people in Marina del Rey

    5.0
    Superowner
    Best of 2023
    $120hour
    Private Harbor Cruise in Newport Beach, California
    Tours in Newport Beach · 4 guests

    Private Harbor Cruise in Newport Beach, California

    5.0
    $99person

    Top Destinations Nearby

    Sailing Reviews in California

    1. BB

      Brendan

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

      Matthew was a true professional. Knowledgeable, friendly, and dedicated to his craft. We couldn't have felt more at ease with him and his boat Bronco. I'd highly recommend booking a trip with Matthew if you are considering an adventure on the seas.

    2. OV

      Olivia

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

      We had the most fantastic photoshoot at sea. Matthew was an amazing captain and the boat is gorgeous. He took us on an amazing trip to capture the best shots, was so thoughtful, helpful, and funny. We felt like we were living in a JCrew ad - we can't wait to come back!

    3. KK

      Kimberly

      La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California

      We had a great time! Communication was quick and thorough, directions to the boat were easy to follow as well. The water was super calm and we got to relax with some music and snacks. My mom even got to drive the boat!

    4. AM

      Angela

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

      Excellent communication and professionalism from Matthew took the stress out of planning this excursion for my 7 year old's birthday trip to CA. The location was great with a nice Marina, wildlife spotting, and beautiful beaches! We really enjoyed our first sailing adventure!

    5. KC

      Karlik

      42 Foot Bertram Trojan Motor Yacht in Los Angeles

      Ryan is a GREAT host. I had an amazing time. he was punctual and reliable. Ryan responded in a timely manner and was on time. He was very kind and respectful. I really enjoyed my trip with Ryan and I will be sure to book with him in the future.

    6. AA

      Awele

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

      Booked this for my birthday and couldn’t be happier! Matthew was so kind and accommodating! The waves picked up at one point and Matthew adjusted the route to make sure we felt comfortable. Can’t recommend this enough!

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