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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
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
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
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
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
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
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
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
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
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
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
Limited Availability
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
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
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
Stunning 46' Bali Cruising Catamaran Charter in Marina del Rey, California
Sailing in Marina del Rey · 12 guests

Stunning 46' Bali Cruising Catamaran Charter in Marina del Rey, California

5.0
Superowner
$650/hour
Newport Harbor Sailing Adventure
Sailing in Newport Beach · 6 guests

Newport Harbor Sailing Adventure

5.0
$133/hour
42 Sailing Monohull Tours in Sausalito
Sailing in Sausalito · 6 guests

42 Sailing Monohull Tours in Sausalito

5.0
Superowner
$200/hour

Sailing Reviews in California

  1. 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!

  2. 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!

  3. SF

    Sarah

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

    We had such an amazing time out on the water, sailing a bit of the coast and then docking to jump in. Captain was communicative, professional and a total joy! The boat was spacious enough that our group of 11 could spread out in different areas. This was the final activity of a 3-day retreat and many folks named this as their top moment of the weekend! Whether you're visiting or are local and want a special way to experience the water, I highly recommend. Thanks Captain!!

  4. JA

    Juliet

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    We had a really wonderful time sailing to Catalina Island with Captain Mark (2 nights, 4 adults). Captain Mark made us feel super comfortable throughout the trip and put a lot of care into teaching us about sailing and cooking meals. He really went above and beyond. We had fun relaxing on the boat and swimming and snorkeling in the crystal clear waters of Catalina. But you can’t beat drinking coffee and eating a hot breakfast in Emerald Bay, watching the sea life and fellow sailers start their days. I’ll definitely book another trip with Captain Mark!

  5. JE

    Joshua

    42 Foot Bertram Trojan Motor Yacht in Los Angeles

    We had an absolutely amazing experience on a private boat trip to celebrate my wife’s 40th birthday! From the moment we arrived, everything was perfect, and the captain provided excellent and superb customer service throughout the entire trip. What really made the experience unforgettable were all the thoughtful personal touches. The captain surprised my wife with a beautiful birthday cake and balloons, which was such a wonderful gesture and completely unexpected. He also took amazing pictures of us throughout the trip, capturing special moments that we’ll be able to cherish forever. I honestly did not expect that level of attention and care. The boat ride itself was fantastic, but it was the captain’s professionalism, kindness, and genuine effort to make my wife’s birthday special that truly stood out. You could tell he genuinely cared about making sure we had an incredible experience. We couldn’t have asked for a better way to celebrate such a special milestone. Highly recommend this private boat experience to anyone looking for exceptional service, beautiful memories, and a truly special day.

  6. Evelyn

    Evelyn

    Come sail away on this Jeanneau 58' Sailboat in San Diego

    An unforgettable way to see San Diego! Julie was amazing! My cousin was visiting from Chicago and wanted to experience San Diego from the water, and this was the perfect way to do it. The boat was perfect, the views were beautiful, and we even got to see seals up close. It was a bit chilly the day we sailed, but the crew thought of everything, with warm blankets and comfy chairs so we could relax on the deck. Julie made the whole experience special, and I'd recommend booking with her to anyone!