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All listings in California

Incredible sailboat rentals in California, United States.

Page 1 of 5111 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
$100+/hour
30ft Catalina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catalina Sailboat Charter in Alameda CA

5.0
$95/hour
Private Coastal Sailing - Los Angeles
Sailing in Marina del Rey · 4 guests

Private Coastal Sailing - Los Angeles

4.8
$90/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
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 2025
$150/hour
Avalon Harbor's Only Sailing Charter
Sailing in Avalon · 6 guests

Avalon Harbor's Only Sailing Charter

5.0
$275+/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
$150/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
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
$208+/hour
Schock 35 Cruiser Racer in San Francisco Bay
Sailing in Alameda · 6 guests

Schock 35 Cruiser Racer in San Francisco Bay

5.0
$134/hour
Pure Sport Catamaran Sailing on San Diego Bay
Sailing in San Diego · 6 guests

Pure Sport Catamaran Sailing on San Diego Bay

5.0
$220/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
Best of 2025
$185+/hour
42 Sailing Monohull Tours in Sausalito
Sailing in Sausalito · 6 guests

42 Sailing Monohull Tours in Sausalito

5.0
Superowner
$200/hour
44' RACER CRUISER ROLEX BIG BOAT SERIES WINNER  | San Francisco Bay
Sailing in Alameda · 6 guests

44' RACER CRUISER ROLEX BIG BOAT SERIES WINNER | San Francisco Bay

5.0
$239+/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
Best of 2025
$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
$200+/hour
Incredible 36' Cruiser For Rent
Powerboats in Long Beach · 10 guests

Incredible 36' Cruiser For Rent

5.0
$149/hour
Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained
Sailing in Alameda · 6 guests

Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained

5.0
$300/hour
Newport Harbor Sailing Adventure
Sailing in Newport Beach · 6 guests

Newport Harbor Sailing Adventure

5.0
$133/hour
High Demand
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
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
BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!
Sailing in Marina del Rey · 12 guests

BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!

5.0
Superowner
$425/hour
Award winning 41' Hunter Sailboat
Sailing in Marina del Rey · 12 guests

Award winning 41' Hunter Sailboat

4.0
$265+/hour

Sailing Reviews in California

  1. MM

    Melissa

    55ft Hudson sailboat in Marina del Rey. Your private group. Best Choice in L.A.

    Captain Stephen was great! Went out of his way to check with me throughout sail re: our route, a swim stop, how everyone was felling. No Notes! Gustavo was very communicative and made the process easy. The boat (mid 70's) so charming and was the best of both worlds (vintage vibes + restored). Really Fun Time!

  2. TS

    Thomas

    Avalon Harbor's Only Sailing Charter

    This was an absolutely beautiful tour on an incredible sailboat. We toured the island and also were able to snorkel as the boat was equipped with plenty of masks and snorkels. Raphael was such a fantastic captain teaching us all of the history of Catalina. Totally recommend this experience!!!!! Thank you!

  3. RL

    Rachel

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    Mark was great! He responded quickly and answered all my questions. My friends and I came for a bachelorette party and had the best time! Definitely recommend Mark, we had an awesome time on the beautiful boat.

  4. Jen

    Jen

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

    Had such a great time on Matthew’s boat. My sister and I spent the afternoon with Matthew who was super accommodating, very knowledgeable and friendly. Would definitely sail with Matthew again.

  5. CS

    Carissa

    Unforgettable Adventure Aboard a 75’ Sailing Schooner Charter in Long Beach

    My friends and I had the best experience with Alex, Captain John and Joe! They made the booking process so seamless, and addressed all of my questions and concerns in a timely manner. The boat itself was beautiful, and the team was kind enough to lend us their paddleboards when we stopped to swim. They were extremely communicative, and gave us clear instructions on how to find them upon arrival. Easily a 10/10 experience!

  6. SE

    Sara

    55ft Hudson sailboat in Marina del Rey. Your private group. Best Choice in L.A.

    We had such a fun time sailing with Captain Stephen! The boat was perfect for our group of eleven and it was so nice getting out on the water. Easy to book and communicative with all our questions — highly recommend if you’re looking for a fun day with friends!