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All listings in California

Incredible sailboat rentals in California, United States.

Page 1 of 5114 listings

Private Coastal Sailing - Los Angeles
Sailing in Marina del Rey · 4 guests

Private Coastal Sailing - Los Angeles

4.8
$95/hour
30ft Catalina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catalina Sailboat Charter in Alameda CA

5.0
$95/hour
37' Sailing Yacht in Marina Del Rey: Sail into a deep, Relaxed State
Sailing in Marina del Rey · 6 guests

37' Sailing Yacht in Marina Del Rey: Sail into a deep, Relaxed State

5.0
$200/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
Avalon Harbor's Only Sailing Charter
Sailing in Avalon · 6 guests

Avalon Harbor's Only Sailing Charter

5.0
$275+/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
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
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
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
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
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 2025
$185+/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
Untethered - Sporty Catamaran
Sailing in Marina del Rey · 12 guests

Untethered - Sporty Catamaran

5.0
$225+/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 2025
$185+/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
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
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
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
Nicest Certified Sailing Yacht on the West Coast for 10 Pax Package
Sailing in San Francisco · 10 guests

Nicest Certified Sailing Yacht on the West Coast for 10 Pax Package

5.0
$600+/hour
Instant Book
Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch
Events in Sausalito · 30 guests

Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch

4.9
Superowner
$650/hour
San Diego Bay Sailing Experience
Sailing in San Diego · 12 guests

San Diego Bay Sailing Experience

5.0
$55/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
Newport Harbor Sailing Adventure
Sailing in Newport Beach · 6 guests

Newport Harbor Sailing Adventure

5.0
$133/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

Sailing Reviews in California

  1. OM

    Olaf

    Schock 35 Cruiser Racer in San Francisco Bay

    From the beginning until the end of this turn everything top. My wish to sail under the Golden Gate Bridge we did and on top we could watch seals, Dolphins and Wales!!! Dan is a fantastic Skipper and human Person! See you soon, Olaf

  2. AK

    Alexis

    42 Foot Bertram Trojan Motor Yacht in Los Angeles

    Captain Ryan was absolutely fantastic professional, friendly, and incredibly attentive from start to finish. His boat was spotless, comfortable, and well-maintained, offering the perfect setting for a beautiful day on the water. He made everyone feel safe and welcome, guiding us through breathtaking views while creating a relaxed and enjoyable atmosphere. Captain Ryan’s expertise and warm personality turned the trip into something truly special. Whether you’re celebrating an occasion or simply looking for a peaceful escape, I can’t recommend him and his boat highly enough. We had an amazing time and would love to sail with him again!

  3. Jen

    Jen

    37' Sailing Yacht in Marina Del Rey: Sail into a deep, Relaxed State

    Highly recommend booking with Captain Matthew! My out of town visitors had a really lovely time seeing the coast. It’s such a great way to enjoy the Pacific! Matthew made delicious apps for us and kept our wine topped up throughout the trip. Would definitely book again. Thank you!

  4. Emily

    Emily

    BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!

    We had the best time!! 12 of us sailed from Marina Del Rey to Catalina Island for a birthday party and it was incredible. 6 of us camped and the others spent the night on board. The captains were so fun and helpful and the boat was super spacious. We saw so much wildlife on the ride out and back. Highly recommend booking!

  5. 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!

  6. 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!