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All listings in California

Incredible sailboat rentals in California, United States.

Page 1 of 5119 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
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
51' Classic Sailing Yacht in Marina del Rey
Sailing in Marina del Rey · 12 guests

51' Classic Sailing Yacht in Marina del Rey

5.0
Superowner
$350/hour
Beautiful Professionally Maintained Sailing Fleet, Catamarans and Sailboats
Sailing in Marina del Rey · 12 guests

Beautiful Professionally Maintained Sailing Fleet, Catamarans and Sailboats

4.8
$250+/hour
30ft Catlina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catlina Sailboat Charter in Alameda CA

5.0
$95/hour
2024 Dufour Super Fun Sailing Yacht in Marina del Rey
Sailing in Marina del Rey · 12 guests

2024 Dufour Super Fun Sailing Yacht in Marina del Rey

5.0
$250+/hour
Charming and Stylish Lagoon Catamaran 390
Sailing in Marina del Rey · 12 guests

Charming and Stylish Lagoon Catamaran 390

5.0
Superowner
$400/hour
😍Experience Peace and Tranquility 😍🍷🍾
Sailing in Coronado · 4 guests

😍Experience Peace and Tranquility 😍🍷🍾

5.0
$100/hour
Ride the Reynolds 33 - Pure Catamaran Sailing on San Diego Bay
Sailing in San Diego · 6 guests

Ride the Reynolds 33 - Pure Catamaran Sailing on San Diego Bay

New
$220/hour
Luxury 40" Sail Catamaran | New Discounted Summer Prices | Sausalito
Sailing in Sausalito · 12 guests

Luxury 40" Sail Catamaran | New Discounted Summer Prices | Sausalito

5.0
$263+/hour
Let's go and Sail in San Diego!
Sailing in Coronado · 8 guests

Let's go and Sail in San Diego!

5.0
Best of 2025
$50/hour
Enjoy the best of Mission Bay aboard a Captained 85' Wooden Viking Style Ketch
Sailing in San Diego · 12 guests

Enjoy the best of Mission Bay aboard a Captained 85' Wooden Viking Style Ketch

5.0
$590/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
$257+/hour
Excess 11 ultra fast and comfortable catamaran for fun!
Sailing in Marina del Rey · 12 guests

Excess 11 ultra fast and comfortable catamaran for fun!

New
$300+/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
$100+/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
$180+/hour
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
$200/hour
Award winning 41' Hunter Sailboat
Sailing in Marina del Rey · 12 guests

Award winning 41' Hunter Sailboat

4.0
$265+/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
Islander 36 - The Perfect Sailing Yacht for San Francisco Bay
Sailing in Sausalito · 6 guests

Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

5.0
$325/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
Tripp 43 Cruiser Racer Sailing Yacht in San Francisco Bay
Sailing in Alameda · 11 guests

Tripp 43 Cruiser Racer Sailing Yacht in San Francisco Bay

5.0
$199/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
$125+/hour
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
$120/hour

Sailing Reviews in California

  1. BA

    Bukkie

    Beautiful Professionally Maintained Sailing Fleet, Catamarans and Sailboats

    Captain Sebastian is the very best. You would have 100% fun on his boat. My family and I had a beautiful three-hour ride, and it was next to none. Captain Sebastian is the guy you want—very cool, calm, and collected.

  2. SA

    Stephen

    Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey

    We had a wonderful afternoon sailing off the coast with Gustavo. We couldn’t have had a more friendly and knowledgeable captain. It’s a beautiful boat and even exceeded our high expectations. Thank you Gustavo!

  3. Kacper

    Kacper

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    Mark is an experienced captain with a great personality. He made us feel right at home on his boat, provided delicious food, and was really good with the kids. He was accommodating, fun and we can’t wait to sail with him again!

  4. Jasmine

    Jasmine

    30ft Catlina Sailboat Charter in Alameda CA

    Captain Brad knows what he’s doing. He has great communication and his boat rides are fun! I definitely recommend him if you are looking for a boat ride in the Bay Area.

  5. RD

    Ruslana

    Beautiful Jeanneau 58' Sailboat in Marina del Rey

    Our trip with Julie was perfect, the boat is clean and beautiful. There is everything you need for a private party with your own music or peaceful getaway. Highly recommend!

  6. LB

    Leslie

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

    Real nice guy. Very accommodating. Cant wait to go out again!