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All listings in California

Incredible sailboat rentals in California, United States.

Page 1 of 5118 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
$130/hour
Sail in Modern Luxury Beneteau Oceanis 37 Yacht
Sailing in Oceanside · 6 guests

Sail in Modern Luxury Beneteau Oceanis 37 Yacht

5.0
$175/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
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
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 2026
$150/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
Best of 2026
$150/hour
Avalon Harbor's Only Sailing Charter
Sailing in Avalon · 6 guests

Avalon Harbor's Only Sailing Charter

5.0
$275+/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
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
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
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
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
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
Beautiful Jeanneau 58' Sailboat in San Diego
Sailing in San Diego · 8 guests

Beautiful Jeanneau 58' Sailboat in San Diego

4.8
$400/hour
Nicest Certified Sailing Yacht on the West Coast for 15 People Package
Sailing in San Francisco · 15 guests

Nicest Certified Sailing Yacht on the West Coast for 15 People Package

5.0
$650+/hour
Hawaiian Breeze in Marina del Rey
Sailing in Marina del Rey · 6 guests

Hawaiian Breeze in Marina del Rey

5.0
$150/hour
Private Luxury Sailing Catamaran Charter on San Francisco Bay
Sailing in Sausalito · 12 guests

Private Luxury Sailing Catamaran Charter on San Francisco Bay

5.0
$1,000+/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
Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay
Sailing in San Francisco · 28 guests

Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay

4.9
$750/hour
Create memories you’ll cherish for life! 47' Luxury Sailboat
Sailing in Newport Beach · 6 guests

Create memories you’ll cherish for life! 47' Luxury Sailboat

5.0
Superowner
$250+/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

Sailing Reviews in California

  1. GM

    Gagan

    Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

    I had a great time on board with Captain Fred and James who were taking over for Jan while he was away. Jan reached out to me via phone call and gave me a great run down of expectations and what I wanted the itinerary to be. He also followed with an orientation email and introduced me to Fred. Fred was great and was really passionate about sailing. He even let us drive for a good while. It was an incredible experience and we likely will be back with more people!!

  2. MH

    Madeline

    Hudson 58ft Sailing Vessel - Enjoy The Classic Sailing Experience With Us!

    Perfect sailboat experience for a large group!! I booked this for a group of photographers and I, and it was seriously everything we could've hoped for! The boat is gorgeous above and below deck and our captain was excellent! He was so helpful in helping us navigate where to spend the most of our time since it was pretty rough waters outside of the marina, and helped to make sure the seasick ones in our group felt comfortable & no one ended up getting too sick! Would book again in a heartbeat :)

  3. YF

    Yosi

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

    We had an incredible time on our three‑hour boat trip. The ride itself was beautiful—calm water, great views, and the perfect mix of relaxation and adventure—but what truly made the experience stand out was the captain. He was an absolute pleasure to be with: friendly, knowledgeable, and genuinely invested in making sure everyone on board felt comfortable and had a great time. His easygoing personality and passion for what he does turned a simple outing into a memorable experience. I’d happily sail with him again.

  4. KO

    Kristen

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    Capitan Mark, is the epitome of a true Capitan and professional sailor. My family and I had a magical experience and learned so much from Mark in just a few short hours. Mark has an incredible depth of knowledge about the Sea and California's coastline and was an amazing host. Thank you for everything Mark, see you next time!

  5. Abby

    Abby

    Nicest Certified Sailing Yacht on the West Coast for 15 People Package

    Our group of 9 had a beautiful sail in the Bay during the March heatwave. The boat’s speaker wasn’t working, but fortunately I brought a portable speaker. Capt Drew and his son were great and helpful. They provided a hard cooler for our drinks and would pour and serve us. I would book with them again!

  6. SO

    Sidney

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    We had a great time sailing with Mark! It was the perfect introductory lesson for us and learned a ton. We can’t wait to get back on the water!