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All listings in California

Incredible sailboat rentals in California, United States.

Page 1 of 5119 listings

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
$120/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
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
30ft Catalina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catalina Sailboat Charter in Alameda CA

5.0
$95/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
Limited Availability
Sail San Diego Bay Aboard a French Yacht - Beer and Wine Included!
Sailing in San Diego · 6 guests

Sail San Diego Bay Aboard a French Yacht - Beer and Wine Included!

5.0
$450/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
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
Avalon Harbor's Only Sailing Charter
Sailing in Avalon · 6 guests

Avalon Harbor's Only Sailing Charter

5.0
$275+/hour
Come sail away on this Jeanneau 58' Sailboat in San Diego
Sailing in San Diego · 8 guests

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

4.8
$400/hour
Limited Availability
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
Hawaiian Breeze in Marina del Rey
Sailing in Marina del Rey · 6 guests

Hawaiian Breeze in Marina del Rey

5.0
$150/hour
Limited Availability
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
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
Private Harbor Cruise in Newport Beach, California
Tours in Newport Beach · 4 guests

Private Harbor Cruise in Newport Beach, California

5.0
$200/hour
Newport Harbor Sailing Adventure
Sailing in Newport Beach · 6 guests

Newport Harbor Sailing Adventure

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

42 Sailing Monohull Tours in Sausalito

5.0
Superowner
$200/hour
Limited Availability
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
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
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
Create Memories you will Cherish for Life on this 47' Luxuary Sailboat!
Sailing in Newport Beach · 6 guests

Create Memories you will Cherish for Life on this 47' Luxuary Sailboat!

5.0
Superowner
$200+/hour
FAST J/105 Sailing Yacht Charter Downtown San Francisco, California!
Sailing in San Francisco · 6 guests

FAST J/105 Sailing Yacht Charter Downtown San Francisco, California!

5.0
Superowner
$300+/hour
Instant Book
Limited Availability
Fully Crewed, All Inclusive Private Luxury Experience for 2 to 12
Sailing in San Francisco · 12 guests

Fully Crewed, All Inclusive Private Luxury Experience for 2 to 12

5.0
$876+/hour

Sailing Reviews in California

  1. LR

    Lily

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    Captain Mark was the best! The 6 of us had a great time on the sea celebrating my husband's residency graduation. There was plenty of space on the boat for all of us and we each got to take turns driving. Mark was a true pro and handled the boat with grace and ease. Would highly recommend a sail with Mark to celebrate big milestones or just to enjoy beautiful LA!

  2. Braxton

    Braxton

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

    If aliens visited our planet and were looking for a perfect excursion out on the water, for their first foray/experience of sailing, I would recommend Julie, & her wonderful vessel as a representative for the Earth, because my experience could not have been more PERFECT! Genuinely, this was the best experience I've ever had sailing so far and I've been on a few different excursions in my lifetime so far. Julie hospitality & smooth sailing (figuratively & literally) was far and away the highlight of my weekend here in San Diego. I cannot wait to find myself in her knowledgeable hands again for another perfect adventure out on the ocean.

  3. Francois

    Francois

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

    Amazing trip around the bay with Captain Jan for my daughters birthday. I was very happy with the communication pre trip which allowed me to plan properly for what we should bring and how to get to the boat, bringing me peace of mind. I also appreciated how captain Jan was flexible during the trip, including allowing us to swim in a nice cove by Angel Island. we also were lucky enough to see whales, pelicans, sea lions and porpoises. Cherry on top Jan and his partner gifted my daughters with a very cute handmade gift (I won't spill the surprise). overall great afternoon on captain Jan's boat. highly recommend for a party of 6 or less.

  4. piero

    piero

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

    what a guy, amazing experience. don’t look further 11/10 worth it. really knowledgeable laidback and overall careful on sailing. you can tell he really cares for his passengers. let me steer for a bit and enjoy the moment. I truly have no words what an amazing one of a kind experience.

  5. EN

    Emma

    30ft Catalina Sailboat Charter in Alameda CA

    My friends & I had a great trip with Brad for 6! We didn’t expect him to let us actually sail with him, but it was super informative. He was very knowledgeable about the boat and navigating other boats. Everything was clean! We were able to bring our own food & drinks too! We would definitely recommend it to others in the future!!

  6. CC

    Craig

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

    Jan worked with us to make this trip, exceptional. The boat is fantastic. He and his crew are fantastic. I would highly recommend booking with him. I’m a sailor and my girlfriend and I did most of the driving. Also, his boat is equipped with great electronics, which add to the experience.