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$100-$300
All listings in Californie

Incredible sailboat rentals in California, United States.

4.9
(2,114 Reviews)

Page 1 of 5106 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
Superowner
$105-$125hour
😍Experience Peace and Tranquility 😍🍷🍾
Sailing in Coronado · 4 guests

😍Experience Peace and Tranquility 😍🍷🍾

5.0
$100-$150hour
30ft Catlina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catlina Sailboat Charter in Alameda CA

5.0
$115hour
Sail a Melges 24 Race Boat for 3 hours on Lake Tahoe $500
Sailing in Placer County · 4 guests

Sail a Melges 24 Race Boat for 3 hours on Lake Tahoe $500

5.0
$200hour
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 2023
$160-$175hour
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
$200hour
Excellent yacht for the SF Bay!   Wind power/green clean fun! In Richmond, CA
Sailing in Richmond · 6 guests

Excellent yacht for the SF Bay! Wind power/green clean fun! In Richmond, CA

5.0
$140-$215hour
42 Sailing Monohull Tours in Sausalito
Sailing in Sausalito · 6 guests

42 Sailing Monohull Tours in Sausalito

5.0
Superowner
$200hour
Cruise In Style On Roomy Sailboat - 36' Catalina in Marina del Rey
Sailing in Marina del Rey · 6 guests

Cruise In Style On Roomy Sailboat - 36' Catalina in Marina del Rey

5.0
Superowner
$137-$145hour
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
$120hour
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
$155hour
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
$150hour
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 2023
$265hour
Sail Your Stress Away On Our Comfortable Private Catamaran in Los Angeles
Sailing in Marina del Rey · 12 guests

Sail Your Stress Away On Our Comfortable Private Catamaran in Los Angeles

5.0
Best of 2023
$300-$390hour
Curated Sailing Experience from the Golden Gate Bridge: Islander 36 Sailboat
Sailing in San Francisco · 5 guests

Curated Sailing Experience from the Golden Gate Bridge: Islander 36 Sailboat

5.0
Superowner
$250hour
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 2023
$230-$245hour
Newport Harbor Sailing Adventure
Sailing in Newport Beach · 6 guests

Newport Harbor Sailing Adventure

4.9
$133hour
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
$125hour
Sailing 22' Columbia for up to 6 people in Marina del Rey
Sailing in Marina del Rey · 6 guests

Sailing 22' Columbia for up to 6 people in Marina del Rey

5.0
Superowner
Best of 2023
$120hour
75' Sailing Schooner Charter in Long Beach, California
Sailing in Long Beach · 12 guests

75' Sailing Schooner Charter in Long Beach, California

5.0
Superowner
$115person
Instant Book
Sail the San Francisco Bay with Sun Odessy 449 Cruising Monohull!!!
Sailing in San Francisco · 8 guests

Sail the San Francisco Bay with Sun Odessy 449 Cruising Monohull!!!

5.0
$250-$300hour
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
$225-$300hour
38' Sailing catamaran for parties / events in Long Beach!
Sailing in Long Beach · 12 guests

38' Sailing catamaran for parties / events in Long Beach!

5.0
Superowner
$180-$250hour
2011 Catalina MK 250 II
Sailing in Alameda · 6 guests

2011 Catalina MK 250 II

New
$100hour

Sailing Reviews in Californie

  1. BB

    Brendan

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

    Matthew was a true professional. Knowledgeable, friendly, and dedicated to his craft. We couldn't have felt more at ease with him and his boat Bronco. I'd highly recommend booking a trip with Matthew if you are considering an adventure on the seas.

  2. OV

    Olivia

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

    We had the most fantastic photoshoot at sea. Matthew was an amazing captain and the boat is gorgeous. He took us on an amazing trip to capture the best shots, was so thoughtful, helpful, and funny. We felt like we were living in a JCrew ad - we can't wait to come back!

  3. KK

    Kimberly

    La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California

    We had a great time! Communication was quick and thorough, directions to the boat were easy to follow as well. The water was super calm and we got to relax with some music and snacks. My mom even got to drive the boat!

  4. AM

    Angela

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

    Excellent communication and professionalism from Matthew took the stress out of planning this excursion for my 7 year old's birthday trip to CA. The location was great with a nice Marina, wildlife spotting, and beautiful beaches! We really enjoyed our first sailing adventure!

  5. KC

    Karlik

    42 Foot Bertram Trojan Motor Yacht in Los Angeles

    Ryan is a GREAT host. I had an amazing time. he was punctual and reliable. Ryan responded in a timely manner and was on time. He was very kind and respectful. I really enjoyed my trip with Ryan and I will be sure to book with him in the future.

  6. AA

    Awele

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

    Booked this for my birthday and couldn’t be happier! Matthew was so kind and accommodating! The waves picked up at one point and Matthew adjusted the route to make sure we felt comfortable. Can’t recommend this enough!