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04/27/2024  ± 1 day
All listings in California

Incredible sailboat rentals in California, United States.

Page 2 of 7155 listings

Newport Harbor Sailing Adventure
Sailing in Newport Beach · 6 guests

Newport Harbor Sailing Adventure

4.9
$133hour
Private Harbor Cruise in Newport Beach, California
Tours in Newport Beach · 4 guests

Private Harbor Cruise in Newport Beach, California

5.0
$99person
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
Luxury San Francisco Bay Catamaran: City Views & Magical Evening Sails
Sailing in Alameda · 12 guests

Luxury San Francisco Bay Catamaran: City Views & Magical Evening Sails

4.8
$375-$475hour
Sail San Francisco Bay On 51' Morgan Out Island Ketch with Captain
Events in Sausalito · 30 guests

Sail San Francisco Bay On 51' Morgan Out Island Ketch with Captain

4.9
$500hour
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
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
$325hour
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
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
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
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
$675hour
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
$600hour
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
$350-$400hour
Sailing Elliott 1050 Sloop for rent in Sausalito, California
Sailing in Sausalito · 6 guests

Sailing Elliott 1050 Sloop for rent in Sausalito, California

5.0
$215-$275hour
Pirate Ship in Avalon, Catalina
Sailing in Avalon · 6 guests

Pirate Ship in Avalon, Catalina

5.0
$150-$175hour
PRIVATE Sunset/Day Sailing Cruises in Oceanside
Sailing in Oceanside · 6 guests

PRIVATE Sunset/Day Sailing Cruises in Oceanside

5.0
$150hour
Avalon Harbor's Only Sailing Charter
Sailing in Avalon · 6 guests

Avalon Harbor's Only Sailing Charter

5.0
$17-$300hour
32' Ericson Racer/Cruiser Sailboat Charter in Long Beach, California
Sailing in Long Beach · 6 guests

32' Ericson Racer/Cruiser Sailboat Charter in Long Beach, California

5.0
$149hour
60’ Premier Private Sailing Yacht in San Diego
Sailing in San Diego · 30 guests

60’ Premier Private Sailing Yacht in San Diego

5.0
$625hour
Celebrate your special event in style with a fun Cruise on SF Bay
Sailing in San Francisco · 28 guests

Celebrate your special event in style with a fun Cruise on SF Bay

5.0
Superowner
$650hour
Gourmet Sailing Charter (Newly imported teak decking from Norway!)
Sailing in Marina del Rey · 6 guests

Gourmet Sailing Charter (Newly imported teak decking from Norway!)

5.0
$150-$175hour
Hawaiian Breeze in Marina del Rey
Sailing in Marina del Rey · 6 guests

Hawaiian Breeze in Marina del Rey

5.0
$100person
Sail Modern Premium Sailboat from San Francisco
Sailing in San Francisco · 6 guests

Sail Modern Premium Sailboat from San Francisco

5.0
$180-$200hour
Luxury Sailing Yacht on Santa Cruz 50 Sailboat Downtown San Francisco, CA
Sailing in San Francisco · 20 guests

Luxury Sailing Yacht on Santa Cruz 50 Sailboat Downtown San Francisco, CA

4.9
$450-$900hour

Sailing Reviews in California

  1. DF

    Deisa

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

    I will be booking with David again! He was very good at communicating and he did a great job! The boat was so much fun!

  2. MB

    Monica

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

    We booked Jim's boat for my sister's birthday (she's a Pisces). Jim was nothing short of an exceptional host and his boat was beautiful. Communication was great from start to finish, he answered all our questions, and gave user friendly directions. (And made a ton of dad jokes).The inside space had a bunch of amenities we forgot to bring and Jim kept us at ease with his knowledge and expertise while out on the Bay. Jim was amazing, funny, and a whole VIBE. We all enjoyed the trip and would highly recommend his ship.

  3. DC

    David

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

    Thank you David for hosting my birthday celebration had so much fun definitely recommend!!!

  4. LB

    Leora

    Newport Harbor Sailing Adventure

    We went out for a 5 hr sail on 4th of July weekend and captain Andrew was the best! The vintage vessel (her name is Lively) was the prettiest in the harbor, and once we were out of the harbor the captain taught us a bit about how to sail her too! We were able to bring food and drinks on board and arrived back in harbor on time. We'll definitely be doing this again

  5. LT

    Laura

    Newport Harbor Sailing Adventure

    Andrew was great. His boat is beautiful, and definitely a real life, down-to-earth (or sea?) sailing experience. He is very knowledgeable about the harbor and about sailing, and can find the balance between sharing his knowledge and letting the group have their own experience. Highly recommend.

  6. AN

    Amanda

    Newport Harbor Sailing Adventure

    Captain Andrew chartered a wonderful sailing trip in and around Newport Beach Harbor. His 1976 Schooner is a beautiful boat. He is very knowledgeable about the harbor and other boats. We enjoyed our time on his boat talking with Andrew and soaking in the beautiful scenery. We definitely plan to book again. Good value, well worth it for the experience.