We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

Captain
All listings in California

Incredible sailboat rentals in California, United States.

Page 2 of 7146 listings

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
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 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
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
Charming and Stylish Lagoon Catamaran 390
Sailing in Marina del Rey · 12 guests

Charming and Stylish Lagoon Catamaran 390

New
$400hour
Luxury San Francisco Catamaran: City Views & Magical Evening Sails
Sailing in Alameda · 12 guests

Luxury San Francisco Catamaran: City Views & Magical Evening Sails

4.8
$300-$450hour
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
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
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
Avalon Harbor's Only Sailing Charter
Sailing in Avalon · 6 guests

Avalon Harbor's Only Sailing Charter

5.0
$17-$300hour
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
MOVIE NIGHT ON BOARD
Sailing in Long Beach · 12 guests

MOVIE NIGHT ON BOARD

5.0
Superowner
$50person
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
PRIVATE Sunset/Day Sailing Cruises in Oceanside
Sailing in Oceanside · 6 guests

PRIVATE Sunset/Day Sailing Cruises in Oceanside

5.0
$150hour
40' Catamaran - Sail away
Sailing in Marina del Rey · 6 guests

40' Catamaran - Sail away

New
$400hour
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
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
Cruises to Catalina on 38' sailing catamaran
Sailing in Long Beach · 12 guests

Cruises to Catalina on 38' sailing catamaran

5.0
Superowner
$225-$290hour
Hawaiian Breeze in Marina del Rey
Sailing in Marina del Rey · 6 guests

Hawaiian Breeze in Marina del Rey

5.0
$100person
60’ Premier Private Sailing Yacht in San Diego
Sailing in San Diego · 30 guests

60’ Premier Private Sailing Yacht in San Diego

5.0
Best of 2023
$625hour
Sail Modern Premium Sailboat from San Francisco
Sailing in San Francisco · 6 guests

Sail Modern Premium Sailboat from San Francisco

5.0
$180-$200hour

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. KA

    Kirk

    75' Sailing Schooner Charter in Long Beach, California

    This experience way exceeded expectations. We walked along the dock to the very end to find the largest boat waiting for us. The crew was very helpful and assisted us with bringing our cooler and food items aboard. They met us at the gate and gave us parking permits. They explained to us layout of the vessel and plan for the afternoon. They deployed a couple sails and we had fun cruising. Would definitely recommend and lots of space for 12 people.

  5. Carrie

    Carrie

    75' Sailing Schooner Charter in Long Beach, California

    This boat is absolutely stunning! The table space is so roomy and there is plenty of space at the front for dancing and hanging out with people! The speaker system was great! The crew was all so nice and helpful meeting us in the parking lot and even helping up bring our stuff to the boat! Such a fun event! Definitely recommend a sunset cruise!

  6. Lou

    Lou

    75' Sailing Schooner Charter in Long Beach, California

    I fully recommend for others to rent ivan’s boat! It is a very peaceful yet exciting experience to have! We made a surprise birthday celebration for my boyfriend and celebrated it with friends! John, ivan, and kristine are nothing but nice and helpful for us during the ride, they let us enjoyed the whole boat by our own and entertain us throughout the ride! It was a vey wonderful and beautiful boat ride! Very much thankful for having us!