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All listings in California

Incredible sailboat rentals in California, United States.

Page 3 of 5 • 112 listings

Private Sailing Tour in San Diego up to 10 Guests
Sailing in San Diego · 10 guests

Private Sailing Tour in San Diego up to 10 Guests

5.0
$165/hour
Nicest Certified 53' Santa Cruz Sailing Yacht on the West Coast - 20 Pax Package
Sailing in San Francisco · 20 guests

Nicest Certified 53' Santa Cruz Sailing Yacht on the West Coast - 20 Pax Package

5.0
Superowner
$750+/hour
Luxury Sail into a Deep, Relaxed State
Sailing in Marina del Rey · 6 guests

Luxury Sail into a Deep, Relaxed State

5.0
$200/hour
The nicest Charter Sailing Yacht in the West - Downtown San Francisco
Sailing in San Francisco · 20 guests

The nicest Charter Sailing Yacht in the West - Downtown San Francisco

4.9
Superowner
$750+/hour
Bali 43 Complete comfort Catamaran
Sailing in Marina del Rey · 12 guests

Bali 43 Complete comfort Catamaran

5.0
$400/hour
NIGHT ON BOARD on a 38' sailing catamaran IN SAN PEDRO OR CATALINA
Sailing in Los Angeles · 12 guests

NIGHT ON BOARD on a 38' sailing catamaran IN SAN PEDRO OR CATALINA

5.0
Superowner
$169+/hour
6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor
Sailing in San Diego · 6 guests

6 passengers: San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor

5.0
$220/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
36ft Catalina Sailboat with Captain in Oceanside, California for Sunset Sails
Sailing in Oceanside · 6 guests

36ft Catalina Sailboat with Captain in Oceanside, California for Sunset Sails

New
$150/hour
Limited Availability
San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event
Sailing in San Diego · 30 guests

San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event

5.0
$600+/hour
Celebrate your special event in style with a fun Cruise on SF Bay
Sailing in San Francisco · 35 guests

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

5.0
Superowner
$650/hour
Nicest Certified Sailing Yacht on the West Coast for 10 Pax Package
Sailing in San Francisco · 10 guests

Nicest Certified Sailing Yacht on the West Coast for 10 Pax Package

5.0
Superowner
$600+/hour
Pirate Ship in Avalon, Catalina
Sailing in Avalon · 6 guests

Pirate Ship in Avalon, Catalina

5.0
$150+/hour
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
Dream sailing a wonderful experience on the water | 40'  Sun Odyssey Sailboat
Sailing in Marina del Rey · 6 guests

Dream sailing a wonderful experience on the water | 40' Sun Odyssey Sailboat

New
$250/hour
35' Cruising Catamaran on San Francisco Bay
Sailing in Oakland · 10 guests

35' Cruising Catamaran on San Francisco Bay

4.9
$225/hour
Let’s Go Sailing On This Beautiful Private Catalina 350 Yacht From San Francisco
Sailing in San Francisco · 6 guests

Let’s Go Sailing On This Beautiful Private Catalina 350 Yacht From San Francisco

5.0
$300/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
Superowner
$650+/hour
Romantic city lights trip on beanbags on 42 ft Bertram
Events in Long Beach · 6 guests

Romantic city lights trip on beanbags on 42 ft Bertram

5.0
$125/hour
35' Sailing Yacht Charter in Sausalito
Sailing in Sausalito · 6 guests

35' Sailing Yacht Charter in Sausalito

5.0
$220/hour
Christmas Boat Parade Pirate Ship Cruise in Newport Beach, California
Sailing in Newport Beach · 6 guests

Christmas Boat Parade Pirate Ship Cruise in Newport Beach, California

5.0
$160/hour
Charter this Ultra-Luxury Beneteau 37 Sailboat downtown San Francisco
Sailing in San Francisco · 6 guests

Charter this Ultra-Luxury Beneteau 37 Sailboat downtown San Francisco

5.0
Superowner
$400+/hour
Luxury Lagoon 450 Sailing Catamaran in Oceanside
Sailing in Oceanside · 6 guests

Luxury Lagoon 450 Sailing Catamaran in Oceanside

5.0
$250/hour
San Francisco Bay 44ft Sailing Yacht | 2021 Jeanneau Sun Odyssey 440
Sailing in Brisbane · 6 guests

San Francisco Bay 44ft Sailing Yacht | 2021 Jeanneau Sun Odyssey 440

5.0
$250/hour

Sailing Reviews in California

  1. ME

    Megan

    35' Sailing Yacht Charter in Sausalito

    We had an absolutely beautiful time with Captain Kirk’s San Francisco Sailing!! My parents came to visit and I took them out on the bay for the afternoon. Our captain, Rowan, was a master boatman—friendly, helpful, encouraging, and hilarious. He truly took the time to ensure that we enjoyed ourselves. Captain Kirk runs a great operation; we had everything we could’ve needed on the boat and they made it very easy to find the boat and ensured we were well-prepared with all the info. It was also extremely well-priced. Overall, very happy with our experience and we will remember it forever!! Couldn’t recommend it enough. Thank you to Rowan and Captain Kirk!

  2. LD

    Lucy

    Nicest Certified 53' Santa Cruz Sailing Yacht on the West Coast - 20 Pax Package

    We had a beautiful day on the bay with Drew and Garrett who are both accomplished sailors and considerate hosts. Everyone felt comfortable and taken care of and I would highly recommend them to anyone looking for a day on the water with local experts. It was a gorgeous day and reminded us why we are so lucky to live here!

  3. Kenderick

    Kenderick

    Luxury Sail into a Deep, Relaxed State

    I had an amazing experience Sailing with Matthew! From start to finish, everything was smooth and easy. The boat was beautiful, clean, and comfortable, and the entire day out on the water in the Marina was absolutely perfect. Matthew was professional, welcoming, and made sure we had everything we needed to enjoy the trip. It was such a memorable and relaxing day, and I can’t wait to book again. Highly recommend!

  4. LA

    Lindsay

    Luxury Sail into a Deep, Relaxed State

    Sailing with Captain Mancini is a wonderful experience! He is thoughtful and informative, and he has a beautiful vessel perfect for a relaxing day on the water. We opted for a sunset sail this time, and it couldn’t have been more lovely. We will definitely book again!

  5. RH

    Ryan

    Luxury Sail into a Deep, Relaxed State

    We took a 4 hour cruise up to Malibu and back. The boat was excellent, and Captain Mancini was pleasant and professional. Snacks and drinks were delicious. Highlight of the trip, other than the beautiful weather, was the large pod of dolphins that swam right around the boat as they were feeding. Very cool.

  6. GD

    Gary

    Luxury Sail into a Deep, Relaxed State

    Captain Mathew led 7 of us safely, and expertly maneuvered the 35 foot sailboat on a bright sunny day with mild winds and mild seas. While regaling us with fascinating stories about exotic locations, he served delicious hors d’ oeuvres and entertained us speaking on several topics and pointing out items of interest. He took us slightly off-course to point out and follow a school of dolphins. It was a delightful sail.