Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

All listings in California

Incredible sailboat rentals in California, United States.

Page 5 of 5 • 116 listings

🌞 Serenity Sun and Sailing
Sailing in San Diego · 4 guests

🌞 Serenity Sun and Sailing

New
$250/hour
Sail Newport Harbor Aboard a 36ft 1989 Catalina 36 MK I Sloop in Newport Beach
Sailing in Newport Beach · 9 guests

Sail Newport Harbor Aboard a 36ft 1989 Catalina 36 MK I Sloop in Newport Beach

New
$150/hour
Sausalito: 41ft Jeanneau 410 Sun Odyssey Sailing Charter for Up to 10 Guests
Sailing in Sausalito · 10 guests

Sausalito: 41ft Jeanneau 410 Sun Odyssey Sailing Charter for Up to 10 Guests

New
$415/hour
Sail the San Francisco Bay on a Beneteau 45f5 Cruising Monohull
Sailing in Oakland · 6 guests

Sail the San Francisco Bay on a Beneteau 45f5 Cruising Monohull

New
$200/hour
Catamaran Sailboat for Up-Close Whale Watching in Dana Point
Tours in Dana Point · 20 guests

Catamaran Sailboat for Up-Close Whale Watching in Dana Point

New
$653/hour
Exclusive Ocean Cruise
Sailing in Long Beach · 12 guests

Exclusive Ocean Cruise

New
$250/hour
40' Luxury Cruising Sailboat – Private Charters for 8 Guests
Sailing in Richmond · 8 guests

40' Luxury Cruising Sailboat – Private Charters for 8 Guests

New
$291/hour
Catamaran with Underwater Viewing Pods for 5-Star Whale Watching in Dana Point
Tours in Dana Point · 49 guests

Catamaran with Underwater Viewing Pods for 5-Star Whale Watching in Dana Point

New
$1,625/hour
59' Classic Sailing Yacht in San Diego
Sailing in San Diego · 12 guests

59' Classic Sailing Yacht in San Diego

New
$700/hour
27' Oday Sailboat for Easy Sailing and Bay Adventures
Sailing in San Francisco · 6 guests

27' Oday Sailboat for Easy Sailing and Bay Adventures

New
$99/hour
Charter 30ft Sabre Cruising Monohull In Berkeley, California
Sailing in Berkeley · 6 guests

Charter 30ft Sabre Cruising Monohull In Berkeley, California

New
$150/hour
42' Luxury Catamaran – Private San Francisco Bay Charters for 12 - Oakland
Sailing in Oakland · 12 guests

42' Luxury Catamaran – Private San Francisco Bay Charters for 12 - Oakland

New
$575/hour
Luxury Bay Sailing Experience – Private 42' Yacht, Comfortably Seats 10 Guests
Sailing in Oakland · 10 guests

Luxury Bay Sailing Experience – Private 42' Yacht, Comfortably Seats 10 Guests

New
$335/hour
2024 JetSki with Bluetooth
Water Sports in Perris · 4 guests

2024 JetSki with Bluetooth

New
$100/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
22ft SeaSwirl Striper Center Console
Fishing in Los Angeles · 8 guests

22ft SeaSwirl Striper Center Console

New
$175/hour
28' Party Catamaran with Trampoline for Bay Sails & Sunset Cruises!
Sailing in Marina del Rey · 8 guests

28' Party Catamaran with Trampoline for Bay Sails & Sunset Cruises!

4.8
Snoozed - Active 12 Oct 2026
Bali 43 Complete comfort Catamaran
Sailing in Marina del Rey · 12 guests

Bali 43 Complete comfort Catamaran

5.0
Snoozed - Active 09 Oct 2026
Islander 36 - The Perfect Sailing Yacht for San Francisco Bay
Sailing in Sausalito · 6 guests

Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

5.0
Snoozed - Active 02 Jan 2027
51ft Bavaria Cruiser – Shelter Island San Diego Luxury Ocean Charter
Sailing in San Diego · 12 guests

51ft Bavaria Cruiser – Shelter Island San Diego Luxury Ocean Charter

New
Snoozed - Active 02 Jan 2027

Sailing Reviews in California

  1. Gerard

    Gerard

    Bali 43 Complete comfort Catamaran

    Quick response. Easy booking. The actual Boat was brand new and absolutely spacious catamaran. We played music , we drank rose and swam a bit cause the water was beautiful. Captain Sebastian was the icing on the cake. Took us sailing up to Malibu and around. Good guy, professional and laid back. Already have recommended this boat to a few friends. Thanks for a great experience and day

  2. Emily

    Emily

    28' Party Catamaran with Trampoline for Bay Sails & Sunset Cruises!

    12/10! What an excellent boat and level of service. We really enjoyed our sail aboard Miss Purrfect — captained by Noah. Everything was seamless, smooth and we had so much fun! 🤩 we’d absolutely recommend him and the charter again.

  3. Patrick

    Patrick

    Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

    Will was awesome. Very personable, professional and knowledgeable. Loved how he interacted with our son. The boat was well captained and built for S.F. Bay. We will definitely return. The location is very easy to access from the City.

  4. Samantha

    Samantha

    Bali 43 Complete comfort Catamaran

    We had the absolute best time on the catamaran. Everything was so nice! Captain Sebastian was very knowledgable, helpful and fun at the same time. Can't wait to book again in the future!

  5. MM

    Mimi

    Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

    Will was a great captain! We had so much fun reelin’ in the years with him, we can’t wait to do it again, maybe minus the dirty work (kidding! Only a fool would say that…)

  6. Harnoorjit

    Harnoorjit

    Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

    The trip is amazing, yacht is clean, water and snacks are provided. Captain Will is such a nice person, explains the areas for the tour. Overview the experience was nice and fun