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All listings in California

Incredible sailboat rentals in California, United States.

Page 2 of 5118 listings

Newport Harbor Sailing Adventure
Sailing in Newport Beach · 6 guests

Newport Harbor Sailing Adventure

5.0
$133/hour
High Demand
Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch
Events in Sausalito · 30 guests

Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch

4.9
Superowner
Best of 2026
$650/hour
42 Sailing Monohull Tours in Sausalito
Sailing in Sausalito · 6 guests

42 Sailing Monohull Tours in Sausalito

5.0
Superowner
$200/hour
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
Superowner
$650/hour
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
$285/hour
San Diego Catamaran Charter | Private Sunset Sail & Harbor Cruises - 12 guests
Sailing in San Diego · 12 guests

San Diego Catamaran Charter | Private Sunset Sail & Harbor Cruises - 12 guests

5.0
$300+/hour
Private Harbor Cruise in Newport Beach, California
Tours in Newport Beach · 4 guests

Private Harbor Cruise in Newport Beach, California

5.0
$200/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
Limited Availability
60’ Premier Sailing Yacht in San Diego.
Sailing in San Diego · 35 guests

60’ Premier Sailing Yacht in San Diego.

5.0
$775/hour
Incredible 36' Cruiser For Rent
Powerboats in Long Beach · 10 guests

Incredible 36' Cruiser For Rent

5.0
$149/hour
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
$300+/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
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
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
$250+/hour
Pirate Ship in Avalon, Catalina
Sailing in Avalon · 6 guests

Pirate Ship in Avalon, Catalina

5.0
$150+/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
$750+/hour
Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers
Events in San Francisco · 49 guests

Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers

5.0
Superowner
$1,467/hour
Bali 43 Complete comfort Catamaran
Sailing in Marina del Rey · 12 guests

Bali 43 Complete comfort Catamaran

5.0
$400/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
$600+/hour
Limited Availability
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 2026
$185+/hour
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
San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp
Sailing in San Diego · 6 guests

San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp

5.0
$54/hour
26ft Beneteau Flyer 8 Sundeck
Powerboats in Marina del Rey · 8 guests

26ft Beneteau Flyer 8 Sundeck

New
$200/hour
Classic 50ft Gulfstar Sailing Yacht
Sailing in San Diego · 22 guests

Classic 50ft Gulfstar Sailing Yacht

5.0
$750/hour

Sailing Reviews in California

  1. ML

    Michelle

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

    Excellent trip with Captain Joseph! He was so easy to plan the itinerary with beforehand and very fun on board. He made us feel safe and we had a wonderful time sailing around the bay with friends and our dogs! Would go out again with Captain Joseph soon! Definitely a wonderful trip and gorgeous and cozy boat.

  2. DO

    Delia

    Incredible 36' Cruiser For Rent

    Captain Chris is very professional. We enjoyed the trip. The boat is clean as described and perfect size for my party of 7. Would love to book again with him.

  3. AS

    Andrew

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

    Our birthday celebration aboard the Jada was nothing short of exceptional. The yacht is stunning, the atmosphere was perfect, and the crew delivered a flawless experience - attentive, welcoming, and effortlessly on point throughout the entire day. Every moment felt seamless and elevated. It was one of those days you wish you could relive again and again. We’ll absolutely be back.

  4. KI

    Keoni

    Incredible 36' Cruiser For Rent

    I want to start off thanking God for people like Captain Chris. I had the absolute pleasure of celebrating my 33rd birthday with Captain Chris, and I truly cannot recommend him enough. From start to finish, he exceeded every expectation. His boat was spotless, and his sailing was incredibly smooth—it honestly felt effortless and relaxing the entire time. What stood out the most was his professionalism and kindness. He was extremely accommodating, answered every call leading up to the trip, and made sure we had clear directions and everything we needed. He welcomed everything we brought onboard without any hesitation and never once made us feel uncomfortable or restricted—he simply allowed us to enjoy our time fully. Captain Chris has such a calm and respectful presence that at times we even forgot he was there, yet everything ran perfectly. That balance is rare, and he handled it beautifully. This experience meant more to us than just a birthday celebration. Our family had just experienced a loss, and this day gave us a moment to breathe, laugh, and reconnect. It truly felt like a healing escape, and Captain Chris played a huge role in creating that space for us. It felt like we were in a movie, and he was the one helping bring it all together behind the scenes. I’m beyond grateful for the experience and for his energy, professionalism, and generosity. If you’re thinking about booking—do it. You will not be disappointed. He is absolutely stellar. Thank you again, Captain Chris, for making my birthday unforgettable. 💛

  5. JS

    Josh

    Newport Harbor Sailing Adventure

    Wanted to take the wife out on the water for Mother’s Day. Debated a few options and decided on Captain Andrew’s boat. The six of us had a great time. Plenty of room. It was a beautiful sunny day. For the three hour tour, keep in mind it takes about an hour each way in/out of the harbor, so just an additional hour to enjoy to open ocean. We would definitely consider booking again.

  6. Kristy

    Kristy

    Newport Harbor Sailing Adventure

    This boat is amazing and you won’t find anyone better than Captain Andrew. He’s unbelievably knowledgeable, incredibly kind, and a total professional. Everything was flawless from start to finish! Total perfection!! Bottom line: book an excursion immediately.