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All listings in California

Incredible sailboat rentals in California, United States.

Page 2 of 5114 listings

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
$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
Create Lifelong Memories and Enjoy the Thrill of Sailing - 47' Luxury Sailboat
Sailing in Newport Beach · 6 guests

Create Lifelong Memories and Enjoy the Thrill of Sailing - 47' Luxury Sailboat

5.0
Superowner
$275+/hour
Long Beach/ Catalina on a 38' sailing catamaran
Sailing in Long Beach · 12 guests

Long Beach/ Catalina on a 38' sailing catamaran

5.0
Superowner
$259+/hour
Explorer 45' Bluewater Sailboat for Charter in Oceanside, CA
Sailing in Oceanside · 8 guests

Explorer 45' Bluewater Sailboat for Charter in Oceanside, CA

5.0
$170/hour
Instant Book
38' Sailing catamaran for parties / events in Long Beach! DISCOUNT WEEK DAYS
Sailing in Long Beach · 12 guests

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

5.0
Superowner
$179+/hour
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
Superowner
$425/hour
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
$750/hour
44' RACER CRUISER ROLEX BIG BOAT SERIES WINNER  | San Francisco Bay
Sailing in Alameda · 12 guests

44' RACER CRUISER ROLEX BIG BOAT SERIES WINNER | San Francisco Bay

5.0
$239+/hour
Hawaiian Breeze in Marina del Rey
Sailing in Marina del Rey · 6 guests

Hawaiian Breeze in Marina del Rey

5.0
$150/hour
Instant Book
Private Catamaran with all the toys!
Sailing in San Diego · 12 guests

Private Catamaran with all the toys!

5.0
$350+/hour
San Diego Bay Sailing Experience
Sailing in San Diego · 12 guests

San Diego Bay Sailing Experience

5.0
$350/hour
60’ Premier Sailing Yacht in San Diego.
Sailing in San Diego · 35 guests

60’ Premier Sailing Yacht in San Diego.

5.0
$925/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
$225+/hour
Instant Book
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
Instant Book
Private Harbor Cruise in Newport Beach, California
Tours in Newport Beach · 4 guests

Private Harbor Cruise in Newport Beach, California

5.0
$200/hour
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+/hour
Luxury 40" Sail Catamaran | Cozy Winter Sail | San Francisco
Sailing in Marina del Rey · 12 guests

Luxury 40" Sail Catamaran | Cozy Winter Sail | San Francisco

5.0
$375+/hour
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
$325/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
Pirate Ship in Avalon, Catalina
Sailing in Avalon · 6 guests

Pirate Ship in Avalon, Catalina

5.0
$150+/hour
Beneteau Modern Premium Sailboat from San Francisco
Sailing in San Francisco · 6 guests

Beneteau Modern Premium Sailboat from San Francisco

5.0
$220+/hour
Instant Book
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
$650+/hour
1980 Catalina 38ft Sparkman & Stephens Sailboat in Long Beach
Sailing in Long Beach · 10 guests

1980 Catalina 38ft Sparkman & Stephens Sailboat in Long Beach

3.0
$120/hour
Instant Book

Sailing Reviews in California

  1. RP

    Rupal

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

    We enjoyed a beautiful day on the water on Glory Days for a special graduation sail with our closest friends/family. We saw the Golden Gate Bride, Alcatraz and Angel Island. We loved being on the water and felt in great hands with Captain Dan and Kyle. They took great care of us and provided excellent service. Captain Pam coordinated all the details prior to the sail and provided clear and often communication, including a detailed PDF of what to expect prior to sailing. We had a wonderful time!

  2. RT

    Ryan

    Explorer 45' Bluewater Sailboat for Charter in Oceanside, CA

    Celebrated a 50th birthday and Eric was the best Captain we could've asked for. The boat was gorgeous, smooth sailing, he routed to get us close to a dolphin pod and the fruit he provided was really wonderfully presented. We will definitely be sailing with him again soon.

  3. Dd

    Debora

    FAST J/105 Sailing Yacht Charter Downtown San Francisco, California!

    We had an unforgettable boat experience with Noah today in San Francisco! Not only was the trip smooth and fun, but it was also incredibly educational. Noah shared so much interesting knowledge about the Bay, and we were lucky enough to spot dolphins and sea lions along the way! One of the highlights was when our little one got to co-drive the boat, Noah made it such a special moment. He was kind, encouraging, and truly inspiring. You can tell boating is in his heart, and his passion made the entire experience even more meaningful. We can’t recommend this adventure enough!

  4. DeWitt

    DeWitt

    San Diego Bay Sailing Experience

    Adam did a fabulous job showing us all the sites in the bay. Great boat and a terrific caption. Would definitely do this again!!

  5. RS

    Ron

    Explorer 45' Bluewater Sailboat for Charter in Oceanside, CA

    Don’t hesitate to book with Eric and this beautiful sailboat. It is so much fun and the boat is absolutely beautiful. Eric was fun and very accommodating. If you get a chance to sail with him, do it.

  6. JT

    Jacqueline `

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

    Had a wonderful time having David as our captain. Very attentive and respectful. The boat had a good sound system, plenty of space to store our belongings, and clean overall. Looking forward to book again in the future.