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All listings in California

Incredible sailboat rentals in California, United States.

Page 4 of 5 • 112 listings

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
Classic 50ft Gulfstar Sailing Yacht
Sailing in San Diego · 22 guests

Classic 50ft Gulfstar Sailing Yacht

5.0
$750/hour
23' Ranger Daysailer in Oakland, California
Sailing in Oakland · 5 guests

23' Ranger Daysailer in Oakland, California

5.0
$70/hour
Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained
Sailing in Alameda · 6 guests

Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained

5.0
$300/hour
San Diego Sunset & Sunshine Sailing Tour on our Catalina 36 MK1 Sailboat
Sailing in San Diego · 8 guests

San Diego Sunset & Sunshine Sailing Tour on our Catalina 36 MK1 Sailboat

5.0
$300/hour
Charming Sunset Cruises & Adventure Sails Aboard a Classic C&C 40-2
Sailing in Marina del Rey · 6 guests

Charming Sunset Cruises & Adventure Sails Aboard a Classic C&C 40-2

New
$150/hour
Unforgettable Movie Night Onboard Our 380 S2 Lagoon
Sailing in Long Beach · 12 guests

Unforgettable Movie Night Onboard Our 380 S2 Lagoon

5.0
Superowner
$199/hour
Sailing Lessons on the San Francisco Bay
Tours in Berkeley · 4 guests

Sailing Lessons on the San Francisco Bay

5.0
$123+/day
Limited Availability
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
38ft Excess Catamaran 4 cabins/2 heads
Sailing in Marina del Rey · 12 guests

38ft Excess Catamaran 4 cabins/2 heads

5.0
$380/hour
26ft Beneteau Flyer 8 Sundeck
Powerboats in Marina del Rey · 8 guests

26ft Beneteau Flyer 8 Sundeck

New
$200/hour
Gorgeous 42' Bali Catamaran in Marina del Rey
Sailing in Marina del Rey · 12 guests

Gorgeous 42' Bali Catamaran in Marina del Rey

New
Superowner
$575/hour
Jeanneau 49 Sailing Charter in Channel Islands Harbor, Oxnard CA
Sailing in Oxnard · 6 guests

Jeanneau 49 Sailing Charter in Channel Islands Harbor, Oxnard CA

5.0
$363+/hour
35.5' Hunter-Legend Cruising Monohull
Sailing in Oakland · 6 guests

35.5' Hunter-Legend Cruising Monohull

5.0
$125/hour
Sailboat tours in Port of Los Angeles (San Pedro)
Sailing in Los Angeles · 6 guests

Sailboat tours in Port of Los Angeles (San Pedro)

5.0
$190/hour
Beautiful J/109 - Luxury and Fast! Downtown San Francisco at South Beach Harbor
Sailing in San Francisco · 6 guests

Beautiful J/109 - Luxury and Fast! Downtown San Francisco at South Beach Harbor

New
Superowner
$350+/hour
40' Catamaran - Sail away
Sailing in Marina del Rey · 6 guests

40' Catamaran - Sail away

5.0
$400/hour
Discover the magic of the sea | Westsail 43' Private Sailing Tours
Sailing in San Diego · 12 guests

Discover the magic of the sea | Westsail 43' Private Sailing Tours

New
$280/hour
45' Hunter Deck Salon PRIVATE Luxury Sailing Yacht, San Diego Bay
Sailing in San Diego · 6 guests

45' Hunter Deck Salon PRIVATE Luxury Sailing Yacht, San Diego Bay

5.0
$550+/hour
Lagoon 52 Luxury Catamaran Charter - Set Sail in Style
Sailing in Marina del Rey · 12 guests

Lagoon 52 Luxury Catamaran Charter - Set Sail in Style

New
$500+/hour
Beautiful Catalina Marina Del Rey
Sailing in Marina del Rey · 8 guests

Beautiful Catalina Marina Del Rey

New
$125/hour
42ft Lagoon Catamaran in Newport Beach, Captain Included, Harbor Cruises
Sailing in Newport Beach · 12 guests

42ft Lagoon Catamaran in Newport Beach, Captain Included, Harbor Cruises

New
Superowner
$593+/hour
Family Friendly 35ft Legacy Sailing Catamaran | Explore San Diego Bay!
Sailing in San Diego · 6 guests

Family Friendly 35ft Legacy Sailing Catamaran | Explore San Diego Bay!

New
$250/hour
Island Packet Sloop Charter in Oxnard
Sailing in Oxnard · 4 guests

Island Packet Sloop Charter in Oxnard

New
$175/hour

Sailing Reviews in California

  1. KB

    Katja

    Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained

    The booking process was easy, and Jeremy was very quick to respond to any questions. On the day of our trip, we arrived about 50 minutes early due to light traffic, and the team was flexible enough to let us start about 20 minutes earlier so we could enjoy the great weather. During the 3-hour trip, we spent most of our time relaxing on the hammock, which comfortably fit three people at once. The team also provided very comfortable loungers for the other two members of our group. They were attentive throughout the trip and warned us about larger waves that might drench us while we were sitting on the hammock. Captain Efe regularly checked in to make sure we were doing well and happily explained what we were seeing around us, including the container ships, cranes, and the bay. We had an amazing trip. The boat is beautiful, and we felt safe and well taken care of the entire time. I would 100% recommend this experience and can’t wait to go out with Captain Efe again.

  2. 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!

  3. CS

    Charlotte

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

    We had the best day sailing with Captain Ed and Joan - part of Captain Pam’s crew! They kept us safe and worry free. We celebrated on Glory Days with a surprise engagement party, could not have been better experience! Captain Ed helped us maintain the surprise in the dock.

  4. BS

    Bob

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

    Our sailing experience was everything we had hoped for. The communication was easy, the details of the trip were exactly as described, and Captain Ed & Joan were a pleasure to be with. Our 3 young grandchildren (10, 8 & 6) were all given a sailing lesson and the two oldest helped bring in the sails. I highly recommend this experience.

  5. NK

    Noah

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

    I booked with captain Pam to take a group of employees out on the bay for Fleet Week. Our group had a wonderful time on the water, especially those visiting from out of town. Communication, planning, pick-up/drop off were all super smooth. Boat was a great size: big enough for group but small enough to experience some of the excitement of sailing. Would definitely recommend and book again for an excursion.

  6. Olivia

    Olivia

    38ft Excess Catamaran 4 cabins/2 heads

    We had the most amazing day on the water with captain Mark! The boat was even better than we imagined. There was plenty of space to set up our food spread and drinks. We appreciated the quick communication (even while on the water), and also that we were able to extend the time! We will be back for sure!