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All listings in California

Incredible sailboat rentals in California, United States.

Page 2 of 5117 listings

All Electric Powered Eco-Friendly San Diego Bay Sailing Experience
Sailing in San Diego · 12 guests

All Electric Powered Eco-Friendly San Diego Bay Sailing Experience

5.0
$400/hour
Limited Availability
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
$169+/hour
Incredible 36' Cruiser For Rent
Powerboats in Long Beach · 10 guests

Incredible 36' Cruiser For Rent

5.0
$149/hour
Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay
Sailing in San Francisco · 35 guests

Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay

4.9
$750/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
Superowner
$300+/hour
Create Memories you will Cherish for Life on this 47' Luxuary Sailboat!
Sailing in Newport Beach · 6 guests

Create Memories you will Cherish for Life on this 47' Luxuary Sailboat!

5.0
Superowner
$200+/hour
Limited Availability
DAYTRIP/SLEEP ON BOARD TO CATALINA
Sailing in Los Angeles · 12 guests

DAYTRIP/SLEEP ON BOARD TO CATALINA

4.9
Superowner
$199/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
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
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
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
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
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
Limited Availability
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
Limited Availability
Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark
Sailing in Marina del Rey · 6 guests

Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

5.0
Superowner
Best of 2026
$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
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
Pirate Ship in Avalon, Catalina
Sailing in Avalon · 6 guests

Pirate Ship in Avalon, Catalina

5.0
$150+/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
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
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
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
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

Sailing Reviews in California

  1. GD

    Grace

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    My friends and I had a lovely time celebrating my birthday on Captain Mark's boat. He actively checked the weather and provided updates as our reservation approached. He even recommended updated timing to make certain we enjoyed the sunset. Would recommend!

  2. LR

    Lily

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    Captain Mark was the best! The 6 of us had a great time on the sea celebrating my husband's residency graduation. There was plenty of space on the boat for all of us and we each got to take turns driving. Mark was a true pro and handled the boat with grace and ease. Would highly recommend a sail with Mark to celebrate big milestones or just to enjoy beautiful LA!

  3. MD

    Molly

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

    We had such a beautiful experience on this sail! The boat was spectacular and so smooth. The team was supportive and friendly. It was magical being out on the water and we felt so taken care of between the route, the catering, and the different features of the boat, in general. The crew even pivoted to allow us to sail into McCovey Cove to hear a surprise concert being held at the ball park that night. Highly recommend for any larger group or special event!

  4. LB

    Lauren

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

    I booked the boat as a birthday party and surprise vow renewal for my husband. Allie and Joyce were super responsive and helpful. The crew was kind and accommodating. Great experience!

  5. 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!

  6. EF

    Elizabeth

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    Mark is exceptional! We were thrilled with our entire experience. What a joy to travel up the coast- we relaxed, laughed and learned a lot. Thank you, Mark!