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All listings in California

Incredible sailboat rentals in California, United States.

Page 2 of 5119 listings

High Demand
San Diego Bay Sailing Experience
Sailing in San Diego · 12 guests

San Diego Bay Sailing Experience

5.0
$450/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
Instant Book
Limited Availability
Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey
Sailing in Marina del Rey · 6 guests

Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey

5.0
Superowner
Best of 2026
$150/hour
Limited Availability
Beneteau 36’ Cruising Monohull in Redondo Beach
Sailing in Redondo Beach · 6 guests

Beneteau 36’ Cruising Monohull in Redondo Beach

5.0
$125/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
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
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
Limited Availability
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
Bali 43 Complete comfort Catamaran
Sailing in Marina del Rey · 12 guests

Bali 43 Complete comfort Catamaran

5.0
$400/hour
Pirate Ship in Avalon, Catalina
Sailing in Avalon · 6 guests

Pirate Ship in Avalon, Catalina

5.0
$150+/hour
Limited Availability
12 passengers:  Explore San Diego Bay on a Luxury Sailing Catamaran
Sailing in San Diego · 12 guests

12 passengers: Explore San Diego Bay on a Luxury Sailing Catamaran

5.0
$330/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
Schock 35' Cruiser Sailboat in San Francisco Bay
Sailing in Alameda · 6 guests

Schock 35' Cruiser Sailboat in San Francisco Bay

5.0
$99/hour
Instant Book
26ft Beneteau Flyer 8 Sundeck
Powerboats in Marina del Rey · 8 guests

26ft Beneteau Flyer 8 Sundeck

New
$200/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
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
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
High Demand
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
Celebrate your special event in style with a fun Cruise on SF Bay
Sailing in San Francisco · 42 guests

Celebrate your special event in style with a fun Cruise on SF Bay

5.0
Superowner
$650/hour
55ft Irwin Sailboat in Marina del Rey, YOUR PRIVATE GROUP BEST CHOICE IN L.A.!
Sailing in Marina del Rey · 12 guests

55ft Irwin Sailboat in Marina del Rey, YOUR PRIVATE GROUP BEST CHOICE IN L.A.!

4.9
Superowner
Best of 2026
$185+/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
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
All-Inclusive Pricing for Luxury 46ft Catamaran: California Coast & Catalina!
Sailing in Marina del Rey · 6 guests

All-Inclusive Pricing for Luxury 46ft Catamaran: California Coast & Catalina!

5.0
$250/hour
Instant Book
Limited Availability
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. DM

    David

    Schock 35' Cruiser Sailboat in San Francisco Bay

    This was an amazing experience for me and my family. Dan was a great host as a captain, and made the boat ride extremely fun! This is definitely something I will be returning to do in the future. Thank you so much for everything Dan.

  2. SK

    Scott

    Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey

    My family had a great trip out of MDR with Gustavo - he's a pro captain and has a lovely boat. He talked to all of us with ease and explained everything to us and showed us how to sail, helped us take pictures. We did 2 hours since that's all we had time for, but was just enough to sail from MDR up to the SM pier and back down. We saw some dolphins, sea lions and pelicans. If you want a friendly and easy to sail with captain and experience look no further than with Gustavo!

  3. LM

    Lauren

    Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey

    We rented Gustavo’s boat for two adults, two teenagers and two kids and we had a blast! It was a beautiful day and Gustavo took us out on the open water in his beautiful boat and even taught us things about how to sail. We loved his energy and expertise. Would absolutely book with him again!

  4. Darren

    Darren

    12 passengers: Explore San Diego Bay on a Luxury Sailing Catamaran

    Fantastic sunset cruise. Ryan was amazing, going above and beyond to see that we had the best time on the water. Captain Kaya had great vibes. We can't wait to sail with them again. This was the best sailing experience we've ever had in San Diego. Highly recommend.

  5. Louis

    Louis

    Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey

    Can’t recommend Gustavo and the boat enough. On time, reliable, and not only knows exactly what he’s doing but happy to explain it all to you. Really great experience

  6. AH

    Aileenka

    Beneteau 36’ Cruising Monohull in Redondo Beach

    Booked Brasher and his boat for my 30th birthday and it did not disappoint! From the very beginning he had excellent communication and assured me I would have a great time. I definitely did! He had a cooler aboard for drinks, he took us to a lovely anchorage spot to swim and inflated the cube. I would 100% book this trip again.