Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

All listings in California

Incredible sailboat rentals in California, United States.

Page 2 of 5 • 112 listings

Hudson 58ft Sailing Vessel - Enjoy The Classic Sailing Experience With Us!
Sailing in Marina del Rey · 12 guests

Hudson 58ft Sailing Vessel - Enjoy The Classic Sailing Experience With Us!

4.8
$275+/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
44' Luxury Cruiser Sailboat Charter  | San Francisco Bay
Sailing in Alameda · 6 guests

44' Luxury Cruiser Sailboat Charter | San Francisco Bay

5.0
$159/hour
Limited Availability
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
Newport Harbor Sailing Adventure
Sailing in Newport Beach · 6 guests

Newport Harbor Sailing Adventure

5.0
$133/hour
Limited Availability
42 Sailing Monohull Tours in Sausalito
Sailing in Sausalito · 6 guests

42 Sailing Monohull Tours in Sausalito

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

60’ Premier Sailing Yacht in San Diego.

5.0
$725/hour
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
$300/hour
50' Luxury Catamaran in Newport Beach
Sailing in Newport Beach · 12 guests

50' Luxury Catamaran in Newport Beach

New
Superowner
$700+/hour
Sail San Diego Bay Aboard a French Yacht - Beer and Wine Included!
Sailing in San Diego · 6 guests

Sail San Diego Bay Aboard a French Yacht - Beer and Wine Included!

5.0
$450/hour
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
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
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
Create Memories you will Cherish for Life on this 47' Luxury Sailboat!
Sailing in Newport Beach · 6 guests

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

5.0
Superowner
$225+/hour
DAYTRIP/SLEEP ON BOARD TO CATALINA
Sailing in Los Angeles · 12 guests

DAYTRIP/SLEEP ON BOARD TO CATALINA

4.9
Superowner
$199/hour
Private Party Catamaran | Up to 12 Guests | San Diego Bay
Sailing in San Diego · 12 guests

Private Party Catamaran | Up to 12 Guests | San Diego Bay

5.0
$550+/hour
Sail in Modern Luxury Beneteau Oceanis 37 Yacht
Sailing in Oceanside · 6 guests

Sail in Modern Luxury Beneteau Oceanis 37 Yacht

5.0
$200/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

4.7
$54/hour
Sail a Melges 24 Race Boat for 3 hours on Lake Tahoe
Sailing in Placer County · 4 guests

Sail a Melges 24 Race Boat for 3 hours on Lake Tahoe

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

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

5.0
$350+/hour

Sailing Reviews in California

  1. Nick

    Nick

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

    Absolutely incredible experience from start to finish! Our captain was professional, knowledgeable, and made the entire afternoon on the water unforgettable. The boat was beautiful, the atmosphere was perfect, and every detail was taken care of. Whether you’re looking for a relaxing cruise or an amazing day sailing, I couldn’t recommend this experience more. Hands down a 10/10 experience, and we can’t wait to do it again!

  2. SO

    Stephanie

    Stunning 46' Bali Cruising Catamaran Charter in Marina del Rey, California

    Nicole was great to work with! Our booking went perfectly. We had a wonderful time and Captain Andrei was awesome. Highly recommend.

  3. RG

    Ryan

    Private Party Catamaran | Up to 12 Guests | San Diego Bay

    Amazing trip! First, the boat is beautiful. We had Captain Andy who was a great host. Helped us make a quick itinerary and we were on our way! Stopped for a swim before we headed back towards the harbor. I will be booking one of these trips again and would book this same one if I’m in San Diego.

  4. MH

    Madeline

    Hudson 58ft Sailing Vessel - Enjoy The Classic Sailing Experience With Us!

    Perfect sailboat experience for a large group!! I booked this for a group of photographers and I, and it was seriously everything we could've hoped for! The boat is gorgeous above and below deck and our captain was excellent! He was so helpful in helping us navigate where to spend the most of our time since it was pretty rough waters outside of the marina, and helped to make sure the seasick ones in our group felt comfortable & no one ended up getting too sick! Would book again in a heartbeat :)

  5. Jonathon

    Jonathon

    42ft Catalina MkII Sailing Yacht in The San Diego Bay, California

    Excellent staffing at Sterling Sails. We had a great time. Elizabeth and Cody were wonderful. The vessel waa great. Weather was perfect. Couldn't have had a better time. My only gripe was that, after booking, they send you a text message with information, and one of the bulletpoints is an instruction to tip the captain 20%. While i loved the captain, she is awesome, such an instruction violates GetMyBoat's TOS and feels audacious in this economy. (January 2026). It is written as an instruction, not a request, is not mentioned in the GetMyBoat advertisement, and it chips away at the joyfulness of the experience through imposition of pressure to tip. If the boat ownership is not paying their staff well enough, they need to fix that. But to ask consumers to spend $800, and then tell them "wait, now that you've given us $800, we are letting you know you must give us an additional $160," is insanely out-of-touch and quite frankly offensive. Pay your employees better and don't turn a "tip" into a mandatory posr-booking surcharge.

  6. Bethany

    Bethany

    42ft Catalina MkII Sailing Yacht in The San Diego Bay, California

    Captain Liz was awesome! She took us all around the bay and showed us some great sites and cute sea lions. She made sure we were super comfortable and safe, especially our young kids who had never sailed before. Could not say enough great things about her and the boat! We loved it amd would absolutely book again.