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All listings in California

Incredible sailboat rentals in California, United States.

5.0

(2,178 Reviews)

Page 5 of 5 • 113 listings

Sailing in Oakland · 6 guests

Sail the San Francisco Bay on a Beneteau 45f5 Cruising Monohull

New

$200/hour

Sailing in Long Beach · 12 guests

Catalina island Experience Aboard Beneteau 41 Sailing Yacht In Long Beach

New

$250/hour

Sailing in Brisbane · 6 guests

San Francisco Bay 44ft Sailing Yacht | 2021 Jeanneau Sun Odyssey 440

New

$250/hour

Sailing in Marina del Rey · 10 guests

Private Sunset Sails on Classic 35’ Challenger Ketch – Marina del Rey

New

$190/hour

Sailing in Marina del Rey · 12 guests

Luxury Sailing Aboard a 38-Foot Lagoon Catamaran in Marina del Rey

New

$475/hour

Sailing in Los Angeles · 12 guests

PHOTOSHOOT/PRODUCTION SOCIAL MEDIA ON A BOAT

New

Superowner

$245/hour

Sailing in San Diego · 6 guests

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

New

$450/hour

Sailing in Berkeley · 6 guests

Charter 30ft Sabre Cruising Monohull In Berkeley, California

New

$150/hour

Sailing in Benicia · 6 guests

52ft Jeanneau Sailing Yacht – Luxury, Performance & Adventure on the Water

New

$500/hour

Sailing in Sausalito · 6 guests

Sausalito Historic Sailing Charters

New

$340/hour

Instant Book

Sailing in Redwood City · 6 guests

27' Oday Sailboat for Easy Sailing and Bay Adventures

New

$99/hour

Sailing in Long Beach · 10 guests

1980 Catalina 38ft Sparkman & Stephens Sailboat in Long Beach

3.7

Snoozed - Active 02 May 2026

Sailing in Sausalito · 6 guests

Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

5.0

Snoozed - Active 02 Jul 2026

Sailing in Redondo Beach · 6 guests

Beautiful Sailboat for Private Outings, South Bay LA, King Harbor Marina

5.0

Snoozed - Active 02 Sep 2026

Sailing in Richmond · 8 guests

40' Luxury Cruising Sailboat – Private Charters for 8 Guests

New

Snoozed - Active 19 Apr 2026

Sailing in Oakland · 10 guests

Luxury Bay Sailing Experience – Private 42' Yacht, Comfortably Seats 10 Guests

New

Snoozed - Active 19 Apr 2026

Sailing in Oakland · 12 guests

42' Luxury Catamaran – Private San Francisco Bay Charters for 12 - Oakland

New

Snoozed - Active 19 Apr 2026

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Sailing Reviews in California

Patrick

Islander 36 - The Perfect Sailing Yacht for San Francisco Bay
Will was awesome. Very personable, professional and knowledgeable. Loved how he interacted with our son. The boat was well captained and built for S.F. Bay. We will definitely return. The location is very easy to access from the City.
MH
Marie

Beautiful Sailboat for Private Outings, South Bay LA, King Harbor Marina
Tracy was amazing for my special booking to honor my deceased mother. we made an itinerary & I was really happy with the wonderful tribute for my morher. Great boat- would recommend.
MM
Mimi

Islander 36 - The Perfect Sailing Yacht for San Francisco Bay
Will was a great captain! We had so much fun reelin’ in the years with him, we can’t wait to do it again, maybe minus the dirty work (kidding! Only a fool would say that…)
Harnoorjit

Islander 36 - The Perfect Sailing Yacht for San Francisco Bay
The trip is amazing, yacht is clean, water and snacks are provided. Captain Will is such a nice person, explains the areas for the tour. Overview the experience was nice and fun
CF
Christine

1980 Catalina 38ft Sparkman & Stephens Sailboat in Long Beach
I'd use this service again for sure. So much fun- definitely worth getting a captain to sail the boat while everyone can just hang out. Thank you so much for a great time!
James

Islander 36 - The Perfect Sailing Yacht for San Francisco Bay
10/10 lots of fun