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All listings in Oakland

Great sailboat rentals near Oakland, California.

Page 1 of 121 listings

30ft Catlina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catlina Sailboat Charter in Alameda CA

5.0
$95/hour
Safe & solid sailing catamaran - Green power! Stunning beauty & great location!
Sailing in Richmond · 6 guests

Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

5.0
$162+/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
$600+/hour
Instant Book
Schock 35 Cruiser Racer in San Francisco Bay
Sailing in Alameda · 6 guests

Schock 35 Cruiser Racer in San Francisco Bay

5.0
$134/hour
44' RACER CRUISER ROLEX BIG BOAT SERIES WINNER  | San Francisco Bay
Sailing in Alameda · 12 guests

44' RACER CRUISER ROLEX BIG BOAT SERIES WINNER | San Francisco Bay

5.0
$239+/hour
Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay
Sailing in San Francisco · 28 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
$275+/hour
Instant Book
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
Beneteau Modern Premium Sailboat from San Francisco
Sailing in San Francisco · 6 guests

Beneteau Modern Premium Sailboat from San Francisco

5.0
$220+/hour
Instant Book
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
$750+/hour
Instant Book
Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained
Sailing in Alameda · 6 guests

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

5.0
$250/hour
Celebrate your special event in style with a fun Cruise on SF Bay
Sailing in San Francisco · 28 guests

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

5.0
Superowner
$650/hour
Instant Book
Charter this Ultra-Luxury Beneteau 37 Sailboat downtown San Francisco
Sailing in San Francisco · 6 guests

Charter this Ultra-Luxury Beneteau 37 Sailboat downtown San Francisco

5.0
$400+/hour
Instant Book
35' Cruising Catamaran on San Francisco Bay
Sailing in Oakland · 10 guests

35' Cruising Catamaran on San Francisco Bay

4.9
$225/hour
Sailing Lessons on the San Francisco Bay
Tours in Berkeley · 4 guests

Sailing Lessons on the San Francisco Bay

5.0
$123+/day
35.5' Hunter-Legend Cruising Monohull
Sailing in Oakland · 6 guests

35.5' Hunter-Legend Cruising Monohull

5.0
$115/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

New
$650+/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

New
$750+/hour
Instant Book
Sail the San Francisco Bay on a Beneteau 45 Cruising Monohull
Sailing in Oakland · 6 guests

Sail the San Francisco Bay on a Beneteau 45 Cruising Monohull

New
$200/hour
Instant Book
Charter 30ft Sabre Cruising Monohull In Berkeley, California
Sailing in Berkeley · 6 guests

Charter 30ft Sabre Cruising Monohull In Berkeley, California

New
$150/hour
Instant Book
Sleek Modern Luxury Sailing Yacht from Beneteau
Sailing in Oakland · 5 guests

Sleek Modern Luxury Sailing Yacht from Beneteau

New
$150+/hour

Sailing Reviews in Oakland

  1. MG

    Monica

    Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

    We were so happy we chose this vessel. The catamaran was steady and true. we got to motor out as well as sail and enjoy the splash of salt water in our faces. Capt. Jan and Ellen were so very kind and thoughtful. Would have loved to spend more time with them. We sprinkled my brother's ashes today. I will always remember this day. Truly memorable. Thanks Captain Jan.

  2. BJ

    Bruce

    30ft Catlina Sailboat Charter in Alameda CA

    Wonderful sailing experience with a very knowledgeable, engaging, fun loving, and story telling Capt Brad. The pre-sail communications were spot on and timely. Once Capt Brad assessed the interest level (high) and capability (hard working but novice sailors) of our grandsons (ages 12 & 8) he had them working ropes an steering when safe and under his watchful eye. Already looking forward to our next sail with Capt Brad.

  3. JN

    Josephine

    30ft Catlina Sailboat Charter in Alameda CA

    We went sailing with my husband, and Brad was our amazing captain! His communication was clear and timely from start to finish. We were running about 10 minutes late and messaged him — he responded immediately, remaining calm, professional, and welcoming. The entire 3-hour experience was perfect. We truly enjoyed every moment and can’t wait to sail with him again in the future. Thank you, Brad!

  4. JB

    John

    Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

    We had a beautiful clear day for a terrific sail under the Golden Gate Bridge. Catamaran was very comfortable and sailed great in 25 knot winds. Jan was an excellent captain first mate Ellen was very accommodating. I highly recommend Jan if you are cooking for a comfortable and safe sail on San Francisco Bay.

  5. BH

    Brack

    30ft Catlina Sailboat Charter in Alameda CA

    The boat is well maintained and in great shape for her age. Captain Brad was fun and informative. As we had some sailing experience he allowed us at the helm.

  6. EB

    Eugene

    30ft Catlina Sailboat Charter in Alameda CA

    We enjoyed a 3 hour tour with Captain Brad, we learned a lot about sailing and got to participate in running the boat!