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All listings in Oakland

Great sailboat rentals near Oakland, California.

Page 1 of 2 • 27 listings

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

30ft Catalina Sailboat Charter in Alameda CA

5.0
$95/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
Luxury Tripp 44' Sailboat Charter in San Francisco Bay
Sailing in Alameda · 12 guests

Luxury Tripp 44' Sailboat Charter in San Francisco Bay

5.0
$189/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
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
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
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
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
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
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
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
35' Cruising Catamaran on San Francisco Bay
Sailing in Oakland · 10 guests

35' Cruising Catamaran on San Francisco Bay

4.9
$225/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
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
Superowner
$400+/hour
Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained
Sailing in Alameda · 6 guests

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

5.0
$300/hour
23' Ranger Daysailer in Oakland, California
Sailing in Oakland · 5 guests

23' Ranger Daysailer in Oakland, California

5.0
$70/hour
Sailing Lessons on the San Francisco Bay
Tours in Berkeley · 4 guests

Sailing Lessons on the San Francisco Bay

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

35.5' Hunter-Legend Cruising Monohull

5.0
$125/hour
Beneteau 321 Sailboat in Oakland, California – Comfortable and Spacious
Sailing in Oakland · 6 guests

Beneteau 321 Sailboat in Oakland, California – Comfortable and Spacious

New
$125/hour
Sail the San Francisco Bay on a Beneteau 45f5 Cruising Monohull
Sailing in Oakland · 6 guests

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

New
$200/hour
40' Luxury Cruising Sailboat – Private Charters for 8 Guests
Sailing in Richmond · 8 guests

40' Luxury Cruising Sailboat – Private Charters for 8 Guests

New
$291/hour
27' Oday Sailboat for Easy Sailing and Bay Adventures
Sailing in San Francisco · 6 guests

27' Oday Sailboat for Easy Sailing and Bay Adventures

New
$99/hour

Sailing Reviews in Oakland

  1. KF

    Kaden

    30ft Catalina Sailboat Charter in Alameda CA

    Brad was great! We had a wonderful time and he was easy to communicate with leading up to it. Everything went smoothly and we all enjoyed getting to participate in the raising of the sails and steering the boat. Would recommend!

  2. German

    German

    30ft Catalina Sailboat Charter in Alameda CA

    We had an absolutely fantastic time with Bradford! He was friendly, professional, knowledgeable, and made the whole experience very relaxed and enjoyable from start to finish. Sailing around San Francisco Bay was a great experience, and Bradford made it even better. We felt comfortable the entire time and really enjoyed spending the afternoon with him. Highly recommended — we would definitely book with Bradford again!

  3. SL

    Sana

    30ft Catalina Sailboat Charter in Alameda CA

    second time with Captain Brad and it was a wonderful experience!! always a great time thank you so much!

  4. JC

    Jon

    30ft Catalina Sailboat Charter in Alameda CA

    Our group of six had a wonderful time. Plenty of space for everyone to stretch out. The Marina was easy to find and had plenty of convenient parking. Communicating with Brad before our appointment time was easy. highly recommend.

  5. JG

    Jeff

    Schock 35' Cruiser Sailboat in San Francisco Bay

    Awesome experiance, great boat and a very knowledgeable captain. Boat was fun and fast, will be back.

  6. ZC

    Zach

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

    We really enjoyed our sailing on 9/12 with Jan’s crew. The boat was beautiful and everyone on board was extremely friendly and attentive!