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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
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 Series Winner Sailboat | San Francisco Bay
Sailing in Alameda · 12 guests

44' Racer Cruiser Rolex Series Winner Sailboat | San Francisco Bay

5.0
$196+/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
$225+/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
$650+/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
$350+/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
Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained
Sailing in Alameda · 6 guests

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

5.0
$284/hour
Nicest Certified 53ft Sailing Yacht on the West Coast - 15 Pax Package
Sailing in San Francisco · 15 guests

Nicest Certified 53ft Sailing Yacht on the West Coast - 15 Pax Package

New
$600+/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
$550+/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
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
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. Dd

    Debora

    FAST J/105 Sailing Yacht Charter Downtown San Francisco, California!

    We had an unforgettable boat experience with Noah today in San Francisco! Not only was the trip smooth and fun, but it was also incredibly educational. Noah shared so much interesting knowledge about the Bay, and we were lucky enough to spot dolphins and sea lions along the way! One of the highlights was when our little one got to co-drive the boat, Noah made it such a special moment. He was kind, encouraging, and truly inspiring. You can tell boating is in his heart, and his passion made the entire experience even more meaningful. We can’t recommend this adventure enough!

  2. MB

    Maya

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

    We had a mixture of adults and kids, and the crew was great at making things fun and interesting for everyone. The charter company was also very kind and helpful when we had some last minute changes.

  3. GR

    Gina

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

    Jan is super responsive, accommodating and supportive. He took us out to where my mom wanted her ashes to be scattered and tried his best to maneuver through the rough waves so we can have the moment to say our goodbyes. We would sail with Jan again the next time we visit the North East Bay waters.

  4. ML

    Meredith

    30ft Catlina Sailboat Charter in Alameda CA

    We had a great day on the bay with Captain Brad! Brad was very friendly and full of information about the bay, sailing, and the local areas. It was a very enjoyable day on the bay for our whole group! Planning was simple-- Brad is very communicative and made things easy!

  5. HS

    Heather

    30ft Catlina Sailboat Charter in Alameda CA

    Brad is a wonderful captain and guide. My husband was so happy after our Father's Day sailing. Highly recommend this rental.

  6. RF

    Russell

    30ft Catlina Sailboat Charter in Alameda CA

    This sailing experience with Bradford was exactly what we had hoped for and more! He is such a fun Captain letting us be active in the sailing and also time to sit back and enjoy the experience as well. We will certainly be back for another trip soon.