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All listings in Oakland

Great sailboat rentals near Oakland, California.

Page 1 of 117 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
$180+/hour
Tripp 43 Cruiser Racer Sailing Yacht in San Francisco Bay
Sailing in Alameda · 11 guests

Tripp 43 Cruiser Racer Sailing Yacht in San Francisco Bay

5.0
$199/hour
Schock 35 Cruiser Racer and 44ft Racer cruiser for 6 people in San Francisco Bay
Sailing in Alameda · 6 guests

Schock 35 Cruiser Racer and 44ft Racer cruiser for 6 people in San Francisco Bay

5.0
$120/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
Luxury 40" Sail Catamaran | New Discounted Summer Prices | Alameda
Sailing in Alameda · 12 guests

Luxury 40" Sail Catamaran | New Discounted Summer Prices | Alameda

4.9
$200+/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
$675/hour
Sail Modern Premium Sailboat from San Francisco
Sailing in San Francisco · 6 guests

Sail Modern Premium Sailboat from San Francisco

5.0
$220+/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
$1,267/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
35' Cruising Catamaran on San Francisco Bay
Sailing in Oakland · 10 guests

35' Cruising Catamaran on San Francisco Bay

4.9
$225/hour
Luxury 40" Sail Catamaran | New Discounted Summer Prices | San Francisco
Sailing in San Francisco · 12 guests

Luxury 40" Sail Catamaran | New Discounted Summer Prices | San Francisco

New
$250+/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
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
Charter 30ft Sabre Cruising Monohull In Berkeley, California
Sailing in Berkeley · 6 guests

Charter 30ft Sabre Cruising Monohull In Berkeley, California

New
$195/person
Beautiful J/105 Sailboat Downtown San Francisco - Fast, Fun & Affordable!
Sailing in San Francisco · 6 guests

Beautiful J/105 Sailboat Downtown San Francisco - Fast, Fun & Affordable!

New
$250/hour

Sailing Reviews in Oakland

  1. Vc

    Vivian

    Luxury 40" Sail Catamaran | New Discounted Summer Prices | Alameda

    The boat is quite beatiful and new. And what is more impressive is the great service during the whole trip. Thank you so much! We seldom see fantastic service like yours. Not only in-time, convenient, but also from heart. The amenities on the boat is awsome, too! We had an unforgettable experience at my husband's 40th birthday.

  2. JN

    John

    30ft Catlina Sailboat Charter in Alameda CA

    Had a great day out on the bay with Capt. Brad. He provided great communication and direction prior to departure. Capt. Brad really knows what he's doing. Will sail with him again.

  3. Mary

    Mary

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

    Boat was so much fun and perfect for our group of 6 adults. We had gorgeous weather. Our captain and crew gave us a great tour of the bay followed by a few innings in McCovy Cove. We are already ready to plan our next outing with them!

  4. ML

    Maria

    Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers

    Had the most fabulous sunset cruise with spectacular views of the city and the bay. My Big-Birthday party went off without a hitch and couldn't have been more fun for me and all my guests. The crew was very accommodating and hosted us very well. Would highly recommend this experience and look forward to sailing with Gas Light again.

  5. BB

    Brianna

    Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay

    The captain & crew were so great and friendly! They were very accommodating as our group was running late. They made everyone feel welcome and safe.

  6. WH

    Will

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

    Jan is amazing and this boat was fantastic. Sailing around the bay and talking to him about his sailing experiences was awesome. He’s super easy to work with and I couldn’t recommend this more!