Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Oakland, California Boat Rentals

All Oakland Listings

Page 1 of 245 listings

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

30ft Catalina Sailboat Charter in Alameda CA

5.0
$115/hour
Comfortable cruiser on San Francisco Bay
Events in Oakland · 13 guests

Comfortable cruiser on San Francisco Bay

5.0
Superowner
Best of 2026
$385/hour
Luxury 40" Sail Catamaran | Cozy Winter Sail | Sausalito
Sailing in Alameda · 12 guests

Luxury 40" Sail Catamaran | Cozy Winter Sail | Sausalito

5.0
$800+/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
50ft Party Boat Specializing in Bay Cruises, History Tours & Sportfishing Trips!
Events in Emeryville · 30 guests

50ft Party Boat Specializing in Bay Cruises, History Tours & Sportfishing Trips!

5.0
$500/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
$300+/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
Hurricane 188 Deck Boat in the San Francisco Bay California
Powerboats in San Francisco · 8 guests

Hurricane 188 Deck Boat in the San Francisco Bay California

5.0
$150/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
$750+/hour
30' Protector RIB Boat Rental In San Francisco Bay Area, Richmond, Berkeley
Powerboats in Richmond · 6 guests

30' Protector RIB Boat Rental In San Francisco Bay Area, Richmond, Berkeley

5.0
$300/hour
Explore San Francisco Bay on a 52 ft. Private Luxury Yacht
Events in Alameda · 6 guests

Explore San Francisco Bay on a 52 ft. Private Luxury Yacht

5.0
$400+/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
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
50' Sea Ray Yacht Charter | Don't just settle for any yacht, do it your way!
Events in Oakland · 12 guests

50' Sea Ray Yacht Charter | Don't just settle for any yacht, do it your way!

5.0
$400/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
Beautiful Mainship 30 at South Beach in San Francisco (next to Oracle Ballpark)
Events in San Francisco · 6 guests

Beautiful Mainship 30 at South Beach in San Francisco (next to Oracle Ballpark)

5.0
$300+/hour
San Francisco Luxury Yacht Charter
Events in San Francisco · 12 guests

San Francisco Luxury Yacht Charter

5.0
$1,250/hour
35' Cruising Catamaran on San Francisco Bay
Sailing in Oakland · 10 guests

35' Cruising Catamaran on San Francisco Bay

4.9
$225/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
$400+/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

Oakland Reviews

  1. SB

    Sean

    Comfortable cruiser on San Francisco Bay

    Of all the different boats we talked to for our trip out to the Golden Gate, Brian was by far the most responsive and willing to work with us to make our trip exactly what we wanted. In fact, he bent over backwards in many ways that made our trip EXACTLY what we were after. His communication was excellent and we all found him very easy - and fun - to work with. We highly recommend him and his boat.

  2. DB

    David

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

    ’Twas a gloomy day—your typical San Francisco midday gloom. Fog with teeth. Mist that clung like a secret. A chilled, still air that made the Bay look calm enough to trust… which is exactly how it gets you. Me and the missus had one objective: sail for the Golden Gate and get that clean, cinematic sweep under the red steel. Simple, right? Except nothing in that water is simple. The currents run their own agenda out there—silent, relentless, and utterly indifferent to whatever romantic plan you brought with you. Captain Jan sized up the day the way a seasoned operator reads a dossier. No drama. No bravado. Just facts. “Sure,” he said, steady as a man who’s seen worse, “but it’ll be a one-way trip in these currents.” That was the moment I knew we were in good hands. And don’t let his youthful appearance fool you—he’s not that young. Argh! The boat—ahem, catamaran—Hokahey, was clean, dialed-in, and quietly ready for business. There’s a cozy spot to keep you out of the wind when the Bay starts throwing attitude, a bathroom (critical), and most importantly… snacks. The kind of detail that tells you the person running the show has done this before and knows what matters when you’re out there with nothing but gray sky and cold water for company. The wind didn’t cooperate—no grand, billowing sails cutting through the fog like a movie poster. But here’s the thing: the engine is quiet and makes serious speed. No rattling chaos, no grinding clatter—just a smooth push through the chop like the vessel had its own mission and we were simply along for the ride. We tracked close to Alcatraz, its silhouette looming like a warning. Closed in on the Golden Gate, the great red arc appearing and disappearing through the mist like something you weren’t supposed to find. We chose not to explore Angel Island—call it discretion, call it timing, call it a tactical decision—and cruised the dock area as well, soaking in the city’s edge where steel, salt, and history all collide. No rush. No worries. No forced itinerary. Just a smooth, delightful, private cruise in the Bay—executed with calm precision and a kind of confidence you can’t fake. If you want a low-stress, high-quality sailing adventure that still feels like you earned it—Jan and the Hokahey are the way to go. Enjoy… and thanks, Jan.

  3. AJ

    Alona

    San Francisco Luxury Yacht Charter

    Both captain and leah were amazing. This trip was worth every penny and we cant wait to do it again.

  4. KT

    Kevin

    30ft Catalina Sailboat Charter in Alameda CA

    Great experience and would go out again in a heartbeat

  5. YT

    Yalda

    Schock 35' Cruiser Sailboat in San Francisco Bay

    Captain Daniel and his crew made Mother’s Day so special for us! We sailed from Jack London Square to the San Francisco Bay. We enjoyed talking and spending time with everyone on board. Captain Daniel is very informative and kind. We look forward to booking more sail experiences with him! I highly recommend booking with Captain Daniel!

  6. Eduardo

    Eduardo

    Schock 35' Cruiser Sailboat in San Francisco Bay

    The sailboat is fast and well equipped; the skipper knows his way around and takes you sailing with the wind blowing from the right direction and with the best views of the San Francisco Bay area. it's the best way to get an idea of a huge touristic region.