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Oakland, California Boat Rentals & Yacht Charters

Page 1 of 244 listings

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

30ft Catalina Sailboat Charter in Alameda CA

5.0
$95/hour
High Demand
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
Instant Book
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 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
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 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
$750+/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
$650+/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
SAN FRANCISCO BAY, MY WAY CHARTERS 50' YACHT, SEA RAY SUNDANCER
Events in Oakland · 12 guests

SAN FRANCISCO BAY, MY WAY CHARTERS 50' YACHT, SEA RAY SUNDANCER

5.0
$450/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
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
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
Luxury Meridian 490 Yacht Charter on San Francisco Bay
Powerboats in San Francisco · 6 guests

Luxury Meridian 490 Yacht Charter on San Francisco Bay

New
$500/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
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
Celebrate your special event in style with a fun Cruise on SF Bay
Sailing in San Francisco · 42 guests

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

5.0
Superowner
$650/hour
Limited Availability
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
San Francisco Luxury Yacht Charter
Events in San Francisco · 12 guests

San Francisco Luxury Yacht Charter

5.0
$1,250/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
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
21' SeaSwirl Striper Power Fishing Boat in San Francisco Bay
Powerboats in San Francisco · 8 guests

21' SeaSwirl Striper Power Fishing Boat in San Francisco Bay

5.0
$150/hour
Fast and Fun Private Bay Tours and More!
Powerboats in Oakland · 6 guests

Fast and Fun Private Bay Tours and More!

5.0
$125+/hour
Sailing Lessons on the San Francisco Bay
Tours in Berkeley · 4 guests

Sailing Lessons on the San Francisco Bay

5.0
$123+/day

Oakland Reviews

  1. EN

    Emma

    30ft Catalina Sailboat Charter in Alameda CA

    My friends & I had a great trip with Brad for 6! We didn’t expect him to let us actually sail with him, but it was super informative. He was very knowledgeable about the boat and navigating other boats. Everything was clean! We were able to bring our own food & drinks too! We would definitely recommend it to others in the future!!

  2. MS

    Martha

    Comfortable cruiser on San Francisco Bay

    About a month ago I was trying to decide how to celebrate my grad school graduation and decided to check out this site. I landed on Wonderlust and was really pleased with my choice. Our party was between the ages of 5 and 65 so having an indoor area to lounge was essential. Throughout the morning adventure, the experience was tailored to our liking, we immediately popped champagne and put some danceable tunes on, and were even able to adjust drop off at the Ferry building so we can walk to North Beach for our afternoon lunch. Overall, the experience was 11/10, my family was so happy and it'll honestly be a celebratory moment we'll never forget. Hopefully we get to board again for another life celebration or maybe just because!

  3. CC

    Craig

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

    Jan worked with us to make this trip, exceptional. The boat is fantastic. He and his crew are fantastic. I would highly recommend booking with him. I’m a sailor and my girlfriend and I did most of the driving. Also, his boat is equipped with great electronics, which add to the experience.

  4. DD

    David

    30ft Catalina Sailboat Charter in Alameda CA

    Booking and sailing with Brad was wonderful! He was super quick to respond with booking questions and the sail was great! Brad was a seasoned captain and a fun hang. We had some experience sailing and he let us do a lot of the sailing, but he also caught on quick to where he needed to jump in. We had such a good time!

  5. LF

    Liam

    Comfortable cruiser on San Francisco Bay

    I chartered this boat for my wife's birthday and it was a BLAST! The boat was clean and comfortable. The crew(Brian & Olive) were totally professional and fun to hang with it as we cruised around the bay and ended in Sausalito. Next time I charter a boat it will be with these guys

  6. LD

    Lucy

    Nicest Certified 53' Santa Cruz Sailing Yacht on the West Coast - 20 Pax Package

    We had a beautiful day on the bay with Drew and Garrett who are both accomplished sailors and considerate hosts. Everyone felt comfortable and taken care of and I would highly recommend them to anyone looking for a day on the water with local experts. It was a gorgeous day and reminded us why we are so lucky to live here!