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All listings in San Francisco

Great sailboat rentals near San Francisco, California.

Page 1 of 231 listings

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

30ft Catalina Sailboat Charter in Alameda CA

5.0
$115/hour
Luxury 40' Sail Catamaran | Cozy Private Winter Sail | Sausalito
Sailing in Alameda · 12 guests

Luxury 40' Sail Catamaran | Cozy Private Winter Sail | Sausalito

5.0
$800+/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
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
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
Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch
Events in Sausalito · 30 guests

Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch

4.9
Superowner
Best of 2026
$650/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
42 Sailing Monohull Tours in Sausalito
Sailing in Sausalito · 6 guests

42 Sailing Monohull Tours in Sausalito

5.0
Superowner
$200/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
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
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
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
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
Let’s Go Sailing On This Beautiful Private Catalina 350 Yacht From San Francisco
Sailing in San Francisco · 6 guests

Let’s Go Sailing On This Beautiful Private Catalina 350 Yacht From San Francisco

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
Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained
Sailing in Alameda · 6 guests

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

5.0
$350/hour
35.5' Hunter-Legend Cruising Monohull
Sailing in Oakland · 6 guests

35.5' Hunter-Legend Cruising Monohull

5.0
$115/hour
Sailing Lessons on the San Francisco Bay
Tours in Berkeley · 4 guests

Sailing Lessons on the San Francisco Bay

5.0
$123+/day
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
Beneteau 321 Sailboat in Oakland, California – Comfortable and Spacious
Sailing in Oakland · 6 guests

Beneteau 321 Sailboat in Oakland, California – Comfortable and Spacious

New
$138/hour
35' Sailing Yacht Charter in Sausalito
Sailing in Sausalito · 6 guests

35' Sailing Yacht Charter in Sausalito

New
$220/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

Sailing Reviews in San Francisco

  1. Abby

    Abby

    Nicest Certified Sailing Yacht on the West Coast for 15 People Package

    Our group of 9 had a beautiful sail in the Bay during the March heatwave. The boat’s speaker wasn’t working, but fortunately I brought a portable speaker. Capt Drew and his son were great and helpful. They provided a hard cooler for our drinks and would pour and serve us. I would book with them again!

  2. KB

    Katja

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

    The booking process was easy, and Jeremy was very quick to respond to any questions. On the day of our trip, we arrived about 50 minutes early due to light traffic, and the team was flexible enough to let us start about 20 minutes earlier so we could enjoy the great weather. During the 3-hour trip, we spent most of our time relaxing on the hammock, which comfortably fit three people at once. The team also provided very comfortable loungers for the other two members of our group. They were attentive throughout the trip and warned us about larger waves that might drench us while we were sitting on the hammock. Captain Efe regularly checked in to make sure we were doing well and happily explained what we were seeing around us, including the container ships, cranes, and the bay. We had an amazing trip. The boat is beautiful, and we felt safe and well taken care of the entire time. I would 100% recommend this experience and can’t wait to go out with Captain Efe again.

  3. MH

    Mark

    30ft Catalina Sailboat Charter in Alameda CA

    Brad Partridge did a great job bringing my family & friends on our sailing trip today, 3/14/26. We will be highly recommending Brad to our friends and family - many thanks & great job! Mark

  4. GM

    George

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

    If you’re in the Bay Area, going with Jan and the Hokahey is a no brainer. Excellent communication from booking to boarding. Great conversation and knowledge of the area. Beautiful boat with room indoors for a warm setting out of the breeze, and plenty of room to spread out and sit up high and see the views or lay on the trampoline mesh up front to listen to the waves. Excellent experience, would recommend to anyone.

  5. AH

    Alex

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

    Great crew! Very accommodating and did everything to make it an amazing experience. Hope to sail with them again soon!

  6. BJ

    Bruce

    30ft Catalina Sailboat Charter in Alameda CA

    Wonderful sailing experience with a very knowledgeable, engaging, fun loving, and story telling Capt Brad. The pre-sail communications were spot on and timely. Once Capt Brad assessed the interest level (high) and capability (hard working but novice sailors) of our grandsons (ages 12 & 8) he had them working ropes an steering when safe and under his watchful eye. Already looking forward to our next sail with Capt Brad.