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All listings in San Francisco

Great sailboat rentals near San Francisco, California.

Page 1 of 227 listings

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

30ft Catalina Sailboat Charter in Alameda CA

5.0
$95/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 BIG BOAT SERIES WINNER  | San Francisco Bay
Sailing in Alameda · 6 guests

44' RACER CRUISER ROLEX BIG BOAT SERIES WINNER | San Francisco Bay

5.0
$239+/hour
42 Sailing Monohull Tours in Sausalito
Sailing in Sausalito · 6 guests

42 Sailing Monohull Tours in Sausalito

5.0
Superowner
$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
$750/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
Instant Book
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
$275+/hour
Instant Book
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
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
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
Islander 36 - The Perfect Sailing Yacht for San Francisco Bay
Sailing in Sausalito · 6 guests

Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

5.0
$325/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
Instant Book
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
$400+/hour
Instant Book
Limited Availability
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
$650/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
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
San Francisco Sailing Awesomeness
Sailing in Sausalito · 6 guests

San Francisco Sailing Awesomeness

5.0
$155/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
50' Beneteau - Classic nautical soul meets modern comfort and high-tech
Sailing in Alameda · 6 guests

50' Beneteau - Classic nautical soul meets modern comfort and high-tech

New
$250/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
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 45 Cruising Monohull
Sailing in Oakland · 6 guests

Sail the San Francisco Bay on a Beneteau 45 Cruising Monohull

New
$200/hour
Instant Book

Sailing Reviews in San Francisco

  1. Dan

    Dan

    35' Cruising Catamaran on San Francisco Bay

    Very nice boat. Very well equipped. Brand new main sail. We sailed as a bare boat. Mary was very accomodating. Anni gave us good instructions on all the operations of the boat. I have sailed many times in SF and knew the area well. The boat performed as expected in the bay.

  2. YV

    Ylize

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

    amazing experience! amazing customer service! everyone had so much fun and everyone was asking the contact of the owner right after! i hosted a really great birthday party thanks to you guys! and a very beautiful boat! highly recommend!

  3. 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.

  4. VM

    Vanessa

    42 Sailing Monohull Tours in Sausalito

    My husband, parents, and I had an amazing time! Captain Rick’s awesome. He was very accommodating to my dad with mobility limitations, and he let all of us take the helm. We sailed from Sausalito, under the Golden Gate, and back to the Bay Bridge. I’d highly recommend sailing with Rick.

  5. JN

    Josephine

    30ft Catalina Sailboat Charter in Alameda CA

    We went sailing with my husband, and Brad was our amazing captain! His communication was clear and timely from start to finish. We were running about 10 minutes late and messaged him — he responded immediately, remaining calm, professional, and welcoming. The entire 3-hour experience was perfect. We truly enjoyed every moment and can’t wait to sail with him again in the future. Thank you, Brad!

  6. BH

    Brack

    30ft Catalina Sailboat Charter in Alameda CA

    The boat is well maintained and in great shape for her age. Captain Brad was fun and informative. As we had some sailing experience he allowed us at the helm.