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Captain
All listings in San Francisco

Great sailboat rentals near San Francisco, California.

Page 1 of 234 listings

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

30ft Catlina Sailboat Charter in Alameda CA

5.0
$115hour
42 Sailing Monohull Tours in Sausalito
Sailing in Sausalito · 6 guests

42 Sailing Monohull Tours in Sausalito

5.0
Superowner
$200hour
Excellent yacht for the SF Bay!   Wind power/green clean fun! In Richmond, CA
Sailing in Richmond · 6 guests

Excellent yacht for the SF Bay! Wind power/green clean fun! In Richmond, CA

5.0
$140-$215hour
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
$120hour
Curated Sailing Experience from the Golden Gate Bridge: Islander 36 Sailboat
Sailing in San Francisco · 5 guests

Curated Sailing Experience from the Golden Gate Bridge: Islander 36 Sailboat

5.0
Superowner
$75person
Sail the San Francisco Bay with Sun Odessy 449 Cruising Monohull!!!
Sailing in San Francisco · 8 guests

Sail the San Francisco Bay with Sun Odessy 449 Cruising Monohull!!!

5.0
$250-$300hour
Sail San Francisco Bay On 51' Morgan Out Island Ketch with Captain
Events in Sausalito · 30 guests

Sail San Francisco Bay On 51' Morgan Out Island Ketch with Captain

4.9
$500hour
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
$225-$300hour
Luxury San Francisco Catamaran: City Views & Magical Evening Sails
Sailing in Alameda · 12 guests

Luxury San Francisco Catamaran: City Views & Magical Evening Sails

4.8
$250-$450hour
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
$675hour
Sailing Elliott 1050 Sloop for rent in Sausalito, California
Sailing in Sausalito · 6 guests

Sailing Elliott 1050 Sloop for rent in Sausalito, California

5.0
$215-$275hour
Sail Modern Premium Sailboat from San Francisco
Sailing in San Francisco · 6 guests

Sail Modern Premium Sailboat from San Francisco

5.0
$180-$200hour
Luxury Sailing Yacht on Santa Cruz 50 Sailboat Downtown San Francisco, CA
Sailing in San Francisco · 20 guests

Luxury Sailing Yacht on Santa Cruz 50 Sailboat Downtown San Francisco, CA

4.9
$450-$900hour
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
$650hour
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
$1,267hour
43ft Sailing Yacht Charter In San Francisco Bay, If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Send Booking Inquiry” and send us an inquiry for a custom offer.
Sailing in Sausalito · 6 guests

43ft Sailing Yacht Charter In San Francisco Bay, If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Send Booking Inquiry” and send us an inquiry for a custom offer.

4.9
$283hour
Islander 36 - The Perfect Sailing Yacht for San Francisco Bay
Sailing in Tiburon · 6 guests

Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

New
$175hour
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
$350-$400hour
Cruising Monohull Half-Day Skippered Charter for 6 people in Emeryville, California
Sailing in Emeryville · 6 guests

Cruising Monohull Half-Day Skippered Charter for 6 people in Emeryville, California

5.0
$595day
1984 Classic Catalina 30ft Sailboat for Charter in Sausalito, California
Sailing in Sausalito · 4 guests

1984 Classic Catalina 30ft Sailboat for Charter in Sausalito, California

5.0
$150hour
Tripp 43 Cruiser Racer Sailing Yacht in Alameda, California
Sailing in Alameda · 6 guests

Tripp 43 Cruiser Racer Sailing Yacht in Alameda, California

New
$199hour
35' Cruising Catamaran on San Francisco Bay
Sailing in Oakland · 10 guests

35' Cruising Catamaran on San Francisco Bay

4.7
$225hour
Sailing Lessons on the San Francisco Bay
Tours in Berkeley · 4 guests

Sailing Lessons on the San Francisco Bay

5.0
$123-$245day
San Francisco Sailing Awesomeness aboard Custom 42' Globetrotting Sloop
Sailing in Sausalito · 6 guests

San Francisco Sailing Awesomeness aboard Custom 42' Globetrotting Sloop

5.0
$125hour

Sailing Reviews in San Francisco

  1. MB

    Monica

    Sail the San Francisco Bay with Sun Odessy 449 Cruising Monohull!!!

    We booked Jim's boat for my sister's birthday (she's a Pisces). Jim was nothing short of an exceptional host and his boat was beautiful. Communication was great from start to finish, he answered all our questions, and gave user friendly directions. (And made a ton of dad jokes).The inside space had a bunch of amenities we forgot to bring and Jim kept us at ease with his knowledge and expertise while out on the Bay. Jim was amazing, funny, and a whole VIBE. We all enjoyed the trip and would highly recommend his ship.

  2. Mykola

    Mykola

    Charter this Ultra-Luxury Beneteau 37 Sailboat downtown San Francisco

    Everything was great, Drew is a very nice person and he explained everything.

  3. BW

    Bryson

    30ft Catlina Sailboat Charter in Alameda CA

    I booked this listing because I wanted to sail on a Catilina 30 on SF bay, but I found a new friend in Captain Brad. His boat is fantastic for cruising the bay. I have some experience on this exact boat, and I appreciate that he let me man the helm for a majority of our voyage. We booked 4 hours and I wish I had booked more. we will definitely be back; we could have spent the whole day cruising around the bay. Thank you, Captain Bradford, for a great experience; you are Alameda's best kept secret! No better way to experience SF bay than on your boat.

  4. KV

    Kim

    30ft Catlina Sailboat Charter in Alameda CA

    We had a wonderful afternoon sailing with Captain Brad. My husband is a sailer so we wondered what it would be like to have someone else at the helm, but Brad was very willing to let my husband take a turn. We had a fun afternoon and I look forward to going out with Captain Brad again soon!

  5. ma

    mushahid

    30ft Catlina Sailboat Charter in Alameda CA

    Bradford was right on time. We went out till bay bridge and turned back . We sailed on our back and it was a great experience. He humbly agreed to our request to watch sunset on bay and stayed back late for our . The weather was just not in our favor or else we might have gone till alacatrez. Had a amazing trip sitting at the front of the boat 🚤. His boat is very clean and we enjoyed our conversations with Bradford . Wouldn’t think twice to book with Bradford if we decided to go sailing again.

  6. AM

    Aubrey

    30ft Catlina Sailboat Charter in Alameda CA

    Captain Brad is a really great captain! He is responsive to questions. He also provides details of what to expect and what to do, bring, or even wear, prior to your arrival, so that there are no surprises and you have the best experience possible. He also has a lot of experience and knowledge about sailing and the area where we sailed. All of this made us feel safe, comfortable, and relaxed. We thoroughly enjoyed our trip with him.