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All listings in San Francisco

Great sailboat rentals near San Francisco, California.

Page 2 of 235 listings

35.5' Hunter-Legend Cruising Monohull
Sailing in Oakland · 6 guests

35.5' Hunter-Legend Cruising Monohull

5.0
$125/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
$125/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
27' Oday Sailboat for Easy Sailing and Bay Adventures
Sailing in San Francisco · 6 guests

27' Oday Sailboat for Easy Sailing and Bay Adventures

New
$99/hour
Charter 30ft Sabre Cruising Monohull In Berkeley, California
Sailing in Berkeley · 6 guests

Charter 30ft Sabre Cruising Monohull In Berkeley, California

New
$150/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
Snoozed - Active 02 Jan 2027
Sausalito: 41ft Jeanneau 410 Sun Odyssey Sailing Charter for Up to 10 Guests
Sailing in Sausalito · 10 guests

Sausalito: 41ft Jeanneau 410 Sun Odyssey Sailing Charter for Up to 10 Guests

New
Snoozed - Active 23 Sep 2026
40' Luxury Cruising Sailboat – Private Charters for 8 Guests
Sailing in Richmond · 8 guests

40' Luxury Cruising Sailboat – Private Charters for 8 Guests

New
Snoozed - Active 23 Sep 2026
42' Luxury Catamaran – Private San Francisco Bay Charters for 12 - Oakland
Sailing in Oakland · 12 guests

42' Luxury Catamaran – Private San Francisco Bay Charters for 12 - Oakland

New
Snoozed - Active 23 Sep 2026
Limited Availability
Luxury Bay Sailing Experience – Private 42' Yacht, Comfortably Seats 10 Guests
Sailing in Oakland · 10 guests

Luxury Bay Sailing Experience – Private 42' Yacht, Comfortably Seats 10 Guests

New
Snoozed - Active 23 Sep 2026

Sailing Reviews in San Francisco

  1. DF

    Dalila

    35.5' Hunter-Legend Cruising Monohull

    Here’s a more understated version: Mary was easy to communicate with and everything went smoothly. The fleet was in good condition, and we had a great experience overall. We’d be happy to charter with her again!

  2. Patrick

    Patrick

    Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

    Will was awesome. Very personable, professional and knowledgeable. Loved how he interacted with our son. The boat was well captained and built for S.F. Bay. We will definitely return. The location is very easy to access from the City.

  3. MM

    Mimi

    Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

    Will was a great captain! We had so much fun reelin’ in the years with him, we can’t wait to do it again, maybe minus the dirty work (kidding! Only a fool would say that…)

  4. Harnoorjit

    Harnoorjit

    Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

    The trip is amazing, yacht is clean, water and snacks are provided. Captain Will is such a nice person, explains the areas for the tour. Overview the experience was nice and fun

  5. AP

    Abhi

    35.5' Hunter-Legend Cruising Monohull

    Great boat. Absolutely awesome (super friendly, polite, and a total pro) captain - Captain Eddy. Great experience.

  6. James

    James