(800) 814 COOL Questions? Call Us Now!

California Sailing Trips

When are you traveling?
Filter
Languages Clear
Time of Day Clear
46
54
40
Duration Clear
3
67
7
0
0
Price Clear
$0 $500+
Specials Clear
57
24
0
27
7
Features Clear
0
26
52
6
54
Accessibility Clear
3
23
59
Families Clear
29
26
3
Rating Clear
55
59
60

California Tours

Attractions

Guides

Calendar

67 Results
Sort by:
Featured
  • San Francisco Bay Sailing Cruise
    Likely to Sell Out

    San Francisco Bay Sailing Cruise

    604

    Experience the beauty of San Francisco during a 1.5-hour catamaran cruise over San Francisco Bay. Sail away from bustling city and enjoy photo ops from...
    Read More

     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $72
    Details
    from
    $72
  • San Francisco Bay Cruise

    San Francisco Bay Cruise

    246

    You haven’t fully experienced San Francisco until you’ve taken a Bay Cruise. This popular 1-hour excursion heads underneath the Golden Gate Bridge, around Alcatraz Island, past Angel Island...
    Read More

     1 hour  Free Cancellation  Instant Confirmation
    from
    $39
    Details
    from
    $39
  • Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

    Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

    197

    This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways. You'll be on a beautiful Catalina 34' Sailboat...
    Read More

     2 hours  Free Cancellation  Instant Confirmation
    from
    $119
    Details
    from
    $119
  • Small-Group San Diego Afternoon Sailing Excursion
    Likely to Sell Out

    Small-Group San Diego Afternoon Sailing Excursion

    520

    This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing you a comfortable, semi-private experience (or, grab five friends...
    Read More

     3 hours  Free Cancellation  Instant Confirmation
    from
    $116
    Details
    from
    $116
  • Small-Group San Diego Sunset Sailing Excursion
    Likely to Sell Out

    Small-Group San Diego Sunset Sailing Excursion

    574

    Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This three-hour adventure on a Catalina sailboat...
    Read More

     3 hours  Free Cancellation  Instant Confirmation
    from
    $127
    Details
    from
    $127
  • Sunset Sail Along the San Diego Skyline
    Likely to Sell Out

    Sunset Sail Along the San Diego Skyline

    571

    Enjoy an evening sailing under the sunset on a relaxing sailing cruise with a unique perspective on San Diego that you can only get from...
    Read More

     2 hours  Free Cancellation  Instant Confirmation
    from
    $109
    Details
    from
    $109
  • Sunset or Afternoon Sail On A Vintage Yacht Beer & Wine Included
    Likely to Sell Out

    Sunset or Afternoon Sail On A Vintage Yacht Beer & Wine Included

    315

    Book an unforgettable tour with Captain Phil and sail in style aboard, Liberty, a stunning replica of a 1904 gaff rigged friendship sloop. She is...
    Read More

     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $125
    Details
    from
    $125
  • Monterey Bay Whale Watching

    Monterey Bay Whale Watching

    281

    Sea Goddess Whale Watching promises a once-in-a-lifetime whale watching experience. Our whale watching tours depart from Moss Landing, right at the mouth of the Monterey...
    Read More

     2 to 3 hours  Free Cancellation  Instant Confirmation
    from
    $69.95
    Details
    from
    $69.95
  • Escape from the Rock! Cruise around Alcatraz

    Escape from the Rock! Cruise around Alcatraz

    137

    Embark on a 90-minute cruise along the San Francisco waterfront, under the Golden Gate Bridge and past Angel Island State Park before circling Alcatraz Island for an...
    Read More

     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $48
    Details
    from
    $48
  • 1.5-Hour San Francisco Bay Sailing Tour

    1.5-Hour San Francisco Bay Sailing Tour

    376

    For a relaxing afternoon on the water, hop aboard the Privateer, a truly traditional sailboat, for a semi-private 90-minute cruise of the bay, complete with...
    Read More

     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $99
    Details
    from
    $99
  • Daytime Sailing Along San Diego's Skyline
    Likely to Sell Out

    Daytime Sailing Along San Diego's Skyline

    142

    Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on thisfamily-friendly sailing experience. We'll set sail from Safeharbor...
    Read More

     2 hours  Free Cancellation  Instant Confirmation
    from
    $89
    Details
    from
    $89
  • Deluxe Sunset & Day Sail Small Group
    Likely to Sell Out

    Deluxe Sunset & Day Sail Small Group

    189

    Experience the breathtaking beauty of San Diego Bay at sunset aboard our mono-hull sailboat, perfect for up to six passengers. Glide through calm waters as...
    Read More

     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $119
    Details
    from
    $119
  • 2-Hour Sunset Sail on the San Francisco Bay

    2-Hour Sunset Sail on the San Francisco Bay

    361

    Whether you want to kick off a fabulous date night or wrap up an enjoyable afternoon, this two-hour sunset sail is just the ticket. Step...
    Read More

     2 hours  Free Cancellation  Instant Confirmation
    from
    $129
    Details
    from
    $129
  • 2-Hour Private Sailing Experience in San Diego Bay

    2-Hour Private Sailing Experience in San Diego Bay

    166

    Our unique sail displays a peace sign because that is exactly what we share with our customers, peace. Peace is not always an easy thing...
    Read More

     2 hours  Free Cancellation  Instant Confirmation
    from
    $625
    Details
    from
    $625
  • Private Sailing Tour of Bodega Bay

    Private Sailing Tour of Bodega Bay

    86

    This is a unique experience because you get to sail a 33' boat with a licensed captain. You can be involved as much or as...
    Read More

     3 hours  Free Cancellation  Instant Confirmation
    from
    $122.50
    Details
    from
    $122.50
  • Private Sailing Charter on San Diego Bay

    Private Sailing Charter on San Diego Bay

    35

    San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. Why not enjoy this natural...
    Read More

     3 hours  Free Cancellation  Instant Confirmation
    from
    $475
    Details
    from
    $475
  • 2hr. INTERACTIVE Sailing Experience on San Francisco Bay
    Likely to Sell Out

    2hr. INTERACTIVE Sailing Experience on San Francisco Bay

    74

    This is an Interactive Sailing Experience on San Francisco Bay with a maximum 6 passengers on a private yacht with a USCG licensed captain and...
    Read More

     2 hours  Free Cancellation  Instant Confirmation
    from
    $149
    Details
    from
    $149
  • Afternoon or Sunset Sail On A Vintage Yacht Beer & Wine Included
    Likely to Sell Out

    Afternoon or Sunset Sail On A Vintage Yacht Beer & Wine Included

    73

    Book an unforgettable tour with Captain Phil and sail in style aboard Liberty, a stunning replica of a 1904 gaff-rigged Friendship sloop. Her best features...
    Read More

     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $115
    Details
    from
    $115
  • 2.5 Hour Catamaran Sail Adventure
    Likely to Sell Out

    2.5 Hour Catamaran Sail Adventure

    66

    With over 35 years of experience sharing our love of sailing with San Diego visitors, we are prepared to offer you a memorable day on...
    Read More

     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $119
    Details
    from
    $119
  • Deluxe Day Sail in San Diego
    Likely to Sell Out

    Deluxe Day Sail in San Diego

    51

    Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our personalized day sailing experiences on the San Diego...
    Read More

     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $119
    Details
    from
    $119
  • 2hr. SUNSET Sailing Experience on San Francisco Bay
    Likely to Sell Out

    2hr. SUNSET Sailing Experience on San Francisco Bay

    20

    This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sailing Experience is "interactive" which means we want you to get...
    Read More

     2 hours  Free Cancellation  Instant Confirmation
    from
    $149
    Details
    from
    $149
Filter

Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for California Sailing Trips?

A: According to verified reviews on City Boat Tours and TripAdvisor, the best California Sailing Trips are:

Q: What are the best kid-friendly options for California Sailing Trips Tours?

A: According to verified reviews on City Boat Tours and TripAdvisor, the best kid-friendly California Sailing Trips are:

View all kid-friendly Tours →

Q: Which California Sailing Trips have Instant Confirmation?

A: California Sailing Trips with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which California Sailing Trips have Free Cancellation?

A: California Sailing Trips with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

Q: Got any more California trip ideas?

A: We sure do. Check out our curated lists of hand-picked California Tours.

View all California Trip Ideas →

Q: What are the most popular styles of Tours and Activities in California?

A: Based on our sales data over the past year, the most popular styles of tours and activities in California are:

View all tour styles in California →

Things To Do in California

Language
Currency

Site Settings

Activity name

Currency

Activity name

Lowest Price Guarantee

Activity name

We guarantee the lowest price on all the tours available to book on our site. We'll refund the difference if you find the exact tour cheaper online until 48 hours before your tour starts.

We Make It Easy!

Gather your information

Locate your City Boat Tours Booking Number and the proof of the lower price you found.

Send it to us

Email [email protected] with the documents, your name, and your home address.

We'll review

We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • City Boat Tours promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same tour, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on City Boat Tours and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased tour into one or more parts sold separately.
  • City Boat Tours reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of City Boat Tours.

Sorting, ranking, and search results

Activity name

City Boat Tours wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through City Boat Tours over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

Cool Support

Ask us anything!

Activity name

Cool Robot