Sail San Diego

Trip Advisor's #1 boat tour business in San Diego

San Diego's Premier Sailing Charter Business

We offer a wide range of options, including public sailing cruises and private charters. Whether you're looking for a romantic sunset sail or an adventure-filled day sail, our year-round scenic sailing excursions in the San Diego Bay and Pacific Ocean will not disappoint.

We have something for everyone!

Public Sailing Tours

Whether you’ve never set foot on a sailboat, or are a seasoned sailor, our public sailing tours in San Diego are legendary, enjoyable and fun for all ages.

Join us in comfort and style and see for yourself, there is no better way to take in the natural beauty with the wind in your hair and a drink in your hand.

Public Sails regularly sell out.  We strongly recommend booking online in advance.

Morning Sail

$75 per person


  • 2 Hour Trip
  • Limited to 6 guests
  • 40ft Sailing Yacht

Day Sail

$99 per person


  • 3 Hour Trip
  • Limited to 6 guests
  • 40ft Sailing Yacht

Sunset Sail

$109 per person


  • 3 Hour Trip
  • Limited to 6 guests
  • 40ft Sailing Yacht

Whale Watching Season Opener


Private Sailing Tours

We know from first-hand experience that any gathering is better on a boat. Which is why we offer exclusive, private charters ranging from family outings to weddings, birthday parties, reunions, company retreats, and more.

Have the sea to yourself. On a private trip, you decide who else (besides our captain) gets to be on board your sailing yacht with you.

Up to 4 Guests


  • 2 Hour Trip
  • $450 Total 
  • 36ft Sailing Yacht

Up to 6 Guests


  • 3 Hour Trip
  • $595 Total
  • 40ft Sailing Yacht

Up to 10 Guests


  • 3 Hour Trip
  • Starting at $550 
  • 40ft or 42ft Sailing Yacht

Up to 12 Guests


  • 2-6 Hour Options
  • $800 Base price
  • 46ft Sailing Yacht


We offer fun filled, authentic sailing charters where you are treated like family and not a number. Our captains get to know you and enjoy sharing an incredible experience in a unique and unbelievable setting

We are located at one of the closest marinas to the Pacific Ocean so you have your choice of either sailing in the harbor or heading out to the Pacific Ocean to watch the sun as it melts into the sea. You may meet a host of wildlife along the way including: sea lions, seals, dolphins and whales.

Rated #1 on Trip Advisor

Sail San Diego has been sailing guests for more than 3 decades & we are #1 on Trip Advisor by customer review out of 500+ boat tours & water sports in San Diego.

Everything is included

All beer, non-alcoholic drinks and snacks are complimentary. We don’t give you just one and make you pay for more! Free parking options available nearby.

Over 30 Years Experience

Founded by San Diegans in the late 80s and family-owned ever since, we pride ourselves on being one of the longest running charter businesses in San Diego and intimately familiar with its waters.

Spacious Boats

Our fleet consists of 7 modern, beautiful, spacious, and seaworthy boats in San Diego. Plenty of room to stretch out and be comfortable.

Safety & Comfort

Our fleet is regularly maintained and meticulously cleaned and stocked before each sail.  We have blankets onboard, and you can browse our store at check-in for anything else you may need such as sunglasses, hats, sunscreen, jackets and more

Best Captains

Our Captains are all U.S. Coast Guard-certified and have over 80 years of combined sailing experience. Our hand-picked crew has worked for the best charter companies across the world and will give you the most entertaining and memorable experience. They also like to share the wheel. 

From the Docks

Fun Facts about San Diego

Check out the recent Redfin article we were featured in: San Diego is known for its stunning beaches, ...
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Whales Have Arrived

Attention all nature enthusiasts! We are excited to announce that the grey whales have started their annual migration ...
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Summertime Celebrations

Got a summer birthday? Anniversary? Maybe even a family reunion coming up? Consider celebrating your special occasion while ...
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What’s an All-Day Sail?

Summertime calls for days spent on the Pacific. Are you planning your summer vacation or San Diego staycation? ...
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Fathers’ Day Idea

Looking for a last-minute adventure with your DAD this Father’s Day? What better way to show your dad ...
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New Addition to Fleet

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Common Questions we get

Do the boats have bathrooms?

Sure does. All of our boats have clean and easy to use flushable marine toilets. 

Are we going to see wildlife?

There is always a chance for that and we often do, however we can’t promise that you’ll see them because they swim around freely and do not hang out in the same place.

Are Drinks really included?

YES! We have unlimited complimentary Beer, Seltzers, Water and Soda.

Are Snacks really Included?

YES! We have an array of complimentary light salty snacks for you to enjoy while underway. We also have healthy and gluten-free options as well.

Does it come with a Captain?

Absolutely! We have some of San Diego's most experienced skippers in town. They love sharing their love for the ocean with you. 

Cancellation Policy?

Very flexible. Reservations may be canceled for a full refund only if canceled within 3 days of your reservation.

Give us a call

Don't be shy, give us a call. We love talking about sailing and here to answer all your questions.


2720 Shelter Island Drive, San Diego, CA 92106 | Call +1 619-297-7426 | Email:

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