Book Your Next Sailing Adventure Call +1 619-297-7426

San Diego's #1 Sailing Company

Your Dreams. Our Sails.

Whale Watching Tours 2017

Sailing & Speedboat Whale Watching Tours Available

San Diego Sunset Tours

Experience beautiful sunsets

Group Sailing Voyages

Friends, Family, Perfection!

Planning a Bachelorette Party?

Talk to us about our tailor made packages

Sport and Game Fishing

Come fishing with local experts

Book your Sailing & Fishing Charters or Learn to Sail With Sail San Diego

Why Choose Sail San Diego?

Rated #1 in Trip Advisor

Sail San Diego has been sailing guests for more than 28 years & we are listed as #1 on Trip Advisor out of #130 boat tours & water sports in San Diego.

Spacious / Beautiful Boats

We have 4 of the newest most beautiful, spacious, seaworthy boats in San Diego. Plenty of room to stretch out and be comfortable.

Everything is included

All beer,wine, non-alcoholic drinks and snacks are complimentary. We don’t give you just one and have you pay for more! Parking is also free!

Safety & Comfort

We provide everything you may need at sea. Hats, jackets, blankets, binoculars, sunscreen, sunglasses, snuggies and more.

28+ Years Experience

Our Captains are all U.S. Coast Guard certified. Our hand-selected crew has worked for the best charter companies across the globe .

Best Captains

With more than 72 years combined experience sailing, our captains are some of the best & most entertaining. They also like to share the wheel!

Book your Next Trip With Sail San Diego

Ready to book your next Sailing Charter, Fishing Trip, Corporate event, Sailing Lesson or Bachelorette Party?

Latest Posts from Our Blog

What Kinds Of Dolphins Should I lookout For While We’re Sailing?

February 5, 2017

Here you will find a list of the 11 dolphin species that can be seen in our California waters. Starting with the most common dolphins, you will learn about the different species to lookout for, and hopefully after reading this blog you will be able to name them when you see them. There are two…

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We’re The Closest Sailing Company In San Diego To The Pacific Ocean.

January 30, 2017

Being the closest to the Pacific Ocean is so luxurious its as if we leave our harbor and we’re there! Sailing into the pacific to find whales is what we’ve been doing every year since the beginning of time.. not really but close enough. Everyday during whale watching season we send our 4 Sail Boats…

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Bring On The Sunshine!

January 28, 2017

We’ve made it through the storm! The sun is shining and there is beautiful weather on the horizon! We’ve had so much rain which isn’t very fun to sail in but the weather is getting back to normal! Hopefully the weather stays on our side for a while because we want to see some whales.…

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The Action On The Water Has Been Fantastic!

January 18, 2017

Our whale watching excursions have been the best ever this year! Not one day has gone by that we haven’t seen grey whales & humpback whales. Today a group of guests went out for a three and a half hour whale watching tour and they came back with the biggest smiles on their faces. The…

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Whale Watching On The Power Boat

January 5, 2017

Today we went whale watching on the power boat. The day started out with high visibility even though it was a bit foggy. We drank hot coco as we accelerated towards the open ocean in search for the beasts of the deep. Traffic on the water was almost non existent because of the low wind…

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Got Whales?

December 28, 2016

We do! Over the past week, we have seen whales on their migration path to Mexico! Come out for a day on the water on either our Power Boat or one of four Sail Boats. Starting at $89 per person, make your holiday season memorable and book a trip! You can even give a trip…

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Whale Watching Season Coming Soon

November 22, 2016

If you haven’t already heard, The gray whales are making there way down to Baja California and they’re going to be passing right by us! The Whales usually travel within 2.5 miles of the shore along their 5,000 to 7,000 mile migration route. Their nearshore route makes it one of the few whale migrations that…

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Why We Chose Our Yachts

November 18, 2016

Our boats are built for ultimate comfort and ease of use to create the best sailing experience. In the sailing world there are a whole lot of options to chose from when it comes to picking the right boat. The Catalina 400 was the boat of choice for us because of its wide body spacious…

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The Joy of Spacious Sailing

November 11, 2016

So you made reservations to go sailing, you contacted all your family members, prepared yourselves to spend a couple hours on the water, and then you get there, and there are 5 other families, crying babies, and you forgot your earplugs next to the aspirin at home.. The mistake you made was not booking your…

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We Love Your Feedback!

November 10, 2016

For those of you who have already made it down to Shelter Island Marina to enjoy a day on the water with us, we would love to hear about your experience! From Bachelorette Parties, Family Reunions, Date night, Anniversary’s, Corporate Events, we have had a lot of fun with our guests and enjoy the stories they…

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2051 Shelter Island Drive, San Diego, CA 92106 | Call +1 619-297-7426 | Email:

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