Travel & Tourism | San Diego Sailing Charter

Sailing Tours in San Diego

Sailing Tours in San Diego

Ready to get out on the water? Our sailboat tour San Diego experience takes you around the bay aboard Imagination, a classic sailing yacht with a lot of character.. Watch dolphins play alongside the boat, sail into a golden sunset, celebrate with someone special, or learn the ropes with a hands-on lesson. Take a look at the tours and pricing below, or give us a call if you’re planning something custom.

Dolphin/Seal Sailing Cruise for Two

Relax and enjoy a leisure tour up the bay and toward “The Point” of Point Loma while sailing by lazy frolicking Seals and Sea Lions amongst a plethora of sea birds including gulls, pelicans and cormorants.

Couples Sailing Cruise for Two

Just another beautiful day in paradise for you and your lucky companion as you choose from two scenic routes to embark on a journey around San Diego bay!

Private Couples Afternoon Cruise

This intimate cruise for two will leave you relaxed and invigorated from the fresh breezes and positive ions of our beautiful bay and coastal waters.

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Sunset Sailing Cruise for Two

Explore the beauty that is San Diego bay as the Sun slowly slides down behind the picturesque hills of Point Loma! A tour that will leave impressions for a lifetime!

Private Couples Sunset Sailing Cruise

In a private setting just you and your guest get to explore the beauty that is San Diego bay as the Sun slowly slides down behind the picturesque hills of Point Loma! A tour that will leave impressions for a lifetime!

Sailing Lesson for Two

Entry lever sailing lesson for the aspiring Captain or those just curious about the magic of using the wind to move you across the water. Be as “hands on” as you like or just watch, listen and learn…more advanced lessons are available.

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Private Sailing Lesson for Two

Enjoy a relaxed and private lesson aboard the beautiful cruising yacht “Imagination”. Take the helm and trim the sails under the guiding help of Captain Mike.

Private Sailing Lesson for 4-6

Learn how to crew in concert with other people to achieve a smooth and fun and exciting sail…Great to experience with friends and family!

Private Group Charter for 1-6

The perfect choice for a special event or occasion. We can tailor to your specific desires or simply cruise and relax it true San Diego style.

FAQs​

1. What sailing tours do you offer in San Diego?

We run a handful of different San Diego sailing tours, from dolphin and seal watching trips to sunset sails, couples’ cruises, sailing lessons, and private charters for groups up to 6. There’s a good chance one of them fits what you’re looking for.

It really depends on which tour you pick, how long you’re out, and how many people are joining. Give us a call at 619-997-7325 and we’ll walk you through current pricing, or check the details on each tour’s page above.

You’ll be sailing with an experienced, Coast Guard licensed captain who knows the bay well, cruising past spots like Point Loma along the way. A few of our tours include drinks or snacks too, so it’s worth checking the specifics on each tour page.

Not at all. Most of our tours are made for people who just want to relax and enjoy the ride. If you’re curious about actually sailing the boat yourself, our lessons let you take the helm and learn hands on with Captain Mike.

Definitely. We’ve hosted proposals, anniversaries, bachelorette parties and plenty of other celebrations. A private couples’ cruise or a group charter for up to 6 can be tailored around whatever you’re celebrating.