Sail Monterey - Sailing Cruises, ASA Sailing School & Boat Rentals

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Sail on Monterey’s only Coast Guard inspected sailing vessel!

Sail Monterey is the oldest and largest sailing center in Monterey

Sail Monterey - Monterey Bay Sailing

Public Catamaran Sailing Cruises



Experience beautiful Monterey Bay with friends and family.


Catamaran Sailing CRUISES

Departs about 1 hour and 30 minutes before the sunset.

Sailing School and Events

Celebrate while sailing

Special Events & More

Host an event on a Sail Boat!

E-Gift Cards

Give the gift of sailing! Click here to buy a gift card for a friend or a loved one and have it immediately emailed to you.

Question & Answer Center

Go Green

Sailing is an eco-friendly way to see the bay. Our sail boats use the power of the wind on 90% of each trip, burning diesel only to exit and enter the harbor. Meanwhile, other boating trips consume huge amounts of fossil fuels. Also, sailing is quiet and does not disturb marine life communication.

Professional and Safe 

Our captains are well trained, professional, and passionate about sailing. Most importantly, they put safety first and make sure that you are are comfortable.

Never crowded

At maximum capacity, we carry 16 passengers for our public sailing cruises. Those that prefer a more intimate experience appreciate our small passenger limit.

With 267 days of sunshine on average in Monterey California, any time is a good time. During Fall and Winter there is less traffic but in the Spring and Summer it is slightly warmer. If you visit Monterey for a few days, it is almost certain that you will experience some nice weather and some epic scenery. 

At Sail Monterey, we subscribe to the notion that our destination is the journey itself. After we exit the harbor, we will set sail and go wherever the wind blows. We will likely sail upwind for half the time, and downwind for half the time. We will ply our way a few miles out upon the Monterey Bay National Marine Sanctuary whiles enjoying the view of Monterey Penninsula and the famous sand dunes surrounding the bay.  If you’d like to know more, read this article written by our very own captain, Dan Porter. Where Do We Sail?

We see different sights and animals on each cruise. Although this is not a whale watching trip or animal sighting tour, we have seen many different kinds of animals during our cruises. We have seen whales, dolphins, sea lions, seals, sea otters, mola mola, jellyfish, sharks, birds and much more. In general, we encourage our guest to focus on enjoying the ride because we cannot guarantee the appearance of wildlife. 

Check out our blog for other ideas of what you can do in Monterey while on your visit. We have compiled bucket list experiences to cross off on your travels as well as our favorite activities and restaurants in the local area. Sail Monterey Blog

If your are interested in relaxing with a beverage and enjoying the views, then book a public or private sailing cruise with us. These can both be found on our home page and you can choose which boat you’d like to sail on.

If you’re interested in a hands on experience to learn how to sail or to have some fun and help the captain, then book a sailing lesson or a private 6 passenger cruise.

Of course, If you are not sure,  then give us a call and we can help you decide which adventure to choose!

Yes! From a short explanation of how sailboats work to a full range of sailing lessons and two day sailing courses, we can help you accomplish your dreams of learning to sail. Your captain would be thrilled to explain the mechanics of sailing and give you a trick at the wheel. Don’t forget, we always have instructors ready to start you on your first sailing lesson. We teach a full curriculum of American Sailing Association courses along with casual sailing lessons and refresher courses. Our licensed instructors have taught and certified boat loads of happy students.  ASA certifications are valid for life and recognized internationally. Once certified, you can qualify to rent our boats.

Yes! Here are the requirements for those looking to rent a sail boat.

If you are one of our sailing students, you can rent the boat you are qualified for.

If you have an ASA certification from another school, you must preform and pass our rental check out process.

If you can provide us with your sailing resume and you can preform and pass our rental checkout process.

If you have little to no sailing experience, you may not be able to rent from us, so give us a call and find out.

Capt. Paul provided an outstanding tour of the bay! Experience was as if a friend took us out on his boat. Excellent directions to the landing point and perfect recommendations for local lunch restaurants. Definitely recommend this tour!

- Laura/Virginia

My daughter and I rented the 22ft Catalina and sailed off for three hours into the bay. These guys were really professional. They gave me a radio, a cellphone number and they had anticipated little extra details on board such as a jackets, drinking water and sunscreen.

- David/United Kingdom

We had a wonderful time on the cruise with Capt Dan. We were with two other couples and the captain who manned the sail boat all by himself! The snacks were yummie, the wine was plentiful and the views! Wow! We were able to see tons of otters with their kittens, sea lions and we even saw a few whales in the distance! Not to mention the beautiful sunset over the water. 10/10!

- Michelle/New York

Really enjoyed our captain, Wim, who was personable and friendly. Perfect impromptu sailing excursions which are intimate for a casual price. Sailing boats available were in really good shape and fun to be in.

- Summer/San Francisco