Sail Monterey - Catamaran Cruises, Special Events & Sailing Lessons

let's go sailing!

Enjoy Beverages and Beautiful Views on our Spacious Catamaran

Catamaran Cruises

Welcome aboard Monterey’s newest and finest catamaran! 


Catamaran Sailing Cruises

Experience beautiful Monterey Bay with friends and family.


Catamaran Sailing Cruises

Departs about 1 hour and 30 minutes before the sunset.

Private Sailing Cruises

Choose between a Catamaran or a Monohull

Sailing School and Events

Sail Monterey is our city’s only sailing activity center


Learn to Sail

Public and Private Classes Available

Celebrate while sailing

Special Events & More

Throw a Party on a Sail Boat!

E-Gift Cards

Give the gift of sailing! Gift cards are good for catamaran cruises, sailing lessons, and more!

Common Questions

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

Although our catamaran can carry 25 passengers, we limit our capacity to ensure everyone onboard enjoys space and comfort.

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.

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

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

3. 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!


The introduction to sailing class was well done! Capt. Dan was professional, informative, and entertaining. The boat was clean and excellently maintained. Overall, just a great and fun experience


Booked same day, friendly workers, they provided complimentary snacks and drinks, 10/10!!


Paul was an excellent captain. We saw whales, and dolphins and had a great time! I highly recommend this experience when visiting Monterey.