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

Sail Monterey | Monterey Bay Sailing

Let's go sailing!

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

Give the Gift of Sailing This Holiday Season!

Purchase an E-Gift Card by entering the dollar amount for the experience you want to give someone. 



Experience beautiful Monterey Bay with friends and family.

  • 1:15min
  • 16 Passengers
  • Open Daily

Catamaran Sailing CRUISES

Departs every day about 1 hour and 30 minutes before the sunset.

  • 1:30min
  • 16 Passengers
  • Open Daily

Frequently Asked 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. 

Professional and Safe 

Our captains are well trained, professional, and they always put safety first.

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 capacity.

Have you always wanted to learn to sail? Our licensed instructors have taught and certified boat loads of happy students. We proudly offer American Sailing Association certified courses. ASA certifications are valid for life and recognized internationally. We are dedicated to teaching safety and seamanship and give you the confidence on the water. Once certified, you can qualify to rent our boats.

If you would like a casual pace, we also offer individual sailing lessons for those that want more time on the water to hone their skills.

Click here to check out how you too can become a sailor! Sailing School

Maybe you know how to sail, but don’t have your own boat to cruise on. Or maybe, your boat is not in Monterey. We know how you feel, that is why we offer boat rentals to qualified sailors. If you are certified in ASA or you can pass our walk through practical exam, you may qualify to rent a sail boat. Give us a call and we can talk about your sailing experience. Click here to see boats available to rent. Boat Rentals

Here at Sail Monterey, we specialize in sailing cruises on the bay. Whether you want to sit back and sip wine or have a hands on sailing experience, we cater the cruise to your liking. Let us know what you are looking for and we will make it happen. 

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.

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