Cancel

    Open app

    Search

    Sail Monterey

    4.6 (243 reviews)
    Closed 9:30 am - 5:00 pm

    Services - Sail Monterey

    Boat charters

    Sail Monterey Photos

    You might also consider

    Recommended Reviews - Sail Monterey

    Your trust is our priority, so businesses can't pay to alter or remove their reviews. Learn more about reviews.
    Yelp app icon
    Browse more easily on the app
    Review Feed Illustration

    Reviews With Photos

    Sunset!
    Quentin B.

    Great sailing with drinks and good music, thank you Captain Vince for doing a fantastic job, you're my hero.

    Location
    Kristen N.

    We took a 1.5 hour trip in October and were able to get up close to otters, seals, and dolphins. The employee managing our trip was very kind and attentive, and we got complimentary drinks and blankets. Shaded and open seating options!

    Keith S.

    Kiwi is an amazing person. Our 3 yr old daughter got sick on the boat and Kiwi was there to help as if she was family. I can't say enough kind things about her. We saw thousands of sea lions and MANY whale sightings. I would pay double what we paid for our private whale sighting. P.S. -kiwi ask for a raise or a commissioned fee!

    Brenda C.

    Loved it! Was such a great experience! Weather was not cooperative but either way had a great time! Such an amazing experience! Definitely recommended!

    Jen C.

    Sometimes, it's fun to pretend to be rich. It was one of those hot days, and I wanted to sail! Unfortunately, I don't have a boat. Fortunately, I went online and found Sail Monterey, which offers affordable Catamaran Cruises. I thought it would be a perfect girl time with my daughter! The boat was beautiful! We were the first ones to check in, so we were the first ones on the boat. Whew! These three ladies cut in front of us in line. I was so relieved when the captain called us first! And it turned out the ladies were last. However, the boat was nice and spacious. Only eleven people signed up at 3:00. Free drinks and snacks were a plus! Beer, wine, juice, and water were available. I enjoyed my Italian White Wine, and my daughter enjoyed her Fizzy Grapefruit Juice. For one hour and fifteen minutes, the captain took us far into the ocean. I'm not sure if it was north or south, but it was awesome feeling the breeze on my face. We saw porpoises, whales, and sea lions. I was bummed I couldn't get a picture of the purposes and whales. They were so fast! But it was cool seeing them peeping out and then diving into the water. It was a wonderful day. My daughter couldn't stop thanking me. I was grateful, too. I'm glad I thought of this activity rather than spending it at home in 97-degree weather. Thank you, captain and Sail Monterey!

    Sunset on the water
    Nikki A.

    We booked a private afternoon with Sail Monterey for my mothers celebration of life. They provided drinks and light snacks along with a fantastic level of professionalism and hospitality. Planning and attending a celebration of life is never easy nor enjoyable, however they did everything in their power to make this as easy as possible on us. We released (biodegradable) wreaths from the boat as my mom's favorite music played. She would have absolutely loved it every minute of it.

    Sea otters.
    Mike K.

    We went on a 1 hour tour on the catamaran, it was a great trip! We saw sea otters, seals, sea lions, dolphins and lots of birds. Captain Kiwi did a fantastic job running the boat and keeping all the guest happy. We highly recommend this company.

    Summer D.

    Such a beautiful sunset cruise and we'd definitely do it again. The captain was very friendly and complimentary drinks and blankets were provided.

    Dr. Louise A.

    Captain Paul works hard, yet making everyone feel welcomed and accommodated seems effortless for him. He's one of the best captains I know--deeply knowledgeable, charismatic, and someone who inspires confidence no matter the weather.

    See all

    2 months ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    3 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    16 days ago

    Sail Monterey is great! We love their boats. Staff is always willing to help with whatever need we have.

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    7 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    7 months ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    10 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 15
    Thanks 8
    Love this 12
    Oh no 1

    3 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Nikki A.
    82
    23
    38

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Mike K.
    1
    27
    11

    9 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    7 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 months ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    11 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    11 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    7 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 months ago

    For what it is, it is quick and informative. Positive vibe and a good time for the price. Staff is friendly.

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 months ago

    We had an amazing sailing with Sail Monterey! Great day and Captain Tiki was the Best! We highly recommend the event!

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of L W.
    0
    4
    0

    9 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    3 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    11 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Robin H.
    43
    15
    16

    10 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Jim A.
    5
    26
    14

    2 years ago

    Helpful 2
    Thanks 0
    Love this 1
    Oh no 0

    3 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    11 months ago

    Helpful 1
    Thanks 1
    Love this 1
    Oh no 0

    2 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    3 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Amy Y.
    2
    27
    5

    3 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Bobbie B.
    106
    103
    72

    4 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 1
    Thanks 0
    Love this 1
    Oh no 0

    2 years ago

    Helpful 1
    Thanks 0
    Love this 1
    Oh no 0

    3 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Eve M.
    39
    63
    56

    3 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    3 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Muna S.
    0
    26
    20

    4 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    Page 1 of 7

    Ask the Community - Sail Monterey

    Review Highlights - Sail Monterey

    We just finished our ASA 101 course and the quality of instruction we received from Captain Paul was top notch.

    Mentioned in 32 reviews

    Read more highlights

    You might also consider

    Bella On The Bay Monterey - Peace to sailing!! Woo hoo!!!!!

    Bella On The Bay Monterey

    (134 reviews)

    Captain Christian was the best! Contacted him a couple months before our trip to make reservations,…read morehe was quick to respond, very friendly. A week or so before our trip to Monterey our agenda has changed and we needed to switch our reservation to another day. A quick call to Captain Christian and he was able to accommodate our request. Very informative about his boat, the ocean and Monterey. Look forward to our next trip out here and will definitely be making reservations with Captain Christian.

    Sailing with Christian was, without a doubt, the highlight of our trip to Monterey, Carmel, and Big…read moreSur!! Of all the activities we planned, this experience stood out the most. From the moment we booked with Christian, we knew we were in for an unforgettable day... Christian is warm, friendly, and a true expert in sailing. His boat is stunning & spacious. His knowledge of the area reflects his years of experience, and it's clear he knows the Bay like the back of his hand. He navigated the waters to ensure we had the best experience possible, keeping us in the sun & warning us when to expect a little bit of colder wind - he accommodated us with warm blankets & cups for our champagne! He made us feel completely safe throughout. We were blessed enough to spot a few whales, which made the views even more exciting. We were celebrating my boyfriend's 30th birthday, so we had an impromptu photo shoot. Christian captured beautiful photos of us that we cherish! All in all, He went above and beyond to make us comfortable and even teaching us a bit about sailing--a dream for both of us. He allowed us to connect our playlist to the speakers, or choose one on his Spotify, and enjoy. While he gave us plenty of private time to soak in the breathtaking scenery, we also loved chatting with him and hearing about his life during the tailend of the trip. This was an incredible experience, and we can't wait to sail with Christian again when we're back in the area. Don't hesitate to book this adventure--you won't regret it!

    Monterey Bay Kayaks - Paddling Monterey Bay with Sea lions basking in the sun!

    Monterey Bay Kayaks

    (465 reviews)

    $$

    My friend Hayes and I went on a tor with LB and had the best time. She was an expert guide and had…read morethe best jokes!

    We had a blast kayaking with the otters and seals!…read more Parking was easy as was check in at the store. They gave an informational overview of where to paddle to see wildlife as well as other recommendations and safety tips. They provide life jackets, waterproof jackets and pants which were great too keep water off your clothes. There are porto potties available if you need to use the facilities. The staff were well very nice and helpful. The main con of our trip was the two person top sitting kayak we were on seemed to have problems with steering. No matter how hard we tried to turn right, the kayak always tended to veer the other direction which was frustrating. We got another kayak to check if they saw anything wrong visually on the water, but they couldn't see anything so maybe there was something going on with the underside of the kayak. Besides that, we had a nice time on the water and were able to enjoy seeing all the birds and cute otters and seals out and about. Later in the morning and early afternoon we even got to see the otters get more active and go diving for mud worms that looked like bright orange cigars. It was super cute seeing the otters sleeping nested in the kelp too. Try not to disturb them though since they need to conserve energy to stay warm! We unfortunately saw one tour group led by a guide that went right next to a sleeping pod of otters and woke them all up. Overall, fun place to go kayaking with wildlife! Glad we went on this trip here!

    Sail Monterey - boating - Updated May 2026

    Loading...
    Loading...
    Loading...