Sail Monterey

4.6 (244 reviews)

Boating, Boat Charters, Sailing

Closed • 9:30 am - 5:00 pm

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Sail Monterey - Boating Near Me - Monterey, California

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Sail Monterey - Boat sunsets - Boating Near Me - Monterey, California

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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!

Quentin B.

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

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!

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.

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.

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Kim G.

0

9

10 days ago

We booked private sail to scatter family ashes. Was a beautiful day and the staff were friendly, welcoming amd accommodating. Kiwi was our captain and she was committed to a safe, comfortable and special time for us. A nice surprise was being presented with a certificate that identifies the coordinates of where the ashes were scattered. read more

Sail Monterey - Getting ready to sail - Boating Near Me - Monterey, California

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Ron D.

0

95

2

7 days ago

Took a sail with Monterey Sail on memorial weekend. Loved it. Not our first time with them. Captain Paul is a really nice guy and was so accommodating. There was a good breeze so the sail went out and we quietly and calmly cruised the bay. A beer, soda, or seltzer is part of the package offered. We will be back again. Thank you Captain Paul! read more

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Mykola D.

3

22

9

2 months ago

My son and I had a weekend sail on a catamaran, an intro sail, completed ASA 101 and had a few intro and club sails with Sail Monterey, and rented a boat for a sail with my kids. We love sailing in Monterey Bay. The Sail Monterey team is awesome. We a learning a lot. The instructors are amazing. I highly recommend Sail Monterey. read more

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Lura O.

1

9

3 months ago

This was my fifth time sailing with Sail Monterey, and they never disappoint. No one else signed up for the Happy Hour Sunset trip and Captain Vince still took us out for what turned into a beautiful private sail. That kind of dedication and customer care is rare. He was also my instructor for the Introduction to Sailing class, and he is consistently professional, smart, patient, and kind. I always feel safe and well taken care of on board. I absolutely love this company and will continue to sail with them again and again.! read more

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Kristen N.

Elite 26

11

133

298

7 months ago

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! read more

Sail Monterey - Location - Boating Near Me - Monterey, California

Sail Monterey - View from trip - Boating Near Me - Monterey, California

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Quentin B.

104

20

6

3 months ago

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

Sail Monterey - Sunset! - Boating Near Me - Monterey, California

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Keith S.

0

13

2

7 months ago

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! read more

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Brenda C.

Elite 26

5

187

115

10 months ago

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

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Jen C.

Elite 26 All-Star

2350

735

14603

2 years ago

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! read more

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Nikki A.

82

23

38

1 year ago

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. read more

Sail Monterey - Sunset on the water - Boating Near Me - Monterey, California

Sail Monterey - Sea lions - Boating Near Me - Monterey, California

Sail Monterey - Unfortunately I cannot upload videos. The curve is a sea lion jumping out of the waves. - Boating Near Me - Monterey, California

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Jennifer H.

0

8

12

3 months ago

Cannot say enough positive things about the happy hour cruise with Kiwi - it was the perfect taste of getting out on the water, great value, and she was an absolute delight! I had a friend visiting and we both agree this was the highlight of our trip. The boat was super comfortable as well. Perfect activity to pop into your afternoon for locals and tourists alike. 10/10!! read more

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Mike K.

1

27

11

9 months ago

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. read more

Sail Monterey - Sea otters. - Boating Near Me - Monterey, California

Sail Monterey - My wife and I on the boat. - Boating Near Me - Monterey, California

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Summer D.

0

4

5

8 months ago

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

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Shivani P.

21

3

0

9 months ago

They are amazing ! Must go ! They provided drinks and light snacks along with a fantastic level of professionalism and hospitality. Our captain was super awesome , and she even assisted me when I got sea sick, that was so kind of her! I truly appreciate it ! read more

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Dr. Louise A.

0

1

2

11 months ago

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. read more

Sail Monterey - Catamaran harbor cruise June 2025 - Boating Near Me - Monterey, California

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Cassie F.

0

5

3

1 year ago

Complementary drinks! Local craft beers! My wife and I got Captain Paul, We did the 11am sail and the weather was perfect. Highly recommend, we will be back for the sunset sail for sure! Thank you Sail Monterey for a wonderful morning! read more

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Leslie M.

0

1

0

8 months ago

The trip was beautiful and relaxing. The hosts catered throughout the sailing with snacks, drinks, and blankets. A must!! read more

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Kyle G.

0

1

0

1 year ago

Great fun on the Bay. Super Captain with wonderful local knowledge. I recommend everyone take a trip. On our trip we saw Dolphins and even a mother otter with her baby. read more

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Audra T.

0

2

1

8 months ago

Really excellent! Vince was our Captain. He gave us information and offered us beverages but was very laid back. Beautiful day with not a lot of people on a Tuesday in early October. Highly recommend. read more

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Derek B.

0

9

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.

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Nancy Y.

0

5

0

9 months ago

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

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Katie T.

Elite 26

50

404

130

3 years ago

We had a fantastic sail with Paul. It was supposed to be a sunset catamaran cruise and it actually got cancelled the day we were supposed to cruise, so they called me 2 hours before and let me know it would be rescheduled for the following day. I appreciated the heads up for planning purposes! The next day we sailed and I'm so glad it was saved for that day because we saw a baby humpback whale! God snuck in a little surprise for us. Thanks, Sail Monterey!! read more

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Tam J.

0

8

2

9 months ago

The sunset cruise was AMAZING. The directions for the meet up point and instructions on what to wear was clear and very helpful. The crew and our captain, Paul was very friendly and knowledgeable about sea life in the bay. The drinks were flowing and we got many cute social media worthy pics. If we were from the local area, we would definitely come back! Must do! read more

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L W.

0

4

0

9 months ago

Fabulous experience, luff to leech. Reservation was easy; check-in smooth; safety and boat overview clear, concise and complete. I left the dock with confidence and had a really nice sail in the bay. read more

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Nicole N.

0

11

0

11 months ago

Life changing! We will remember it forever!! Thank you for this incredible memory. Whales all around us and my son said they were from God. Truly unforgettable and such a blessing to witness God's creation. read more

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Robin H.

43

15

16

10 months ago

This is the very best way to see Monterey bay. Capt Paul is great and a perfect guide to the area. This is our "can't miss" experience each summer when we visit. I HIGHLY RECOMMEND Sail Monterey read more

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Jim A.

5

26

14

2 years ago

Great trip. We were lucky to see a pod of dolphins and a sail boat race. And enjoyed a White Claw. read more

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Valerie C.

0

23

16

3 years ago

Such a fun and beautiful experience. The staff is wonderful and knowledgeable. We had a great time and will always remember this experience. read more

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Katie F.

0

1

0

1 year ago

Just completed ASA 101 with Kiwi as our instructor. I am about to take an extensive sailing trip and wanted to hone my sailing skills and knowledge before doing so and this was a perfect resource. Can't recommend this group enough. They're as approachable as they are knowledgeable. I had a great afternoon of sailing for my intro class with Vince on their racing boat Tardis, and Kiwi was an amazing instructor for the three days of 101. Classes are small and everyone had a lot of individual attention and instruction. Kiwi was extremely patient and made sure everyone felt comfortable and confident in their skills. Would absolutely recommend to anyone curious about sailing regardless of experience level. read more

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Michael R.

0

2

0

2 years ago

If you're looking a fun sunset sail around the beautiful Monterey Bay, or are interested in learning how to sail, Sail Monterey is definitely the place to go. My wife and I took a sunset catamaran cruise with Captain Paul, and we loved it so much we decided to take sailing classes. We just finished our ASA 101 course and the quality of instruction we received from Captain Paul was top notch. He is friendly, patient, knowledgeable, and has a great sense of humor, all of which make the learning process fun and enjoyable. Go check out Sail Monterey! read more

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Samantha R.

245

32

11

3 years ago

Did a daytime private sailboat trip (up to a party of 6) and had such a blast. 4 adults and 2 kids under 3. We felt safe and Dan was a friendly captain. Definitely planning to go again. read more

Sail Monterey - Baby viewing from the boat - Boating Near Me - Monterey, California

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Amy Y.

2

27

5

3 years ago

These guys are awesome! I would definitely recommend taking a cruise with Sail Monterey. We took an ASA 101 course from Captain Paul who was a fantastic, thorough and patient teacher. They also do shorter "intro to sailing" classes which are super accessible and fun for those curious to learn what sailing is all about. If you don't want to learn to sail yourself, they have tons of pleasure cruises where you can see whales, have a beer and just relax. Go check them out! read more

Sail Monterey - The Peninsula from the boat - Boating Near Me - Monterey, California

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Jeremiah D.

0

2

0

1 year ago

Captain Paul is outstanding. My wife and daughter loved every minute of the cruise! Sail Monterey is a must do! Great for families, couples, or anyone looking for a beautiful experience in Monterey Bay. read more

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Bobbie B.

106

103

72

4 years ago

Ahoy matey- Cap'n Paul, Ivy and Puppy Dog Coconut were the MOST amazing people we meet in Monterey. They were so kind and caring! If you are looking to be surrounded by phenomenal people and having a wonderful experience look no farther! These folks got your back. read more

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Aaron J.

0

1

2

2 years ago

Best place to learn how to sail! I learned everything I know about sailing from Sail Monterey. The owner Captain Paul and Captain Vince and everyone at Sail Monterey are so awesome and welcoming. I have had numerous sailing adventures out in the bay with Captain Vince too. Highly recommend Sail Monterey's ASA courses if you want to learn to sail. They are very thorough and informative. read more

Sail Monterey - Soloing a boat from Sail Monterey - Boating Near Me - Monterey, California

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Nick B.

0

2

0

2 years ago

Whether you have never been on a sail boat or are an experienced sailor wanting to fine tune your technique then Sail Monterey will take care of you. Right from the start I knew here was a company that was going to take the time to answer all my questions and train me at the speed that I needed. Paul and all his staff are super friendly and very knowledgeable. Within a short period of time I was hiring different sailboats within their fleet and practising everything I had been taught on the sail classes. Their location couldn't be any easier, there is the main Monterey car park right next to their boats and you can always find parking even on busy weekends. In between the practical sailing classes and theory classes you can grab lunch right there at any of the Monterey Wharf restaurants and cafes, super handy. Sail Monterey has a wide range of boats to train on and rent which is great for experiencing how different boats sail and handle, that alone is worth going with them. But the main value and reason to go with Sail Monterey is the people, everyone really cares about their work and goes above and beyond to make sure your experience is as good as it possibly can be. Their skills and knowledge are first class. I am sure if you book with them you will have the same amazing experience I had and continue to have. read more

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Amanda H.

0

10

1

3 years ago

We've sailed twice with Sail Monterey and had fantastic experiences both trips. We went out this afternoon with Captain Vince, who was friendly, warm, knowledgeable, and super skilled. He let our 14 year old, who has some sailing experience, take the wheel for a bit, which was unexpected and very kind. Great communication prior about conditions and timing, as well. Treat yourself to time on the water with these guys... it's pretty magical! read more

Sail Monterey - The Howells on a 3 hour tour... - Boating Near Me - Monterey, California

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Eve M.

39

63

56

3 years ago

We took the Sunset Catamaran Sailing Cruise on a whim and it was an amazing experience. Captain is so cool and funny, plays good tunes. We had an exhilarating sea adventure! We saw beautiful moon jellies, sea nettles, dolphins, whales, lots of birds, sea otters, sea lions, and a sweet orange sunset. I can't wait to go back again!!! read more

Sail Monterey - beautiful moon jellies whooshing by - Boating Near Me - Monterey, California

Sail Monterey - lovely sunset at sea - Boating Near Me - Monterey, California

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Brenda M.

75

24

4

2 years ago

This is the second time we have been on the catamaran in Monterey with Caltsin Paul! Hes great and such a gentlemen captain! I had such an excellent experience on the boat. We had a family of 4 children and a dad. They asked a thousand questions to Captain Paul and he and he was attentive to the kids and answered all their questions. They have never been on a boat or on water, and he made the family so comfortable and us to read more

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Roberta G.

0

6

16

3 years ago

This was the BEST catamaran cruise we've ever had! My husband and I booked the 11am trip and were the only people on board, so we had a private cruise. Captain Paul was wonderful- very friendly and knowledgeable. We are DEFINITELY going to take private sailing lessons with him. A++++ business in every way! read more

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More info about Sail Monterey

78 Old Fisherman's Wharf 1
Monterey, CA 93940
Directions
(831) 372-7245
Call Now
Visit Website
http://montereysailing.com

Payment methods

Does Sail Monterey take Bitcoin?

No, Sail Monterey does not take Bitcoin.

Does Sail Monterey take credit cards?

Yes, Sail Monterey takes credit cards.

Outdoor Amenities

Does Sail Monterey have bike parking?

Yes, Sail Monterey has bike parking.

Does Sail Monterey have parking?

Yes, Sail Monterey has parking options.

Other Amenities

Is Sail Monterey wheelchair accessible?

No, Sail Monterey is not wheelchair accessible.

Does Sail Monterey have free WiFi?

Yes, Sail Monterey has free WiFi.

From the Business

Specialties

We specialize in sharing the experience of sailing. You can pick anything from a public catamaran sailing cruise to a private cruise on a monohull. We will help you create an experience that works for you. Do you want to learn to sail? We currently offer a two hour introduction to sailing class that's great for individuals, couples, and families. We look forward to welcoming you aboard!

Meet the Manager: Captain Paul B.

My name is Paul, I am a manager, captain, and instructor here at Sail Monterey. All of our captains myself included have years of experience on the ocean. As well, all of us are United States Coast Guard licensed captains. Here at Sail Monterey, we are passionate about our bay, Pacific Ocean, and of course sailing! Some of us have crossed oceans, some of us have dreams of sailing around the globe, but mostly we just love showing you the magic of a boat under sail. Ask us any questions you can think of. We hope you have a wonderful experience!

More Info

Hours

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 33 reviews

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Discovery Whale Watch

(696 reviews)

When I tell you, this is the BEST whale watching experience you could ever have, I mean that!!…read moreIsaiah, Kayla (probably not spelled right) and JJ was the MOST amazing team you could ever have!! They were just awesome!!! They cared so much about the passengers and went above and beyond to search for the best whale watching experience and it was hands down the best experience!! We saw so many humpbacks and they sought out my absolutely most desired, the orcas!! Again, above and beyond team. EVERYONE should book this trip over others!! I can't recommend them enough.

Mattie and Isaiah made the trip! They were both energetic, knowledgeable and entertaining. We had a…read moregreat time and saw many humpback whales. Highly recommended.

Monterey Bay Kayaks

(465 reviews)

$$

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!

Service: 5/5 Selection: 4/5…read more Value: 4/5 Honestly I didn't realize what I signed up for when I book these reservations. I thought it would be a cute little excursion to learn about the marine life in the slough but no LOL. It was a lot. It was very cold and windy the day we went kayaking. They let us borrow jackets and pants, I wore a cute bikini and wanted to get a tan in but no! LOL Honestly it was definitely a memorable experience but I wouldn't say I would want to kayak near the sea ever again. It's a little scary but great for those adrenaline junkies.

Sanctuary Cruises

(314 reviews)

This was our first whale watching experience and it was wonderful. We did 8am Mother's Day morning…read moreand spent a little over 3 hours on the water. We seen 4 different species dolphins, 2 baby humpbacks near the harbor and a trio of full grown humpbacks further out. Chase was great and even let our little one go in steer the boat on the way back. We bought one of his framed photos before leaving and would for sure do this again. The smaller boat allowed them to get the dolphins to "surf" along the bow and that was a super fun experience.

What went well? Whales! I have been on The Sanctuary out of Moss Landing several times and it…read moregets better each trip! Plus the whales are 5 minutes from the harbor. The Captain and marine biologist are really passionate about what they do and helping all the passenger get great views of the wildlife. And the boat is nice and never crowded.

Whisper Charters

(74 reviews)

We had the best experience with Captain Joonya and were so lucky to see so many otters, seals, and…read morebirds on our trip. We even saw multiple groups of mating otters & a mother and baby!! The boat is so comfortable and beautifully decorated. My 99 year old grandmother had the best time & appreciated the extra blankets provided on board and how comfortable Captain Joonya made our family feel! We will definitely be back for another charter in the future!!

Fantastic trip on the slough to see otters. Great boat. Great staff. Definitely recommend.read more

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Madison F.

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8

0

17 years ago

I'm very susceptible to motion sickness and was hesitant to get on a sailboat. However, the friendly staff provided me a wristband (no side effects!) and I was good to go. The boats were very clean and comfortable. I went out for two hours on a sunset sail and the trip was GORGEOUS. The captain answered all of my questions about the cute and cuddly animals swimming by (sea otters, sea lions, harbor seals...) and the view of the sunset was breathtaking. Needless to say I did not get sea sick and had the experience of a life time! I really appreciated the friendly captain Dutch, I could tell that he was doing what he loved. He even let me stear the boat! I would recommend Monterey Bay Sailing to anyone looking for an adventure or relaxing activity. read more

Nathan F.

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1

0

16 years ago

My brother recently returned from serving in Afghanistan and wanted to do something special with the family. We called MBS and spoke to Maddie who was able to set up a trip for us that day! We showed up got on the boat and had the most amazing sailing experience we could imagine! The weather was perfect, the sea was calm, we saw dolphins, sea otters, and sealions which was just what my brother and his wife wanted. Dutch even taught us a fair amount about sailing which got us interested in taking a certification class so we could take out a boat ourselves next time! Overall the trip was amazing and thanks to Dutch and Maddie we will be returning to MBS the next time we think about going out on the bay! read more

J C.

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1

0

15 years ago

My friend and I went on a one-hour tour with Captain Dutch and had a fabulous time. There were clear skies, clear waters, and lots of marine life, including the usual sea lions and otter, as well as some Risso dolphins and ocean sunfish. It was definitely a great way to get up close to the animals. The dolphins went right underneath our boat! We didn't have a reservation. The walk-in process was easy, we just signed up for the cruise that was departing. Prices were reasonable and overall a great experience. read more

Sri V.

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4

0

2 years ago

My wife and I had zero experience sailing and wanted to learn how to sail and get ASA certified. We did our research and chose Sail Monterey who are hands down the best place to do so! Paul is a great instructor and made it super interesting and fun while getting deep into the techniques. He got us out sailing in no time. We now regularly rent one of their many boats (always well maintained) and go out sailing alone. Absolutely outstanding and highly recommended! read more

Dan K.

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2

0

14 years ago

What a great sailing trip! Two hours sailing in Monterey Bay was awesome! Myself and one other passenger, and Captain John - it was great! Getting underway on time, sipping a glass of wine, observing seals, otters, and of course the stories - you couldn't ask for a better time. My next visit to Monterey I'll try and get a dinner cruise with my wife (she was on shore doing a spa) - she will love it! Thanks Captain John! read more

Ted P.

6

1

16 years ago

I have to say this was one of the most relaxing things to do on the Monterey Bay. Not only is sailing very affordable, it has a much more personalized feel then the other tourist activities. I took an hour cruise and got to see the some wildlife, and great views of the Bay. Captain Dutch was very knowledgeable, friendly and relaxed. If you are visiting Monterey or a local, I highly recommend Monterey Bay Sailing! read more

Sonya M T.

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1

0

6 years ago

Fantastic Sail! Great catamaran, big, spacious and VERY smooth! No Dramamine needed! Captain Paul was awesome! He went out of his way to get us closer to the dolphins and a whale we spotted in the sunset, so cool! Watched some seals roll around and play and a couple otters too! We got to see it all! The appetizer plate was a nice touch and the Pinot Grigio! Thank you Captain Paul, all 5 of us enjoyed ourselves! read more

Frank F.

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2

0

8 years ago

We had a lovely sunset trip on a lovely boat at Monterey Bay Sailing! We booked the Appetizer Cruise with complimentary wine. Appetizers were great. Brie, Crackers, grapes, pears, with pita bread and spicy hummus. I would recommend this for a lovely evening on the water watching the sun go down and with the wonderful sea and wildlife all around you! read more

Mia M.

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1

3

1 year ago

Today was our tenth trip with Sail Monterey. My husband and I, have been booking since December of 2020. We love to sail a few times a year. Captain Tonya is an excellent captain.The water was smooth and vibe was amazing as always. Our go to stop when we're in Monterey. read more

James C.

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2

0

16 years ago

My girlfriend and I went out on a 1 hr cruise with Capt. Randy and it was a lot of fun, he was very personable and we had a great time, saw lots of dolphins, 2 gray whales and a giant sunfish...very cool and I would recommend to anyone who wants to try sailing on the bay. read more

Tina R.

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1

0

1 year ago

Amazing sail. Captain Paul was a great captain. Kept all aboard informed, feeling safe & comfortable on a chilly day. He definitely made this an adventure worth returning to! Highly recommend for anyone traveling to Monterey Bay. read more

Georgina M.

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1

0

1 year ago

Highly recommend Sail Monterey! All of the captains/instructors are super friendly and super professional. Just a treat to be out in the beautiful Monterey Bay with great folks. I like them so much I joined their sailing club! read more

Lenny J.

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1

0

5 years ago

Our family took a 1 Hour private sail boat with Captain Paul in Early June. We had an amazing time. The staff and ride was A++. Our kids loved it. We saw Dolphins and a distant Whale as well! Highly rerecommended! read more

Robin P.

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1

0

4 years ago

Sail Monterey is the greatest! Both Paul and Dan are very friendly and skilled sailors. The catamaran is clean, comfortable and sturdy, even on wavier days. Highly recommend. read more

Liz A.

14

5

49

11 years ago

Had a great time with Captain Brice and Co pilot Lauren. We seen sea otters, sea lions and a cool sun fish. The wine was a added relaxation. Thanks again Brice And Lauren read more