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    Jolly Sailing

    5.0 (127 reviews)
    Open • 10:00 am - 9:00 pm

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    For my daughter's 17th birthday we booked with jolly sailing. She invited 5 of her friends and they had the best time ever. Beautiful weather, music, snacks and great vibes. Captain Max was awesome. The Perfect birthday celebration for my teen. 10 out of 10 highly recommend!

    Jolly Sailing! OMG what an experience. Captain Max was very professional and punctual. He's not only a highly skilled sailor, but also a fantastic host. We had the best panoramic view of Long Beach on such a gorgeous day. Highly recommend booking with Jolly Sailing!

    Captain Max was a great host on his beautiful sailboat. As a first time "sailor" Max was very patient with all of my questions. He pointed out some great sights that I wouldn't see from shore. The 2-hour sailing tour was on a beautiful day and was a relaxing way to see Long Beach Harbor. If you are in the Long Beach area, schedule your adventure with Max, he will take good care of you.

    Ryan M.

    Booked Max's boat for a birthday and had a great time. We are lightweights in terms of sea sickness, but Max was quick to help us out the best he could to make us feel comfortable. Sea sickness aside...We still had a great time and we'd highly recommend you book his boat. It rules to be out in the water and see Long Beach from a different view. Also...if you skate, max has some great stories about skateboarding!

    The sun setting
    Rick M.

    I can't express how great our experience was. I was proposing to my girlfriend and Captain Roger set it up great. He was absolutely wonderful and very knowledgeable. He met us at the gate with a smile and that smile never left. He was always asking if there was anything we needed. The sailboat was an awesome experience and well maintained. At the end we met the owners and they were absolutely delightful and even asked if she said yes (side note she said yes ). We absolutely recommend Jolly sailing and if you can request a captain don't hesitate to ask for Captain Roger.

    Joaquin H.

    My wife got me a sailing experience for our anniversary last year and we were finally able to take the trip this weekend. Great experience! Max is fun and knowledgeable about sailing the the local area. His boat is clean and comfortable and my wife, son and I took turns navigating the boat while under Max's supervision. I highly recommend this experience to seasoned sailor or novices. I do suggest arriving early for parking on the weekends. We went on Mother's Day and we had to park quite a bit away. Luckily, we still got a full sailing experience.

    Complimentary Polaroid courtesy of Captain Max. Such a simple yet thoughtful take away!
    Juanita L.

    Our bachelorette crew spent four days traveling all along the coast of California, and this sailing experience was hands down the best part of our trip. (I waited until the end of our trip to make sure this would ring true.) Max, our Captain, was so welcoming and considerate when it came to personalizing the ride. We were able to bring our own food and drinks and for the things we forgot, Max offered them instantly! Such a relaxing experience yet still so enjoyable. If and when we find ourselves in the area again, we are definitely looking forward to sailing again!

    View from the front
    Kristine R.

    Everything was top notch , we went as a couple but we will be returning with our kids for sure. Max is a great guy and made the whole thing scum for our first time

    Lauren P.

    I booked a trip with Jolly Sailing for 4 and went out on the water with my boyfriend and grandparents! We had the best time and Max was a great captain. So knowledgeable about the area, nice to chat with, and let my grandpa help steer a bit who used to go sailing all the time. It was a lovely and nostalgic trip for us. Couldn't recommend more and can't wait to book another sail.

    Deserie P.

    Definitely recommend the jolly sailing max you were so welcoming THANK YOU for this experience!! Me and my fiancé had so much fun it was so peaceful and romantic just sitting in the front eating our sandwiches also thank you for letting me play my playlist :) I took my fiancé for his birthday cause he loves the water but I normally get sea sick but max did a great job I didn't get sea sick at all , he placed blankets and pillows for us which was a plus to just relax and lay down and hear the ocean and have the sun hit our faces . It was great weather not to hot not to cold .From beginning to end it was a 10/10 our first sail boat and my fiancé loved it . Thank you again max we will definitely be seeing you again

    Reagan D.

    Amazing time. Our caption took the time to set up an amazing little celebration for my 25th birthday with pillows and blankets - made us feel so welcome. Highly recommend for your sailing adventures and such an easy breezy experience. His boat is so great and can fit a good amount of people. Check this small business out and support for your next celebration or adventure!

    If I could give Max and Jolly Sailing 10 stars I would. Not only was Max the most kind, accommodating and professional Captain to our very special sailing outing, he chose the coolest place for us to anchor, have our lunch and take countless photos. Max also took the time to tell us about his sailboat, the sites and the awesome sailing competitions that we were graced to see. Thanks again Max. All the best!

    Jolanta M.

    Captain Max.....has set the bar extremely high! He was able to arrange a sail for us LAST MINUTE!! It was such a beautiful day, and we needed an activity to do. (I mean....why waste a day off?!?!) My made a call and within 2 hours we were out to sea. The captain was kind, personable, professional. He's genuinely a nice guy. If you're in the LBC area....BOOK HIM!! It's an experience.

    Anniversary charter. 30 years. Awesome day! Thank you Captain Max

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    4 months ago

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    3 years ago

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    Max J.

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    1 year ago

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    Max J.

    Thank you for the review! Truly appreciate it!

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    1 year ago

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    Max J.

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    2 years ago

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    Max J.

    Thank you for the review Jennifer!

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    3 years ago

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    Max J.

    Thank you for the review Ryan!!! Let’s go skate!

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    2 years ago

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    2 years ago

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    Max J.

    Thank you Joaquin for taking the time to write us a review!

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    2 years ago

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    4 years ago

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    3 years ago

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    Max J.

    Thank you for the review Lauren! It was awesome meeting you guys!

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    3 years ago

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    Max J.

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    2 years ago

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    Max J.

    Thank you Joanna for the great review!

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    5 years ago

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    2 years ago

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    Max J.

    Thanks Cathy! It was great sailing with you too!

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    4 years ago

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    Max J.

    Thank you Jolanta for the review! Truly appreciate it!

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    3 years ago

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    Max J.

    Happy Anniversary! Honored to be part of your celebration!

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    4 years ago

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    Max J.

    Thank you Olivia for the positive review!

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    2 years ago

    Honestly, one of the best experiences of my life. Super friendly and accommodating. Couldn't ask for more!

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    6 years ago

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    Max J.

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    2 years ago

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    Max J.

    Thank you for the review! Truly appreciate it!

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    2 years ago

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    Max J.

    Thank you so much for the awesome review Darrell!

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    3 years ago

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    Max J.

    Thank you Anthony for the review! Truly appreciate it!

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    2 years ago

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    Max J.

    Thank you for taking the time to give us a review Susan!

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    6 years ago

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    Max J.

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    7 years ago

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    3 years ago

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    Max J.

    Thanks for the review Jonathan! Great sailing with you!

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    7 years ago

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    4 years ago

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    7 years ago

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    Max J.

    Great having you and your friends onboard last night Jon!

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    6 years ago

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    Max J.

    Thank you Lauren! Great sailing with you and your crew last night!!!

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    7 years ago

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    Thank you Bradford for the awesome review!

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    Page 1 of 4

    Ask the Community - Jolly Sailing

    Review Highlights - Jolly Sailing

    “Captain Max was a great host and made the experience educational as well as it was our first time on a sailboat.”

    Mentioned in 37 reviews

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    Jolly Sailing - sailing - Updated October 2026

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