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    Carrera Sailing

    5.0 (32 reviews)
    Closed 10:00 am - 7:00 pm
    Updated 2 months ago

    Services - Carrera Sailing

    Boat charters

    Carrera Sailing Photos

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    Captain Gene made our trip fantastic! He was very knowledgeable and made us feel safe the whole time. Even for our first time sailing, the ride was pretty smooth and super enjoyable. Saw a beautiful sunset and lots of wildlife. Definitely recommend!

    Hope B.

    Great experience for CoVid times. Private sailing trip for a very reasonable price. Easy to book and easy to find the dock. Nice and knowledgeable captain. It was a windy day with some choppy waters so I did get kinda woozy, so for all you non-sailors be wary! But it'll be the most peaceful motion sickness you've ever experienced.

    Linda W.

    We had a great experience! Captain Gene is friendly, safe, and a pretty funny. He has a lot of interesting and entertaining stories and is quite the storyteller. The experience was laid back and relaxing; Captain Gene provided a mix of stories, question answering, and quiet time. We also enjoyed the time we had to talk between ourselves and enjoy the water and animal life. Would definitely sail with Captain Gene again and would also definitely recommend him!

    Captain!!
    Robin T.

    We had an awesome time sailing in Monterey! It was our first time on a sailboat with the kids, and everyone loved it. Captain Gene was awesome and very knowledgeable. We will definitely be back again! We can't wait for round two! Thanks so much.

    Captain Gene
    Sandy M.

    My husband, 21 year old son and I chartered a boat with Captain Gene. We had a really special time. Captain Gene was so engaging, funny and informative. He certainly made us feel very comfortable on the water, and it was our first time sailing. It was much windier then expected but Gene navigated the winds so well we actually loved it and had so much fun. Thank you so much for a wonderful experience and a memory, as a family, we will have forever.

    Diane N.

    Captain Gene is an amazing captain. He is a very knowledgeable man. Rented the sailboat for my boyfriend and I and had the most amazing 2 hours. Since, my boyfriend had sailed before he let him take control of the sail boat most of the time. It was a great experience and I would definitely do it again. I highly recommend Carrera sailing over the other 2 companies. Also, his pricing is much better. Tips: - It's cold... Dress warm - Listen to the Capt. -Wouldn't recommend drinking on the sail boat if you haven't been sailing before. The water is a bit rough. - Enjoy and have fun Thank you Capt. Gene

    Julie H.

    Had a wonderful sailing experience with Gene! He was so knowledgeable about sailing and the marine animals - we saw so many whales! Great experience and great price!

    Wonderful time!

    I never write reviews but our experience sailing with Gene was PERFECT. We booked a private ride and it far exceeded our expectations. Gene has so much knowledge and he engaged us with great conversation. He tells great stories and doesn't overwhelm you with chit chat if you're trying to enjoy the ambiance. Also, SUPER important, Gene made sure the boat was kept clean and sanitized, which clearly is a HUGE plus during these COVID-19 times. I can not recommend Capt. Gene enough. We enjoyed so much we will be booking continuously through the summer for a nice 2 hour get away. My biggest tip: WEAR SUNBLOCK (I learned the hard way) haha

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    5 years ago

    Gene was such an awesome captain. Kept us entertained and was such a fun first time sailing experience. Would recommend this for sure.

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    6 years ago

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    4 years ago

    We had a really great experience with Captain Gene and I would highly recommend booking time on his sailboat!

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    12 years ago

    Awesome time, awesome captain, awesome boat! Would definitely repeat! Came from San Francisco for this, was well worth it.

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    Ask the Community - Carrera Sailing

    Review Highlights - Carrera Sailing

    Captain was amazing beautiful sailboat would definitely recommend for couples or anyone who wants a more private experience.

    Mentioned in 6 reviews

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    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!

    Fast Raft Ocean Safaris - The Fast Raft is a 33-foot Rigid Inflatable Boat (RIB) with twin 300-hp engines built for military patrol use.

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    Absolutely incredible experience with Fast Raft Ocean Safaris & Captain Kate!…read more If you're anywhere near the Monterey Peninsula, local or visiting, you must experience Fast Raft Ocean Safaris. We had the privilege of heading out with Captain Kate, and what unfolded was truly beyond words. We witnessed countless humpback whale calves breaching all around us-so many that we didn't know which direction to look-left, right, behind the boat...it felt like nature's ballet on full display! The raft itself is impeccable-comfortable, smooth, and incredibly close to the water, which makes the encounters feel all the more intimate and powerful. It's small-group, thoughtfully guided, and environmentally conscious. Captain Kate's knowledge, passion, and deep respect for the ocean and its creatures created a sense of reverence and wonder that elevated the whole journey. This is not your average whale-watching tour-it's in a league of its own. A soul-stirring, jaw-dropping, life-affirming kind of outing. I cannot recommend it highly enough. Whether you're a local looking to reconnect with the majesty of your own backyard or a visitor hoping for a once-in-a-lifetime experience, this is the one to book. Truly unforgettable.

    I've taken Fastraft a few times. It's always an amazing experience ! The raft gives you the…read moreability to be up close to the whales or dolphins while being completely safe. Leaving from Moss Landing allows you to be directly over the ocean trench so the wildlife is close to the harbor. It's amazing. Laura D

    El Estero Boating - Not one, but two!! CUTIE PATOOTIES!

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    (79 reviews)

    We went pedal boating here and I really enjoyed it, it was something different for us. It was me,…read moremy husband, and my daughter and we got to pedal around the lake together, which was really nice. The staff was great, very informative and made sure we understood everything before we got on. They had different types of boats too, not just regular ones, but fun ones like ducks, swans, and even dragon boats, which made it feel more exciting, especially for kids. It's very family friendly and I felt like everything was safe. They provided life jackets and made sure everyone was good before heading out. We'll definitely come back, probably on a warmer day so we can enjoy it even more.

    4 Stars for El Estero Boating + 1 additional star specifically for the very chill, handsome dog &…read morethe young gentlemen handling this joint. First and foremost, thank you to my Little for planning a fun day out in Monterey for our monster!! We honestly couldn't have imagined a better FUNtie!! Located across the way from Dennis The Menace Park, El Estero Boating is a family owned business offering paddle boat rentals. They are open 7 days a week aside from rainy, heavily foggy, or extremely windy days. Rentals are available for half hour rentals or hour long rentals. The regular paddle boats will set you back $27 for 30 mins & $35 for an hour. The fancier boats [swan, duck, dragon] are rented by 30 min increments and cost $45 for each half hour timeframe. Life jackets are conveniently included within the listed pricing. Please be advised that a $2 card transaction fee will be applied if you pay via card. The lake is spacious and that leaves you with plenty of room to roam freely and not have issues running into other boats. BUT!! Don't get the bright idea of racing any other guests bc WHO REALLY DOES THAT?? LOL!! My legs absolutely felt the burn bc ya girl doesn't do any kind of running unless it has to do with my mouth. Lmao!!! The boats work well and they go in the appropriate direction you want them to- this is not always the case for paddle boats in general! Side note: I agree with some of the reviews regarding customer service being dry and unfriendly depending on the person you're dealing with but I'll chalk it up to it being really early. By the end of our visit, our entire party was really happy with the kindness & helpfulness of the staff we encountered. Overall, picking El Estero Boating was great. Coming here was lots of fun for both us adults and a 5yo toddler.

    Carrera Sailing - boating - Updated May 2026

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