Captain Rob

4.9/5 stars 94 reviews
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About Captain Rob

“I have been Hawaii for over 50 years! I went from San Francisco to Miami. It took two years! I sailed to Hawaii from San Diego to Hawaii and found Hawaii to be the best sailing in the world!”


Aboard since 2021

From Honolulu, HI

Reviews of Captain Rob (94)

  • Clifton
    Clifton
    5/5 stars (5/5)
    May. 16th

    Captain Tom and Kenny were wonderful. We had a lovely experience.

  • Michael
    Michael
    5/5 stars (5/5)
    Jul. 08th

  • Esther
    Esther
    4/5 stars (4/5)
    Apr. 10th

    Didn’t get to see whales that day and it’s too cloudy so we couldn’t even snorkel:(

  • Russell
    Russell
    5/5 stars (5/5)
    Oct. 12th

    Captain Joseph and First Mate Ken were awesome. They were welcoming, friendly, and made the trip enjoyable.

  • John
    John
    5/5 stars (5/5)
    May. 23rd

    Great crew. Nice job accommodating our needs for the trip.

  • Olivia
    Olivia
    5/5 stars (5/5)
    Feb. 06th

    We had an absolutely incredible experience with captain Ron and Aaron in Hawaii! From start to finish, the service was top-notch. The staff was not only professional but also incredibly friendly and welcoming. They went above and beyond to make sure we were comfortable and had everything we needed.

    Their attentiveness made the entire trip even more enjoyable, and we truly appreciated how talkative and engaging they were—it felt like we were spending the day with friends rather than just a

  • Matthew
    Matthew
    5/5 stars (5/5)
    Oct. 07th

    Captain Nolan was awesome. Great experience! Would sail again happily.

  • Alexis
    Alexis
    5/5 stars (5/5)
    Sep. 18th

  • Jason
    Jason
    5/5 stars (5/5)
    Feb. 24th

    Was a perfect trip!! Captain Nolan and his first mate took us over to diamond head so we can enjoy being on a sailboat then took us to do some snorkeling. We enjoyed it so much and would do it again in a heart beat. They were very friendly and made sure our 2 year old had fun as well!! We got to see sea turtles up close while snorkeling!! Such an amazing experience and we would recommend this crew to anyone looking for a more personal experience!

  • Nicole
    Nicole
    5/5 stars (5/5)
    Feb. 05th

  • Alejandra
    Alejandra
    5/5 stars (5/5)
    Aug. 01st

    It was great. We did everything we wanted to do and the crew was very good and efficient.

  • Eboni
    Eboni
    5/5 stars (5/5)
    Jul. 14th

    Had an amazing time! Memories that will last!

  • Reme
    Reme
    5/5 stars (5/5)
    Jun. 01st

    Fun sunset sail, very kind crew, and made extra effort so we could see the prettiest sunset. Very wholesome evening - extremely grateful :)

  • Terence
    Terence
    5/5 stars (5/5)
    Jun. 29th

    Captain Rob and his crew were amazing! It was a beautiful, peaceful sunset sail with only the sound of the wind and waves. Would book again in a heartbeat. Mahalo!

  • ilya
    ilya
    5/5 stars (5/5)
    Dec. 21st

    Capt Rob was great. Very experienced captain, lots of good stories during our trip. The boat had everything we wanted as well. Great fun all around.

  • Yana
    Yana
    5/5 stars (5/5)
    Aug. 12th

    Amazing ride on the water. Weather was great!

  • Tabina
    Tabina
    5/5 stars (5/5)
    Sep. 19th

    Captain Tom and Kenny were amazing! We had an amazing time sailing and watching the sunset. It was a surreal experience and although it was windy and wobbly at times they always made sure that my boyfriend and I were comfortable. Very kind hearted people! I definitely recommend this experience!

  • Yong
    Yong
    5/5 stars (5/5)
    Sep. 25th

    We met Captain Tom and Kenny just a few minutes before our departure time. Captain Tom shared his background and spent the first few minutes going over safety procedures, and we left port shortly. He pointed out some interesting facts about the harbor and where we were headed.
    Our family of 7 watched the sunset and enjoyed the calmness of the sea.
    Kenny was very friendly and worked hard to make sure the sails were set in place for our cruise.
    Highly recommend this team for a private sail in Oahu

  • Mariah
    Mariah
    5/5 stars (5/5)
    Sep. 16th

    Very welcoming and nice! Loved our experience!

  • Son
    Son
    5/5 stars (5/5)
    Jun. 23rd

  • Sidney
    Sidney
    5/5 stars (5/5)
    Nov. 25th

  • Alex
    Alex
    5/5 stars (5/5)
    Mar. 20th

    My friends and I went on a sunset cruise from 3PM - 7PM on 3/20. Captain Nolan and First Mate Sophie were very accommodating with our group and locations in mind for all the activities we wanted to do. Specifically, we wanted to snorkel with sea life and get good individual and group photos with the sunset. Captain Rob who processed our reservation was very helpful with advice. Boat is modern and clean so we were happy about that. Take a dramamine a few hours before to avoid seasickness!

  • Carmi
    Carmi
    5/5 stars (5/5)
    Dec. 02nd

    Fantastic trip in Waikiki harbor with Bob and Carm. They were an absolute pleasure to sail with.

  • Brandi
    Brandi
    5/5 stars (5/5)
    Apr. 22nd

    Captain Rick and crew were fantastic! We booked a last minute sail and Captain Rob & Captain Rick were quick to accommodate us! We had the time of our lives sailing along the Waikiki Coast for four hours without a care in the world! The boat was plenty large enough to accommodate five of us, plenty of room for us to store drinks and food, and lots of space to lounge on the front of the boat and seating in the back. We will definitely plan on sailing with them again the next time we’re in Hawaii!

  • Jermaine
    Jermaine
    5/5 stars (5/5)
    Jan. 18th

    Very friendly and professional couple. They will provide a smooth and fun experience. Great for first timers.

  • Beverly
    Beverly
    5/5 stars (5/5)
    Feb. 05th

    Very accommodating and tons of fun!!!

  • Terri
    Terri
    5/5 stars (5/5)
    May. 02nd

    We had a great time. The boat was clean and had everything we needed. Capt Tob and Carm did a great job

  • Ingrid
    Ingrid
    5/5 stars (5/5)
    Jan. 26th

  • Byron
    Byron
    5/5 stars (5/5)
    Jul. 02nd

  • marla
    marla
    3/5 stars (3/5)
    Aug. 24th

    The Captain and his crew were excellent. The boat we were taken on was not the boat represented in the pictures and looked much more run down. We had a nice sail thanks to the crew but the boat was shabby compared to the pictures represented on the website. When I called to talk to CaptainRob about our trip he was nasty and accused me of being picky and complaining. I expect that when we spend 1000$ our boat should look like the pictures and it definitely did not. Disappointing response😡

  • Michele
    Michele
    5/5 stars (5/5)
    Oct. 13th

    Captain Nolan was fabulous as was Sarah! We loved sailing on the water and swimming with the turtles! The boat was beautiful and everyone was friendly! It was a great day!

  • Shawn
    Shawn
    5/5 stars (5/5)
    May. 21st

  • James
    James
    5/5 stars (5/5)
    Jan. 04th

    Captain Rob, Captain Tom and Katie were excellent from before our booking to our sailing day and on the water. We are a family of 2 adults and 4 kids ages 9, 11, 13 and 15. Our trip was cut short by the poor weather, but we still managed to see dolphins, whales, turtles, manta rays and had an excellent time with the time we had. They made the most of it and we truly appreciated their guidance and support. I would highly recommend them!

  • Christina
    Christina
    5/5 stars (5/5)
    Jul. 03rd

    We had a great time and the gentlemen were both funny and kept us all comfortable

  • rachel
    rachel
    5/5 stars (5/5)
    Jul. 04th

    Everything was amazing. The captain was super nice and understood just what we wanted. We got this for my brother and his fiancé’s proposal and it was truly a magical night.

  • Samantha
    Samantha
    5/5 stars (5/5)
    Mar. 03rd

    Had a great time! Beautiful day out on the ocean… captain and I believe his name is Kenny were awesome. Very knowledgeable and funny. It was a very windy day and they were extremely good at calming us when the wind would have the boat almost all the way on its side lol Would definitely rent from them again

  • Garsin
    Garsin
    5/5 stars (5/5)
    Aug. 07th

  • Mark
    Mark
    5/5 stars (5/5)
    Apr. 10th

    We had an absolutely great day out with Captain Rob and Aaron. A wonderful boat, great sailing, great company. And a fantastic snorkel where we and saw a turtle and lots of fish. Would highly recommend this charter if you want a lovely relaxing day to forget all the worries in the world!

  • Victoria
    Victoria
    5/5 stars (5/5)
    Apr. 12th

    Lovely sail with Captain Rick and Michelle!! Both knew their stuff and were most engaging and delightful! The trip was a birthday gift for my Godfather who turned 90 in March. He was an avid sailor-did the Transpac, crewed on America's Two, sailed from The Caribbean, through The Panama Canal and then to SF Bay Area, so he has much experience. It's been years since he been on a sailboat and he enjoyed every second of this trip! Thanks Captain Rick & Michelle-you helped make his day!

  • Judy
    Judy
    5/5 stars (5/5)
    Dec. 15th

    Great experience!

  • Terence
    Terence
    5/5 stars (5/5)
    Jun. 15th

    Our second time with Captains Rob and Rick and we had a terrific time! Those swells were exhilarating!

  • Kristle
    Kristle
    5/5 stars (5/5)
    Apr. 24th

    We had a great time with Captain Tom and Katie. Would definitely recommend to anyone considering a sunset cruise. Doesn't get any better than this.

  • Joy
    Joy
    5/5 stars (5/5)
    Jul. 02nd

    We had so much fun! Working with Captain Rob to schedule was very easy as he was very good with communication, and everyone was so friendly.

  • Roedy
    Roedy
    5/5 stars (5/5)
    Sep. 03rd

    Captain Rob and his boat were amazing! Definitely recommend doing this for sunset (4:30-7:00 PM ish). Bring your cameras, the view was stunning! Thank you Captain

  • Ana Karla
    Ana Karla
    5/5 stars (5/5)
    Jul. 22nd

  • Johnnetta
    Johnnetta
    5/5 stars (5/5)
    Sep. 04th

  • Ravi
    Ravi
    5/5 stars (5/5)
    Apr. 21st

    Great time on the water! Went out with my gf for 3h and had a great sail & snorkel. Whenever we're on vacay (all the friends, bach party, destination wedding, w/e) renting a boat for a few hours or half a day is ALWAYS the best part. This is the 1st time we sailed properly though and it was a thrill. Capt & mate where friendly, knowledgable and we'd strongly recommend. Make sure to consider time of trip, # ppl and if you want leisure, sailing, drinking, etc. Can't wait to be back!

  • Matthew
    Matthew
    5/5 stars (5/5)
    Jul. 24th

    Had a great time sailing and swimming around Waikiki. Captain Tom was friendly and very informative about the surrounding area and sailing in general. We also appreciated staying out a few extra minutes to catch the sunset. Would recommend!

  • Connie
    Connie
    5/5 stars (5/5)
    Jun. 30th

    Everything was superior…on time, courteous, very knowledgeable and attentive to our needs! Highly recommend!

  • John
    John
    5/5 stars (5/5)
    Dec. 06th

    Nolan and Sarah were wonderful to sail with and very accommodating! Great tour great price! Thank you 🤙

  • Josh
    Josh
    5/5 stars (5/5)
    Sep. 22nd

    Captain Rob was great! He made the booking process work for me even though the app made an error. He was also very flexible on activities and location. Will definitely book again!

  • Kullen
    Kullen
    5/5 stars (5/5)
    Nov. 24th

  • Saumane
    Saumane
    2/5 stars (2/5)
    Oct. 04th

    First, the beginning of the booking was fantastic. Great customer service in finalizing the booking and them helping us with the location and what we need to know.
    We were assign to Captain Tom, and that’s where everything went wrong We met him at the Pier and just first interaction had bad feeling. He has NO PEOPLE skills at all.
    Got angry at us for using flash, got mad at his helper for leaving the lights on in the cabin.
    He made the whole trip uncomfortable.
    I mean where’s the Aloha spirit

  • Anthony
    Anthony
    5/5 stars (5/5)
    May. 12th

    Had an amazing time on the yacht. Captain was easy going and showed us nice places to swim/snorkel. Had a great view of Waikiki and diamond head.

  • William
    William
    5/5 stars (5/5)
    Jul. 12th

    The captain and skipper were friendly and knowledgeable. Boatsetters worked with us when some of our party were not able to make it last minute. We sailed out into the ocean along the island for scenic trip and did some snorkeling near Magic Island, beautiful. We brought our own snacks and gear but they had plenty of gear and snacks to purchase as well.

  • Joana
    Joana
    5/5 stars (5/5)
    Jun. 18th

    The captain and crew was very nice.

  • Donna
    Donna
    4/5 stars (4/5)
    Jan. 22nd

    Communication was good before the cruise - day iof we had to call and have someone come let us in right at 9:00 even though we were told to be there by 8:45.

    Once on the boat the service was great! We saw whales and had a chance to get in and snorkel around. Would recommend.

  • Paul
    Paul
    5/5 stars (5/5)
    Apr. 02nd

    Damn this was the best of experience in a boat a birthday soo succesful....the captain was very helpful before even we boarded for it we received detailed info about what to expect and thats what we saw.... the employees are very understanding n let you decide what you want to do while on board.
    I will recomend this 1000 times

  • Dayna
    Dayna
    5/5 stars (5/5)
    Apr. 20th

    Super chill experience - after a quick sail toward the end of Waikiki we decided to anchor and just drink and swim. Captain Rob and his wife were great. Would book again.

  • Ian
    Ian
    5/5 stars (5/5)
    Jun. 04th

    Knowledgeable and easy going staff. Really showed us a great time. Would certainly sail with Captain Nolan again.

  • Rick
    Rick
    5/5 stars (5/5)
    Feb. 10th

    Captain Noland and Sophia our first mate, did a great job of looking after our party as we sailed off Waikiki at Sunset. If you are looking for a relaxing time on the water look no further.

  • Janet
    Janet
    5/5 stars (5/5)
    Jun. 02nd

    Great time with Captain Tom and Kenny!

  • Kendall
    Kendall
    5/5 stars (5/5)
    Jul. 28th

    We had an amazing time! My friends and I celebrated my birthday with Captain Tom and Norm! They made my day extra special!!! Highly recommend!

  • Patricia
    Patricia
    5/5 stars (5/5)
    Feb. 14th

    Great trip, great captain and crew. Went out of way for us!

  • Vickie
    Vickie
    5/5 stars (5/5)
    Jul. 09th

    Thanks to Captain Rob and his wife our family had a very pleasant sunset dinner cruise that ended with a final farewell to my parents and the release of their ashes out away from the shores of Waikiki and Honolulu. Thank you for both being so very kind and patient with all of us. It will be a night that we will all remember fondly.

  • Quentin
    Quentin
    5/5 stars (5/5)
    Oct. 31st

    Beautiful conversation, and knowledge from Captain Tom and Dawn! Beautiful experience from the views to the dives off the boat to the amazing spinner dolphins that showed up next to our boat and gave us an amazing show! Fantastic day! Highly recommended 👌

  • Kelli
    Kelli
    5/5 stars (5/5)
    Jul. 20th

    We had captain Tom and new to the boat, Nick. They did a great job!

  • Sarah
    Sarah
    5/5 stars (5/5)
    Apr. 03rd

    Excellent trip! Wonderful captain. We followed a family of whales which made our sail extra special.

  • Tykeem
    Tykeem
    5/5 stars (5/5)
    Dec. 10th

    Had a great experience and the captain rob did a great job showing us around the ocean and making sure we had a great swimming experience 10/10

  • Haris
    Haris
    5/5 stars (5/5)
    Dec. 06th

    Nice boat and amazing service. Thanks Rob! I'll be renting again next time!

  • Ana
    Ana
    5/5 stars (5/5)
    Oct. 02nd

    We spent an incredible afternoon in the waters of Honolulu. I would repeat without any doubt. 100% recommended :)

  • Denise
    Denise
    5/5 stars (5/5)
    Oct. 31st

    We had such a lovely evening with the crew. Beautiful views. Strongly recommend!!!

  • Christy
    Christy
    5/5 stars (5/5)
    Jun. 14th

    Amazing time, so worth it to go by yourselves - you can sale, snorkel, and fish whenever and wherever you want vs in an organized group.

  • Toni
    Toni
    5/5 stars (5/5)
    Sep. 05th

    Captain Rob and his wife were great! Very kind and down to earth couple.

  • Renda
    Renda
    5/5 stars (5/5)
    Jan. 25th

  • Craig
    Craig
    5/5 stars (5/5)
    Apr. 01st

    Captain Tom & Johnny were great guides. Got us settled in, showed us how everything worked, went over the safety tips and had great knowledge and insight throughout the trip. We were out for 4 hours, saw 4 whales, sea turtle, seal, plus stopped for snorkeling, swimming and lunch. Comparable rates to most tours, except you get the boat to yourselves, so way better value.

  • Jordan
    Jordan
    3/5 stars (3/5)
    May. 06th

    The initial booking call was very displeasing… The lady who booked our boat was very aggressive on the initial call and almost talked us out of booking the boat. Anyways after my card was charged I was called by her and the pricing was different from what was listed on the actual booking which said 12+ turns out price was only for 6 people after that it’s 75 per person. Captain was very nice and professional the boat was nice. I wouldn’t recommend getting on with more than 6 people space wise.

  • Alex
    Alex
    5/5 stars (5/5)
    May. 04th

    Very exciting trip. The winds were strong, but we had a great time!

  • Sigrid
    Sigrid
    5/5 stars (5/5)
    Feb. 07th

  • Colleen
    Colleen
    5/5 stars (5/5)
    Feb. 25th

    We had a wonderful time. Captain Nolan and Sophia were extremely knowledgeable and so fun. One of our favorite experiences on Oahu!

  • Sarah
    Sarah
    5/5 stars (5/5)
    Jan. 27th

    It was so great we saw whales which made up for not being able to snorkel, which we were planning on. We had a blast!

  • Meredith
    Meredith
    5/5 stars (5/5)
    May. 05th

    It was an exciting experience with the wind gusting a lot. My sisters would have preferred a calmer ocean. I was grateful to get to do some driving. Thank Tom and Kenny for us.

  • Lynn
    Lynn
    5/5 stars (5/5)
    Dec. 16th

    Captain Tom and Kenny were great! My husband, kids, and I had an amazing time sailing and swimming. Thank you!

  • Chuck
    Chuck
    5/5 stars (5/5)
    May. 29th

    Only thing that would have been better was to have the main hoisted.

  • Kal
    Kal
    5/5 stars (5/5)
    Dec. 27th

    We had an amazong time. The captain and his assistant were polite and helpful. The boat was in great condition. I highly recommend this experience.

  • Jonathan
    Jonathan
    5/5 stars (5/5)
    Oct. 27th

    Had a great day out on the water with Captain Nolan and first hand Sarah. They made sure that we had the best day possible.

    We went snorkeling and saw tons of sea turtles and dolphins.

    Also spoke with Michelle when booking who was super responsive and answered any of our questions right away.

    Great crew

  • Diana
    Diana
    5/5 stars (5/5)
    Oct. 11th

  • Will
    Will
    5/5 stars (5/5)
    Feb. 06th

    Rob and Carm made our boating very relaxed and fun. We had a wonderful time with this great couple.

  • Blen
    Blen
    5/5 stars (5/5)
    May. 27th

    It was a great experience. Captain Rob and his wife were great hosts. A wonderful experience!

  • Robert
    Robert
    5/5 stars (5/5)
    Jul. 22nd

    Fun sailing trip on a nice boat! Captain accommodated all of our requests… We cruised to Diamond Head saw some turtles along the way, did some snorkeling, and caught the sunset as well! Would totally book with them again!

  • Jennifer
    Jennifer
    5/5 stars (5/5)
    May. 21st

    Captain Rob and Ken were incredible!!

  • Keondra
    Keondra
    5/5 stars (5/5)
    Feb. 22nd

    Wonderful!!! My friends & I enjoyed ourselves!!!!

  • Rich
    Rich
    5/5 stars (5/5)
    Sep. 25th

    We had a wonderful time with captain Rob and his family! This was the treat that made my wife’s birthday extra special, and they delivered. They took a group of us out snorkeling off Kakaako, which is both very convenient and featuring world class views. Would highly recommend them. Heres their site as well: seastheday.co

  • Jayvee
    Jayvee
    5/5 stars (5/5)
    Jul. 13th

    Had a great time with captain and crew. They were very accommodating to our needs. It was a beautiful sail, and sunset was perfect. Will definitely recommend and use again in the future. Mahalo Captain Rob.