Proposal
Private sail designed around your moment, with a calm setting for the question and time for photos after.
Most Booked Charters
Choose your private charter.
Wedding or Elopement
Private ceremony sail with an ordained captain, peaceful ocean views, and an intimate deck for vows and portraits.
Special Occasion
Private sail for birthdays, anniversaries, and milestones, with space to relax, celebrate, and take in the Honolulu coastline.
Sunset Sail
Late-afternoon sail with warm light, open water, and a peaceful view of Waikiki as day turns to evening.
Friday Fireworks Sail
Friday evening sail with sunset light, city glow, and fireworks viewed from the water off Waikiki.
Ash Scattering
A respectful private charter handled with care, offering calm time on the water for family and remembrance.
Looking For Something Else?
Looking for a different type of charter or a more customized experience?
Call or text us at 808-738-6604. Being a small family-owned business allows us to be flexible, and we will be happy to help plan the perfect charter for you.
Included in every charter
- Captain and crew
- Private charter
- Light refreshments and water
- Snorkel gear
Available add-ons
- Professional photography
- Charcuterie board
- Flower leis
- Additional charter hours
Google Reviews
What guests say after they sail.
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Joshua Hershey
10 months ago
Renting this private boat for our surprise proposal was one of the best decisions I ever made. From start to finish, the experience was magical. The crew was incredibly professional, attentive, and respectful of the intimate moment I had planned. They helped set the perfect scene, from the calm, beautiful sail to the breathtaking views just as the sun began to set.
Renting this private boat for our surprise proposal was one of the best decisions I ever made. From start to finish, the experience was magical. The crew was incredibly professional, attentive, and respectful of the intimate moment I had planned. They helped set the perfect scene, from the calm, beautiful sail to the breathtaking views just as the sun began to set.
The boat itself was pristine, cozy, and elegant - exactly what I hoped for. It offered the privacy and charm we needed to make the proposal feel personal and unforgettable. We had the honor to meet the owner, captain, and the crew of the boat and they were all genuine, heartwarming, and gracious people.
We'll forever cherish that perfect evening on the water. Thank you for giving us the setting for one of the most important moments of our lives.
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Charise J
a year ago
Aloha, We sailed on the beautiful Sailing Beauty of Honolulu this past Saturday. Our wonderful Captain Donavon and his first mate Alicia were fantastic. They made our sail enjoyable and informative. I would highly recommend you sail Hawaii's ocean off Waikiki with them.
Aloha, We sailed on the beautiful Sailing Beauty of Honolulu this past Saturday. Our wonderful Captain Donavon and his first mate Alicia were fantastic. They made our sail enjoyable and informative. I would highly recommend you sail Hawaii's ocean off Waikiki with them. I was concerned I would get sea sick but as long as I kept my eyes to the horizon along with ginger I had no issues.
We had a small intimate group of friends and ohana along for our sail and we all had a great time on board. Words can't describe the beautiful scenery we enjoyed. Time to reflect and appreciate Waikiki, Diamond Head and as far as Makapu'u point from a different advantage with no traffic and no hassle in the deep blue sea.
Smooth sailing, great company and ono food embraced us with a sunset to top it all off. We highly recommend you take sail on Sailing Beauty of Honolulu with her sensational crew. We'll be back for whale watching soon. A hui hou.
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Julie Chicoine
a year ago
We recently enjoyed an afternoon sail on Sailing Beauty. It was an awesome experience. The vessel made good use of a south westerly wind as we left the harbor straight out to sea. The views of Oʻahu were stunning, and the captain and crew expertly navigated the waves.
We recently enjoyed an afternoon sail on Sailing Beauty. It was an awesome experience. The vessel made good use of a south westerly wind as we left the harbor straight out to sea. The views of Oʻahu were stunning, and the captain and crew expertly navigated the waves.
Afterwards, we enjoyed a charcuterie board and wine on an open deck, watching the sun set beyond the horizon. If you're looking for an ocean experience while visiting Oʻahu, I heartily recommend Sailing Beauty.
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Melissa Canastra-Han
10 months ago
Captain Donavan and Lauren were amazing hosts during our private charter. Despite the weather not being entirely in our favor, they were still very accommodating and did an amazing job of keeping the vibe going for the entire trip. The boat itself was immaculately taken care of.
Captain Donavan and Lauren were amazing hosts during our private charter. Despite the weather not being entirely in our favor, they were still very accommodating and did an amazing job of keeping the vibe going for the entire trip.
They were extremely knowledgeable and thorough with safety precautions and other tips regarding being on the boat. The boat itself was immaculately taken care of and we felt very safe and comfortable throughout the 2 hour charter. The views throughout the ride were spectacular as well.
Highly recommended Sailing Beauty of Honolulu for anyone's trip to Oʻahu.
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Wendi Levy
23 hours ago
I couldn't be more delighted with our experience on Sailing Beauty. From the beginning, the communication with Captain Dominic and team was wonderful. The boat is beautiful, the crew outstanding. Thank you all for making my mother's ash scattering ceremony so lovely and peaceful.
I couldn't be more delighted with our experience on Sailing Beauty. From the beginning, the communication with Captain Dominic and team was wonderful. The boat is beautiful, the crew outstanding.
Thank you all for making my mother's ash scattering ceremony so lovely and peaceful. We'll be back for another sail the next time we're in the islands. Mahalo Nui.
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Griffin Hedger
5 days ago
This was one of the best finds my wife found for our trip. We did the sunset cruise and it was too much fun. We were able to jump in the water, swim, chill out, listen to music and have fun. Captain Donovan made everything easy and stress free.
This was one of the best finds my wife found for our trip. We did the sunset cruise and it was too much fun.
We were able to jump in the water, swim, chill out, listen to music and have fun while making amazing memories. Captain Donovan made everything easy and stress free.
Highly recommend booking this boat for your next trip.
Dock Location
Find us on Google Maps
Address
1125 Ala Moana Blvd, Dock C, Kewalo Basin
Arrive 20 to 30 minutes before your charter for check-in. If you need help finding the dock, call or text us before you arrive.