The Best Sailboat Rentals Near Wailea-Makena

Epic 34' Catamaran Sailing in Waikiki

Captain Polu made our experience so great! We were late and he was very accommodating as we rushed to get there. Yacht was beautiful and spacious for our group. Overall we had the best time and 3 hours sailing was the perfect amount! HIGHLY recommend!

Epic 34' Catamaran Sailing in Waikiki

Highly recommend Captain Polu! We chartered his boat for a group of 6 and it was SO much better than our previous experiences on the larger more commercial “Mai Tai/Booze Cruise” type ones which are crowded and stressful. His boat is great and we had a great few hours on the water. Thanks Polu!

Hawaii's Best Waikiki Sail Snorkel Adventure Sunset Cruise Friday Nite Fireworks

My group and I had the best time. Capt Ty and first mate Kyleigh were excellent. Both are very knowledgeable about the boat/water/island and very accommodating. They did a great job at planning and making sure everyone got what they wanted from the experience (snorkeling, swimming and time out sailing). Would book again in the future!

Sailing Charter on 52' Classic Hawaiian Luxury Catamaran in Honolulu, Hawaii

I booked the service for a group of business men and was a little anxious that everything goes well. There was no need to worry, the service was just perfect. The group thoroughly enjoyed everything and the crew was friendly and fabulous :-)

Private sailing on 45 foot Luxury yacht, day sailing, sunset sail, snorkeling

Captain Tony organized a sunset cruise where I proposed to my now Fiancé. From the get go, Captain Tony was prompt and thoughtful in his communication and provided some ideas / tips to ensure the proposal went smoothly. In addition, he also met up with me before so I can drop off the supplies & ring before hand. He even recommended a great photographer, Mark for that special moment. The boat was in great shape and had everything you would want. Honestly, my Fiancé and I had a great trip and would absolutely recommend Captain Tony for a cruise!!!

Private sailing on 45 foot Luxury yacht, day sailing, sunset sail, snorkeling

Tony is a great captain. If you stick by his reasonable rules, the trip is really great. He has a lot of knowledge of the area and his boat is perfect for a smaller private group. Would recommend going early as possible to avoid the tourist convoys for snorkeling