The Best Boat Rentals Near Kailua

Private Sunset Sail on Luxury Yacht, see whales, dolphins, and turtles!

We booked Captain Rob's sunset sail so that we could watch the fireworks from the ocean and it was such an amazing experience! Captain Rob and his crew were extremely helpful, kind, and made us all feel welcome from the second we stepped onto the boat. Would 10000% recommend this trip to anyone thinking about booking -- it was one of our favorite things we did during our visit!

Special Price: Private Charter - Snorkel, Dolphins, Sunset, Dolphins, Fireworks

Had the most perfect day on the most perfect boat with the most perfect team. Care and Kelly went out of their way to make sure we had literally everything we needed to celebrate my 54th birthday in style! They went out of their way to tailor the itinerary to give us the perfect day on the water. It was the best way I could have dreamed of and I enjoyed every second of it. It truly felt like we were on a friend’s boat - only we were pampered. The boat was spotless and the equipment was too. Highly recommend this for anyone looking for a fun day out on the ocean! Thank you so much!

Epic 34' Catamaran Sailing in Waikiki

5 stars all around! Captain Polu was extremely communicative prior to our trip, attentive during the tour, and made sure we had everything we needed to have a great time. We rented the boat for 4 hours to watch the sunset and it was the absolute highlight of our experience. Would definitely do it all over again any time we are visiting the island!

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

Tony and his boat were wonderful. We had three kids who love to swim and they got their fill. We saw lots of fish and two turtles, the kids got to jump and dive their hearts out. Tony was very knowledgeable and kept us safe, we all had lots of fun.

Twin hull powered boat for rent - up to 10 people

Michael provided my family with such a wonderful experience on our recent boat trip. He was very kind and friendly and accommodating to Everything I asked of him. My family had a lot of fun on the boat ride and he gave us our privacy and moment when it was time to scatter our Dad's ashes. I'm so thankful too that Michael was able to drive the boat for us as none of us had any experience. Everything I asked of him he Delivered! So trustworthy and a very kind person. Thank you again for Everything! Mahalo, J. Oyama

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

⭐⭐⭐⭐⭐ Unforgettable Day on the Water with Captain Tony! Captain Tony delivered an absolutely perfect charter experience on his stunning 45ft yacht! From the moment we stepped aboard, his professionalism and warm hospitality made us feel like VIPs. The vessel was immaculate – spacious, well-maintained, and equipped with everything we needed for an incredible day. Our 3-hour late morning snorkel charter along the Waikiki and Diamond Head coastline was absolutely magical. Tony knew exactly where to find the best coral reefs and clearest water. The snorkeling was incredible. The views of Diamond Head from the water were breathtaking. Perfect 3-hour adventure that we’ll never forget. Highly recommend Captain Tony for anyone wanting an amazing Waikiki snorkel experience! Perfect for couples and families with a party of 5!