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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$180-$2,500
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$135-$1,525
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$95-$1,260
Fishing Charters
Let a captain do the driving while you do the fishing
$165-$1,250
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$165-$1,250
Diving
Explore the ocean depths with trained boat operators
$200-$1,100
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$150
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$400
JA
Julian
Private sailing on 45 foot Luxury yacht, day sailing, sunset sail, snorkeling
Tony was great host and whoever is seeing this post I highly recommend you book with this captain. Friendly and very informative especially when we were looking for whales. The boat was clean and comfortably fit the 5 of us. Tony provided the snorkeling equipment as well and took us to a great snorkeling site to view the fishes which my kids enjoyed. I highly recommend this captain for your next aloha adventure!
KA
Katie
Private sailing on 45 foot Luxury yacht, day sailing, sunset sail, snorkeling
Tony was awesome, he took us sailing and then allowed us plenty of time to float around and snorkel in the ocean. He is very welcoming, and we had a really good time. Do not be afraid to book! You will enjoy the crowd free relaxing boat ride with Tony.
Mason
Private sailing on 45 foot Luxury yacht, day sailing, sunset sail, snorkeling
Captain Tony was an excellent host, prioritizing safety and fun for the crew. We had a more personal experience than going on a larger boat tour. The kids wouldn't stop talking about all the fish they saw afterwards. It was one of the best memories we made from our week on Oahu, highly recommend!
Craig
Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii
We had an amazing time celebrating my dad’s 80th birthday on the boat with all my siblings and their spouses. The experience on the water was amazing, especially snorkeling with turtles. The crew provided excellent service, handling all our food, drinks, and belongings with great care, making the trip even more enjoyable.
GJ
Greg
Private Sunset Sail on Luxury Yacht, see whales, dolphins, and turtles!
Great time with friendly and competent Cap and first mate. I definitely prefer the vibe of a sail boat with just a few friends vs a large motor boat with half of Waikiki on board. Highly recommend!
GV
Gina
Private sailing on 45 foot Luxury yacht, day sailing, sunset sail, snorkeling
Captain Tony was amazing. His boat was beautiful. He provided many thoughtful conveniences. The itinerary he planned for us was awesome. We all loved our Waikiki sailing adventure!
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
August 01, 2023
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October 03, 2022
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August 12, 2021
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July 19, 2021
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December 30, 2019
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December 26, 2019
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