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The Best Sailboat Rentals in Hawaii
Browse, book, and get out onto the water with local captains and boat owners.
Our Favorite Sailboat Rentals in Hawaii
Suggested Searches
Types of Boats Popular in Hawaii
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$90-$3,075
Fishing Charters
Let a captain do the driving while you do the fishing
$80-$760
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$75-$780
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$85-$1,080
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$85-$1,100
Kayaks
Who says you need a motor to have fun on the water?
$60-$95
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$400-$1,500
Whale Watching
See some of the ocean’s most incredible creatures with these eco tours
$1,000
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$120
Diving
Explore the ocean depths with trained boat operators
$180
Top Sailboat Rental Locations Near Hawaii
Most Popular Yacht Rentals in Hawaii
Most Popular Fishing Charters in Hawaii
Most Popular Fishing Boat Rentals in Hawaii
Recent Reviews in Hawaii
- sa
shaman
Sailing and Snorkeling Adventures in Lahaina, Hawaii on 36 Foot Lidgard Monohull
The service and the communication was amazing I felt very special like my desires were met. I saw that the captain went out of his way to make sure we were happy. 😃 I do not write reviews but I will for them. Thanks for a gift and experience I will not forget .
- PB
Powell
Private sailing on 45 foot Luxury yacht ,day sailing, sunset sail ,snorkeling
Captain Tony is the best! He really made our trip out to Hawaii a dream. I was proposing to my girlfriend and he set everything up to make it magical. I can’t rave enough about Captain Tony so if you’re looking to book a boat, definitely book here!
- EN
Elizabeth
Have an exciting Very Private sailing adventure on a Beneteau 43 Foot Luxury Yacht! Best of GetMyBoat 2021 and 2022 Winner! 🥇! Sail Away in Paradise! Kewalo Basin Honolulu!
Second time sailing with this crew and it was just as amazing as the first! We asked for sailing, swimming, and whale watching and Captain Tom didn’t disappoint. Thank you for making my husbands birthday a memorable one.
- MF
Mikaela
Private sailing on 45 foot Luxury yacht ,day sailing, sunset sail ,snorkeling
We had an amazing day on the water with Captain Tony, we didn’t want it to end! The boat was clean and well kept, and Captain was very amicable and knowledgeable. He was very flexible in letting us expand and extend our trip which we greatly appreciated. I highly recommend booking with him.
Amy
Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii
Tom and Savannah were an awesome crew for our group of 7. Both were very knowledgeable about the area we cruised, Savannah led the snorkel and helped our family have a great experience with the fish and turtles, made several sweet videos of the snorkeling and showed our adult kids how to dive down. Overall safety on the boat and desire for all of us to have a great experience were at the forefront. When Captain Tom was made aware of a pod of dolphins close by, he helped us see the beautiful creatures. We had time to swim, relax and enjoy the lunch we had delivered to the boat prior to departure. Thank so much!
- DA
Dani
Epic 34' Catamaran Sailing in Waikiki
Captain Polu was very knowledgeable and an awesome captain. We had a great time snorkeling and laying out on the catamaran!
Top Sailboat Rental Locations in the United States
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
Real reviews from happy Getmyboaters.
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