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The Best Sailboat Rentals Near Pupukea
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Pupukea
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
$130-$1,550
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$95-$1,285
Fishing Charters
Let a captain do the driving while you do the fishing
$165-$1,000
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$165-$1,000
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
Top Sailboat Rental Locations Near Pupukea
Recent Reviews in Pupukea
Gersan
Private sailing on 45 foot Luxury yacht, day sailing, sunset sail, snorkeling
Captain Tony made our proposal an absolutely magical experience! His kindness, professionalism, and warm personality set the perfect tone for our sunset sail, creating a moment we’ll cherish forever. From start to finish, he went above and beyond to make everything feel special, and we couldn’t have asked for a more perfect setting for such an important day.
cc
cristian
Sailing and Snorkeling Adventures on Maui on 27 Foot HunterX Monohull
We spent an afternoon with the family and it was a wonderful experience sailing, with the sound of the sea and the wind. I believe that Keahi and his partner have made this experience something superior, we are very grateful for their hospitality.
DO
David
Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii
These folks are pros. Steve has sailed all over the Pacific. From Hawaii, Tahiti, and LA. He knows boats inside and out. He and Savanna's goal from the outset was for us to have a superior experience. We saw a whale, turtles, and fish. Which for those of you are into that, they make every effort to accommodate. For me, however, the best part was the professional and relaxed approach. My wife had a bit of a gimpy leg and they helped her get around the boat. Great trip.
GM
Geraldine
Sailing Charter on 52' Classic Hawaiian Luxury Catamaran in Honolulu, Hawaii
My family and I had the best experience with Richie and his crew. The boat was beautiful and everyone had a great time. The crew was very friendly and very helpful. I would definitely recommend booking with them!
DP
Debra
Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii
My friends and I booked an excursion with sale Hawaiian style last year, and it was definitely top of list to do again this year. We had such a great time and the captain and staff were so wonderful and so helpful. It was absolutely perfect and we can’t wait to see them again next year!
JC
Jodee
Epic 34' Catamaran Sailing in Waikiki
We had the best time with Captain Polu! Was so nice having the boat to ourselves and we got to see a lot of sea life and truly enjoyed our time. Wish we had done the ride longer! I highly recommend this
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!
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