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The Best Boat Rentals in Pupukea, Hawaii

Page 1 of 124 listings

Hatteras Sportfisher 36' Fishing Charters, Snorkeling, Swim with Sharks and more in Haleiwa
Fishing in Haleiwa · 6 guests

Hatteras Sportfisher 36' Fishing Charters, Snorkeling, Swim with Sharks and more in Haleiwa

New
$900day
41ft Smooth Sailing Trimaran Charters & Adventures Oahu's North Shore, Haleiwa
Sailing in Haleiwa · 6 guests

41ft Smooth Sailing Trimaran Charters & Adventures Oahu's North Shore, Haleiwa

5.0
$100-$300hour
Hanapa`a Sunset - Half-day fish n fun private charter catching fish n sunset
Fishing in Waianae · 5 guests

Hanapa`a Sunset - Half-day fish n fun private charter catching fish n sunset

New
$250person
46ft Luxe Private Sailing Catamaran Charter in Ko Olina, Hawaii
Sailing in Kapolei · 6 guests

46ft Luxe Private Sailing Catamaran Charter in Ko Olina, Hawaii

5.0
$700hour
KO OLINA'S NEWEST ADVENTURE!!  32ft SPORT CAT
Fishing in Kapolei · 6 guests

KO OLINA'S NEWEST ADVENTURE!! 32ft SPORT CAT

New
$500hour
Sail Kaneohe Bay and Sand Bar, beautiful Catalina 27
Sailing in Kaneohe · 4 guests

Sail Kaneohe Bay and Sand Bar, beautiful Catalina 27

New
$800day
Stunning Beneteau 42 Experience in Honolulu, Oahu
Sailing in Honolulu · 6 guests

Stunning Beneteau 42 Experience in Honolulu, Oahu

4.0
$1,550day
Private Charter 100Ft Vessel
Events in Honolulu · 138 guests

Private Charter 100Ft Vessel

5.0
$2,500hour
Sailing Charter on 52' Classic Hawaiian Luxury Catamaran in Honolulu, Hawaii
Sailing in Honolulu · 30 guests

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

5.0
$650hour
Striker 74' Luxury Sportfisher for Charter in Honolulu
Events in Honolulu · 12 guests

Striker 74' Luxury Sportfisher for Charter in Honolulu

5.0
$400hour
The best value Sunset Cruise off Waikiki! Beneteau 43ft.
Sailing in Honolulu · 12 guests

The best value Sunset Cruise off Waikiki! Beneteau 43ft.

4.9
Superowner
Best of 2023
$185hour
Best Sunset Cruise 50' Luxury Private Yacht. Book your sunset cruise today!
Sailing in Honolulu · 12 guests

Best Sunset Cruise 50' Luxury Private Yacht. Book your sunset cruise today!

New
Superowner
Best of 2023
$499hour
The best sunset sail! Very private! Best of GetMyBoat 2021 and 2022 Winner! 🥇
Sailing in Honolulu · 12 guests

The best sunset sail! Very private! Best of GetMyBoat 2021 and 2022 Winner! 🥇

4.2
Superowner
Best of 2023
$185hour
40' Beneteau Luxury Private Sailing Charter in Kewalo Basin Honolulu
Sailing in Honolulu · 12 guests

40' Beneteau Luxury Private Sailing Charter in Kewalo Basin Honolulu

4.8
Superowner
Best of 2023
$185hour
Epic 34' Catamaran Sailing in Waikiki
Sailing in Honolulu · 12 guests

Epic 34' Catamaran Sailing in Waikiki

5.0
Superowner
Best of 2023
$99person
Waikiki Yacht Rental/ Sunset trips/ Sportfishing Whale watching
Fishing in Honolulu · 6 guests

Waikiki Yacht Rental/ Sunset trips/ Sportfishing Whale watching

New
$299hour
Adventure Speed Boat in Honolulu
Powerboats in Honolulu · 6 guests

Adventure Speed Boat in Honolulu

New
$99person
Largest, most luxurious sailing catamaran on the island of Oahu
Events in Honolulu · 12 guests

Largest, most luxurious sailing catamaran on the island of Oahu

New
$1,119-$1,499hour
42 ft Beneteau, located in Kewalo Basin, 2 miles from Waikiki.
Sailing in Honolulu · 6 guests

42 ft Beneteau, located in Kewalo Basin, 2 miles from Waikiki.

5.0
$235hour
One of a kind, exhilarating trimaran sailing experience in Waikiki
Sailing in Honolulu · 6 guests

One of a kind, exhilarating trimaran sailing experience in Waikiki

4.9
$75person
Vintage Sailing Yacht in Honolulu! Private Luxury Sail + Swim Tours
Sailing in Honolulu · 6 guests

Vintage Sailing Yacht in Honolulu! Private Luxury Sail + Swim Tours

New
$300hour
69ft  Ferretty Yacht Charter! Experience the ultimate in personalized luxury
Events in Honolulu · 12 guests

69ft Ferretty Yacht Charter! Experience the ultimate in personalized luxury

New
$1,000-$1,500hour
Brand new 2022 Excess 12 - 39' Luxury Catamaran (Oahu only)
Sailing in Honolulu · 10 guests

Brand new 2022 Excess 12 - 39' Luxury Catamaran (Oahu only)

New
$4,500day
"Alana Kai" Yacht Charter in Honolulu, HI
Events in Honolulu · 12 guests

"Alana Kai" Yacht Charter in Honolulu, HI

New
$1,814hour

Top Destinations Nearby

Pupukea Reviews

  1. joseph

    joseph

    40' Beneteau Luxury Private Sailing Charter in Kewalo Basin Honolulu

    Book with confidence!!! Great communication and the crew was phenomenal. Highly experienced on the ocean. We had a blast! We have some amazing memories and photos that will last a lifetime. Definitely will book with Captain Rob again. We booked out 5 months in advance which was no problem. Have a great sailing!

  2. KV

    Keara

    40' Beneteau Luxury Private Sailing Charter in Kewalo Basin Honolulu

    We had a wonderful time with Captains Rob and Tom! Good conversation, great company, and a beautiful boat and day on the water. Captain Tom even went above and beyond and we were able to see whales. Highly recommend for a great experience on a sailboat!

  3. PS

    Perry

    The best value Sunset Cruise off Waikiki! Beneteau 43ft.

    We had Captian Tom and Ken on our booking . Great value , We didn’t have time to grab drinks and snack/ sandwiches prior to sailing as the cab driver taking us to the marina did know where the supermarket was on the way . Ken was gracious enough to drive me to the closet store so we could enjoy the day. booked 4 hour trip and went snorkelling ( didn’t see much ) it was still great . then put the sails up and it was awesome to experience a sailboat for the first time andfortunate enough to see some whales up close (pretty cool ) Both Tom and Ken were excellent . remember to bring your own supplies for food. we were 7 in total and it was the right amount of people for this vessel . Thanks again Tom and Ken . wish you all the best !

  4. Ja'Mara

    Ja'Mara

    One of a kind, exhilarating trimaran sailing experience in Waikiki

    This was the highlight of my birthday trip to Hawaii! Great communication, safe travels and beautiful views for my girlfriends and I. I highly recommend this sunset experience.

  5. JP

    Jeffrey

    41ft Smooth Sailing Trimaran Charters & Adventures Oahu's North Shore, Haleiwa

    Porter and Chad were awesome. Booking was easy and quick. The boat was beautiful. We got to see flying fish, sea turtles, a bunch of great birds, and a perfect sunset. Porter and Chad were very accommodating throughout the trip and even took a great video for us of a surprise proposal that happened for my sister. Awesome awesome awesome trip.

  6. CN

    Christy

    41ft Smooth Sailing Trimaran Charters & Adventures Oahu's North Shore, Haleiwa

    We had a fabulous day with Captain Porter! His ship was beautiful and will taken care of. The Captain made sure that we saw dolphins and sea turtles. Captain Porter also has fabulous stories of sailing around the world. If you are looking for an interment sailing trip book with Captain Porter