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Paradise Sailing in Hawaii

Sail the coast of Hawaii’s Big Island with Paradise Sailing Hawaii for an unforgettable sailing experience. Specializing in affordable private sailing charters along the scenic Kona coast, Paradise Sailing Hawaii is owner operated by captains Eric & Yumi Wakely who have 20 years of experience running charter boats on the Big Island.


They offer group and private sailing charters that depart from Honokohau Harbor in Kailua Kona, where you and up to 23 guests can board a catamaran adventure of your choice. Paradise Sailing Hawaii offers sunset cruises, snorkeling, dolphin watching, whale watching, sailing lessons, or any combination that you decide. Their expert crew knows all the best locations around the Big Island so you’ll be sure to have a great time! Snorkel equipment is provided on 3 hour or longer tours, as well as fresh fruit, baked goods, tropical juice & bottled water. Bringing your own provisions of alcohol or food is permitted.

Private Charters

All charters set sail from the Honokohau Harbor in Kailua-Kona, Hawaii located a few miles south of the Waikoloa Beach resort area. Private charters are available starting at $595, for 2 hours and up to $995 for 4 hours with up to 6 guests. An exhilarating excursion for a family big or small, or a romantic idea for a loving couple, you will not forget a private charter with Paradise Sailing Hawaii.

Sunset Sail

Hoist the sails a few hours before sunset and sail as the sun sinks beneath the pacific. Get unbeatable views of the Kona Coast and the Pacific onboard the Kōlea. Enjoy a drink in hand as you watch the best sunset of your life.

The Vessel

Their ship named Kōlea is a newly built 36ft double-hulled catamaran that is USCG certified and can transport up to 24 passengers. The open layout provides plenty of space for passengers to roam the deck. There are custom tables with cushioned seating underneath a large shade canopy, the large double trampoline decks also provide great seating right above the ocean.

Call (808) 883-0399 or visit our site to make a reservation and head to Honokohau Marina, Slip J24, in Kailua-Kona on the Big Island of Hawaii when it’s time for departure. Then, contact Kona Coast Vacations to book one of our amazing vacation rentals for your stay!