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Crew Rodney with a beautiful rainbow off of Maili point on the Waianae Coastline on a MANA Cruises private charter sail

Sailing In Hawaii – A Comprehensive Guide

Sailing in Hawaii: A Comprehensive Guide to the Best Adventures



If you’re looking for an unforgettable sailing adventure, Hawaii is the place to be. With its crystal-clear waters, stunning beaches, and incredible wildlife, Hawaii offers an experience like no other. In this comprehensive guide, we’ll explore the best sailing adventures that Hawaii has to offer, from secluded coves to bustling marinas.

Exploring Hawaii’s Beautiful Coastline


Hawaii is famous for its stunning coastline, and the best way to experience it is by sailboat. Whether you’re a seasoned sailor or a novice, there are plenty of options for exploring Hawaii’s beautiful shores. From the rugged North Shore of Oahu to the calm waters of Waikiki, there’s something for everyone.

One of the most popular sailing destinations in Hawaii is the Na Pali Coast on Kauai. This rugged coastline is only accessible by boat, and offers stunning views of towering cliffs, lush valleys, and cascading waterfalls. Another popular destination is Maui’s Molokini Crater, a submerged volcanic crater that’s home to a thriving reef ecosystem.

MANA Cruises sails along the south & west sides of Oahu on a daily basis!    


Sailing with Wildlife in Hawaii


One of the most unique aspects of sailing in Hawaii is the abundance of wildlife you’ll encounter. From playful dolphins to majestic humpback whales, there’s always something new to see on the water.

During the winter months, humpback whales migrate to Hawaii‘s warm waters to mate and give birth. Sailing tours are available that allow you to get up close and personal with these magnificent creatures, while still maintaining a safe distance. You might also encounter spinner dolphins, green sea turtles, and even the occasional monk seal.

Sailing in Secluded Coves and Hidden Beaches


One of the best things about sailing in Hawaii is the opportunity to visit secluded coves and hidden beaches that are only accessible by boat. These hidden gems offer a sense of adventure and exploration that you simply can’t find on land.

One such destination is Lanai’s Hulopoe Bay, a secluded cove with crystal-clear waters and a pristine beach. Another are the Mokulua islands on the Windward Coast, two secluded islands with a small beach next to a Bird Sanctuary!

Planning Your Hawaii Sailing Adventure


Now that you have a better idea of what Hawaii’s sailing adventures have to offer, it’s time to start planning your trip. When choosing a sailing tour, it’s important to consider factors such as the size of the boat, the length of the tour, and the itinerary. Be sure to read reviews and ask for recommendations to ensure that you choose a reputable and experienced tour operator.

In addition to sailing tours, there are also options for private charters. With so many options to choose from, there’s sure to be a sailing adventure that’s perfect for you.



Sailing in Hawaii offers a truly unique and unforgettable experience that’s not to be missed. From exploring the rugged coastline to encountering wildlife up close, Hawaii’s sailing adventures have something for everyone. By using this comprehensive guide, we’re confident that you can better plan the right sailing adventure for you and your family and friends!

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