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Boat & Sailing Tours on Hawaiʻi Island

Browse top-rated boat & sailing tours experiences you can book on Hawaiʻi Island.

Featured Tours

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Hawaii Volcanoes, Waterfalls, Beaches & Hilo Highlights Day Tour

Hawaii Volcanoes, Waterfalls, Beaches & Hilo Highlights Day Tour

★ 5.0· 6h–7h
from $187Book →
Big Island Waterfalls, Blacksand Beaches, Lava Tubes & Volcanoes

Big Island Waterfalls, Blacksand Beaches, Lava Tubes & Volcanoes

★ 5.0· 6h–7h
from $187Book →
Private Kealakekua Bay Captain Cook Snorkeling

Private Kealakekua Bay Captain Cook Snorkeling

★ 5.0· 3 hr 30 min
from $1541Book →
Hawaii Volcanoes National Park Adventure

Hawaii Volcanoes National Park Adventure

★ 5.0· 4 hours
from $140Book →
Big Island: Hawaii Volcanoes, Waterfalls and Hilo Adventure

Big Island: Hawaii Volcanoes, Waterfalls and Hilo Adventure

★ 5.0· 6h–7h
from $187Book →
Private Charter: Customizable Big Island Boat Adventure

Private Charter: Customizable Big Island Boat Adventure

★ 5.0· 4 hours
from $1882Book →

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Top Boat & Sailing Tours on Hawaiʻi Island

Hilo Shore Excursion: Volcanoes, Waterfalls & BeachesHawaiʻi IslandFree cancellation

Hilo Shore Excursion: Volcanoes, Waterfalls & Beaches

Join Hawaii Island Insider Tours for an unforgettable day exploring East Hawaiʻi. Visit Hawaiʻi Volcanoes National Park, home to Kīlauea, and discover volcanic landscapes, steaming vents, crater viewpoints, and native rainforest. Walk through Nāhuku Lava Tube and learn how volcanoes shape the island. Experience Rainbow Falls and ʻAkaka Falls, stop at Big Island Candies, and enjoy Hilo’s scenic coastline, with a visit to Carlsmith Beach Park when time allows. Travel comfortably in our modern Ford Transit with a knowledgeable, fun guide. Our small groups make the experience personal, with time to explore, take photos, and enjoy the scenery. We are fully licensed and insured. Pickup is at Hilo Cruise Port, Bay #5, and we adjust the itinerary around your ship’s schedule to return you before departure. Admission toʻAkaka Falls and Rainbow falls is not included. pay at sites with CC or app super easy no cash. Stops may vary based on weather, park access, and your ship’s schedule.

5.0(7)6h–7h
From $179.99Book Now
Kona - 6 Hour Private Fishing Charter Kona, HawaiiHawaiʻi IslandFree cancellation

Kona - 6 Hour Private Fishing Charter Kona, Hawaii

We offer anglers and families to enjoy every aspect of being on the ocean. In the winter months we quite often see Humpback whales and can stop to view them.

5.0(12)6 hours
From $1095Book Now
Sunset Cruise & Manta Night Snorkeling CharterHawaiʻi IslandFree cancellation

Sunset Cruise & Manta Night Snorkeling Charter

You enjoy sunset cruising, and then, You enjoy the world famous Manta ray night snorkeling by private charter on our comfortable Luxury boat. It will be a wonderful and unforgettable experience of your life!

5.0(16)3 hours
From $990Book Now
Hilo-6 Hour Private Tour-Volcanoes NP, Rainbow Falls and more.Hawaiʻi IslandFree cancellation

Hilo-6 Hour Private Tour-Volcanoes NP, Rainbow Falls and more.

Customizable private small group tour that includes Hawaii Volcanoes National Park. This tour of the southern end of the Big Island of Hawaii allows you to visit some of the most breathtaking locations the state has to offer, while allowing the clients to customize their tour day. You and up to 7 of your guests will enjoy a beautiful private drive in our custom tour van for one price. Hawaii Volcanoes National Park is the highlight of this tour, where you'll enjoy views of the Halema'uma'u Crater, Steam Vents, Lava Tube and much more. The bright orange glow of the lava isn't always visible, but when it is we'll do our best to get you in to see it. Other potential stops for this tour are, Rainbow Falls, Punalu'u (Black Sand) Beach, Mac Nut Farm, Big Island Candies, Liliuokalani Gardens, zoo and more. Do you have someplace specific in mind, just let us know and we'll do our best to fit it in.

5.0(13)6 hours
From $1399Book Now
4-Hour Kona Private CharterHawaiʻi IslandFree cancellation

4-Hour Kona Private Charter

Perfect for all size of couples, families or extended families. Experience Kealakekua Bay, the best place to snorkel on the Big Island or find a totally new and secluded snorkel area. Choose whether you'd like to focus more heavily on world-class snorkeling, wildlife searching, or private spots. After snorkeling, your captain has lunch and beverages for you. Hear all about the history of the area, the Captain Cook story. On the return trip, we hug the rugged coastline, and explore places Zodiacs with shallow drafts can get into! We show you natural blowholes, exposed lava tubes, and sea caves!

5.0(12)4 hours
From $1623.15Book Now
3-Hour Luxury Private Custom CharterHawaiʻi IslandFree cancellation

3-Hour Luxury Private Custom Charter

There's no better way to see Hawaii than from the ocean. Breathless views of the island and it's terrain. But the beauty of Hawaii is what lies beneath the ocean surface.

5.0(10)3 hours
From $1950Book Now
Custom Volcanoes National Park Tour with extra stopsHawaiʻi IslandFree cancellation

Custom Volcanoes National Park Tour with extra stops

This custom private tour for up to 11 people starts at the Hilo Port or any Hilo hotel. You will see the Best of the Volcanoes National Park, and whatever else will fit in the 7.5 hours of time! For other optional stops, see below. Most people want to see more of the National Park. With Private Tours, you can spend more time seeing what you want. If there are things you want to see, don't hesitate to get in touch with us. We are happy to modify tours based on your needs. Optional Stops/Sights and frequently requested are listed below. We can usually fit 1 to 2 of the Optional stops, depending on time: * See more of the National Park (#1 choice) * Volcano Winery or BI Candies * Punalu'u Black Sand Beach or one in Hilo * Rainbow Falls This is a 7-7.5-hour tour, we guarantee to get you back on the Ship on time. We must follow Hawaii State law, children under 8 must be in a proper seat. We can provide seats for 5-years-old and over upon request 24 hours in advance.

5.0(8)7 hours
From $2295Book Now
Big Island: 4-Hour Private Charter Adventures in Kona CoastHawaiʻi Island

Big Island: 4-Hour Private Charter Adventures in Kona Coast

The Kona coastline is an aquatic playground that's filled with possibility, whether it's snorkeling with manta rays, searching for dolphins, or watching whales in winter. For an exclusive, comfortable, and private way to explore the Kona coast, Our catamaran-style boat is perfect for small group excursions—since the itinerary and activities are completely catered to only you and your group. Along with a professional, knowledgeable captain who can recommend fun-filled activities, experience a private charter in Kona that you and a group of up to 26 people are sure to never forget.

5.0(8)4 hours
From $1500Book Now
Kona - 8 Hour Private Fishing Charter in Kailua-Kona, HawaiiHawaiʻi IslandFree cancellation

Kona - 8 Hour Private Fishing Charter in Kailua-Kona, Hawaii

If there is anything you would specifically like us to accommodate, please let us know in advance and we will do everything possible to meet your requests. We will explain how everything works, and allow you to be as involved in the process as you like. Our team wants you to have the experience of holding the tackle and fishing along with the great views that come from fishing the deep blue waters of Kailua-Kona. We will consult with EVERY charter prior to departure to determine what each guests goals are.

5.0(7)8 hours
From $1295Book Now
Kealakekua Bay Morning Snorkel to Captain Cook MonumentHawaiʻi IslandFree cancellation

Kealakekua Bay Morning Snorkel to Captain Cook Monument

If you are new to or have never snorkeled before, this is the ideal choice! Particularly good for families with younger children or swimmers who aren’t certain if they are “sea worthy” enough for one of our longer trips. This trip is much slower-paced and affords guests time to become more familiar and comfortable with the exciting and beautiful sport of snorkeling. Our crew will be happy to help you adjust your mask, fins and snorkel and help you become comfortable viewing the tropical fish while using a flotation assistance device we call a “noodle”. You'll even watch for dolphins and whales along the way!

5.0(6)3 hr 30 min
From $99Book Now
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