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Island of HawaiiSailing trips & boat tours

Our most recommended Island of Hawaii Sailing trips & boat tours

Kailua: Nighttime Manta Ray Cruise with Snorkeling Option

1. Kailua: Nighttime Manta Ray Cruise with Snorkeling Option

Snorkeling with manta rays is a must-do while in Hawaii! Enjoy this amazing opportunity to see manta rays up close. Feed and interact with other ocean creatures on this cruise trip. After a safety briefing, gear up with the snorkeling equipment and wet suits provided. Relax and enjoy the cruise with drinks and snacks on board. Bring your underwater camera for photos and capture memories that will last a lifetime.

Hilo/Waikoloa: Mauna Kea Summit Sunset and Stargazing Tour

2. Hilo/Waikoloa: Mauna Kea Summit Sunset and Stargazing Tour

Get your photos taken by the stars during this sunset and stargazing adventure on the summit of Mauna Kea. Learn about the area from your guide as you sip on hot chocolate and eat snacks. Choose from pickup and drop-off options at several locations.  Delight in the awe-inspiring sunset at the top of Mauna Kea, the highest point in the Pacific. Get cozy with a parka, gloves, and hot drink as you learn historic accounts of Hawaii, the Big Island, from your guide. Stand amidst the world’s largest collection of research telescopes and see two of the eight telescopes which took the first photo of a black hole. Enjoy your very own private star show with a Celestron telescope. Capture your experience forever with photos taken by your guide on a DSLR camera. Get emailed these photos after your experience. After your unforgettable evening with the stars, depart back to your pickup location for drop-off.

Kailua-Kona: Voyagers of the Pacific Luau with Buffet Dinner

3. Kailua-Kona: Voyagers of the Pacific Luau with Buffet Dinner

Visit the Royal Kona Resort to experience an interactive luau show celebrating the rich cultural history of Hawaii with seating on the glimmering shores of Kailua Bay. Feast on a delicious all-you-can-eat buffet with traditional Hawaiian dishes made with local ingredients. Savor authentic island entrees such as teriyaki beef and freshly-caught fish. Be treated to Big Island flavors with sides like, coconut rolls, sweet potato-macaroni salad, and Waipio Valley Poi. Enjoy stir fry vegetables, kalua-style pork and cabbage. Finish off your culinary experiences with tasty favorites like Hawaiian haupia pudding and coconut cake. Sip Mai Tais, wine, beer, and soft drinks as you embrace the local culture and radiant sunset. Then, as drumbeats build, the sensational Voyagers of the Pacific Luau show unfolds on stage. Be captivated by a dramatic show inspired by Polynesian stories told through live music, song, and dance, culminating in the exciting Samoan fire knife dance finale.

Hilo: Hawaii Volcanoes National Park and Waterfalls Flight

4. Hilo: Hawaii Volcanoes National Park and Waterfalls Flight

Take a helicopter ride over ever-changing scenery at Volcano National Park with this tour from Hilo. Journey over black sand beaches where lava once flowed into the sea. Take off from Hilo and fly directly to Volcano National Park. See the caldera of the Kilauea volcano. Admire the Pu'uo'o' volcanic cone. Snap pictures of the massive volcanos Mauna Kea and Mauna Loa. Discover new lava fields that are forming and go over old lava fields. View how waterfalls create a deep blue pools amid jungle greenery.

Big Island: Night Swim with Manta Ray with Hot Chocolate

5. Big Island: Night Swim with Manta Ray with Hot Chocolate

Experience a nighttime snorkeling expedition on a cruise from Big Island. Get up close and personal with stunning manta rays as they gracefully soar through the water. Your underwater adventure will take place in clear warm waters near protected reefs abundant with marine life. After the sun sets, head off into the nighttime waters to see a fascinating "manta ray ballet" along the Kona coast near the mouth of Keauhou Bay. This point of departure is one of the island’s most successful and consistent manta ray viewing locations. Your snorkeling guide will outfit you with all the necessary gear needed to embark on your experience including snorkel gear, wetsuits, and flotation devices. After a quick safety briefing, plunge into the dark waters and be captivated by these graceful creatures as they feast on plankton. Grip onto the flotation swim ring with high-illumination blue water lights that attract the plankton on which the mantas feed. Soon afterward, rays will glide through the water almost at arm's length opening their enormous mouths to feast. After your remarkable underwater adventure, return to your boat and warm up with a nighttime snack of hot chocolate and cookies

Big Island: Volcanoes, Waterfalls, & Coffee Farm Day-Trip

6. Big Island: Volcanoes, Waterfalls, & Coffee Farm Day-Trip

The morning is filled with guided visits to some of the most majestic waterfalls on the Big Island. The views stop you in your tracks at the Waipio Valley lookout, where a dramatic backdrop of lush cliffs drops into the sparkling blue ocean. Continue riding along the Hamakua coast as more postcard-worthy views pass by your window before visiting Akaka Falls and the famous Rainbow Falls. Take a short walk through the rainforest for an up-close view and plenty of photo opportunities. In the afternoon, explore the wonders of Hawaii Volcanoes National Park, including steam vents, the Halema’uma’u, and Kilauea Iki crater lookouts, and take a short hike along the crater rim trail.  From here, relax and take it all in at Punalu’u Beach, a great place to spot marine life from the black-sand shore. On the leisurely drive back around sunset, you’ll see views of South Point, the southernmost point of the United States, and Kealakekua Bay.  Finally, enjoy a visit to Kona Coffee Farm. Stroll through the orchards with your guide and learn about the harvesting and milling process while sampling a warm cup of Kona-grown coffee.

Kailua-Kona: Whale Watching Cruise

7. Kailua-Kona: Whale Watching Cruise

Hawaii is the only state in the United States where humpback whales mate, calve and nurse their young. Humpbacks may find Hawaii suitable because of the warm waters, the underwater visibility, the variety of ocean depths and the lack of natural predators. Mothers can be seen breaching alongside their calves and males can be seen competing with one another for females in fierce head-to-head battles. Join a 2.5-hour cruise as you follow these magnificent sea creatures and listen to their singing using the underwater hydrophones. Snacks and beverages will be available during your cruise providing a unique and memorable experience for the whole family.

From Kona: Big Island Underwater Submarine Adventure

8. From Kona: Big Island Underwater Submarine Adventure

Take the ride of a lifetime beneath the waves in this adventure aboard a comfortable submarine. Explore a 25-acre magical world of marine life and colorful coral reefs. Get up close and personal with some of Hawaii's most exotic inhabitants. Descend more than 100 feet and see the sights from a fish-eye view. Board the famous submarine via a special ladder and get ready for a journey to the center of Hawaiian sea life. Marvel at the flora and fauna in their natural habitat. Enjoy free public parking in downtown Kona or at King Kamehameha's Kona Beach Hotel for a discounted rate for 4 hours. The excursion is approximately 1 hour and 30 minutes, weather permitting. Actual underwater time is 45 minutes.

Big Island: Captain Cook Sightseeing & Snorkel Expedition

9. Big Island: Captain Cook Sightseeing & Snorkel Expedition

Discover the natural beauty and history of Kealakekua Bay on this eco-friendly snorkeling adventure. This stunning 315-acre marine sanctuary boasts protected waters, making it the best place in Hawaii for snorkelers of all levels of experience. Jump in the turquoise waters and marvel at the tropical fish, colorful coral, and marine life. Keep your eyes peeled—you might even catch a glimpse of playful Hawaiian spinner dolphins. After a full hour of snorkeling, let your friendly captain and crew transport you and your small group to the historic Captain Cook's Monument. Hear about the dramatic history of this location as you gaze toward the cove where the white stone monument stands.  On your way back, enjoy snacks and beverages while you ride up the coast learning about local legends and history.   Maneuver into the sea caves at the base of Hualalai, hugging the coast and detailing the culturally significant and geologically fascinating features along the way. Watch for dolphins, whales, sea turtles, and even herds of thousands of goats. Afterwards, you’ll head back to the dock, having seen some of the most stunning natural beauty that Hawaii has to offer.

Kahului: Self-Driving Audio Tour of Road to Hana

10. Kahului: Self-Driving Audio Tour of Road to Hana

Start by downloading the Action Tour Guide app, which will function as your personal tour guide, audio tour, and map. Purchase one tour per car, not per person. Everyone listens together! Note: This 65+ mile-long tour covers the essentials of Maui Road to Hana in 2-3 hours. Once downloaded, your tour begins in either Kahului or Hana. From Kahului, you’ll head through the bohemian town of Pa’ia and learn about the beginnings of the Hawaiian people. Your first beach, Ho’okipa, waits just ahead, a perfect destination for windsurfing. Then, spot Maui’s famously huge waves at Jaws Beach and hear about the history of Hawaiian surfing, before officially crossing the Zero Mile Marker and beginning the Road to Hana. Get a view of a roadside waterfall next, then cruise past a grove of Maui’s famous rainbow eucalyptus. Hike the short, lush Waikamoi Ridge Trail afterward, before stopping by the Garden of Eden Arboretum for more jungle scenery. Next, enjoy Maui’s famous coastline at Kaumahina State Park and snap some great photos from Nua'ailua Viewpoint. Continuing on, you’ll have the option to take a detour along Ke’anae Peninsula and learn the history of this picturesque place. Up next is the Wailua Valley Lookout, one of the best views on the whole island. Then there’s the sleepy village of Nahiku, once home to George Harrison! Learn about the long history of the Hana Highway as you make your way to the famous Nahiku Marketplace, where you’ll find all kinds of tropical goodies. After that, explore an ancient (and huge!) lava tube. Kahanu Garden is just beyond that, with over 400 acres of exotic flora. Then, stroll along a black sand beach at Waiʻānapanapa State Park, followed by dramatic red sand at Koki Beach. Next up is Hāmoa Beach, which has been kept in more or less its natural state by none other than Oprah! Then, finish your journey by hiking the famous and scenic Pīpīwai Trail. Finally, your tour will conclude at Kipahulu Visitor Center on the eastern shore of Maui. If you begin in Hana, you’ll see all the same spots traveling in the opposite direction.

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What people are saying about Island of Hawaii

Overall rating

4.6 / 5

based on 104 reviews

There were fifteen to twenty of us aboard the whale watching tour out of Kona. The captain and other deck hand were very good with those of us traveling. There was plenty of soda's/water and other snacks available for all of us to enjoy. We saw several whales and their young. It was very fun and we would highly recommend this tour. It lasted from about three to four hours in length and was very fun interacting with the others on the cruise.

We sent our four kids to experience this adventure. The oldest two are 20 and the youngest is 11. They had a blast. Had such a great experience. They saw a lot of Manta Ray. They documented it on a go pro. We were amazed at how amazing the footage was when they showed us. Very Impressed

This was a very safe activity. They take great pains to prepare you for the snorkel and to make sure everyone is safe. It’s s magical experience. Highly recommend.

This was a fantastic excursion! The boat is whistle clean and the crew are amazing hosts! Bonus slack line show was cool!

Simon and the crew are amazing!!! Great time and saw plenty of manta rays.