Kailua-Kona
Sailing Trips & Tours

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Our most recommended Kailua-Kona Sailing Trips & Tours

  • Big Island, Hawaii: Night Manta Ray Snorkel Experience

    1. Big Island, Hawaii: Night Manta Ray Snorkel Experience

    Snorkeling with manta rays is a must do while in Hawaii! Enjoy this amazing opportunity to see manta rays up close feeding and interacting with other ocean creatures. Relax and enjoy the experience with wet suits, snorkel gear, drinks, and snacks provided. Bring your underwater camera for photos and memories that will last a lifetime.

    This was the highlight of my vacation. I highly recommend it for anyone who wants an amazing experience and make a lifetime memory.

  • Big Island: Captain Cook Historical Dinner Cruise

    2. Big Island: Captain Cook Historical Dinner Cruise

    Step aboard and step back in time… Join for an enchanting Hawaiian history lesson from the experts on Kona’s one and only Historical Sunset Dinner Cruise. This three-hour family adventure departing from the Kailua Pier is narrated by a local historian tour guide, who will reveal secrets, tell stories and share legends related to the numerous landmarks along the 12 miles of magnificent Kona coastline. Unwind to Captain Cook’s Monument at Historical Kealakekua Bay (only accessible by boat or hiking) with a complimentary cocktail from a fully stocked, premium bar.

    Begin your delicious dinner starting with a Mauna Loa Big Island Macadamia Nuts (Vegan/GF) appetizer. Enjoy a salad starter of Kealaola Farm mixed salad greens, Waimea grape tomatoes, Japanese cucumber, and red onion (Vegan/GF), served with a papaya seed vinaigrette dressing (Vegan/GF). Choose your main co...

    What an amazing experience it is definitely worth the money to come on this dinner cruise

  • Big Island: Eco-Friendly Snorkel & Dolphin Watching Tour

    3. Big Island: Eco-Friendly Snorkel & Dolphin Watching Tour

    You will need to arrive at 7:30 AM for your 8 AM departure and cruise through protected marine sanctuaries. Cruise ten miles down the Kona Coast to the snorkel destination, a protected marine sanctuary. Relax, you will have over two hours of water time to enjoy the marine life, underwater topography, and coral reef. Cruise in comfort! The boat’s main lower deck features a large shaded cabin with cushioned seating, tables, a premium bar, three restrooms, and freshwater showers. You won’t go hungry. Enjoy a light breakfast of tropical fruits, assorted pastries, bagels, juices, teas, and Kona coffee. While you're taking in the fun, the crew prepares lunch. After snorkeling, belly up to a full-service premium cash bar, featuring a large selection of liquors, mixes, and local brews. This boat hosts one of the only blenders on the Kona Coast. Your mask, fins, snorkel, and prescription masks ...

    My husband and I enjoyed this cruise very much. The boat wasn’t overly crowded with patrons. The crew was very capable and very attentive to the needs of the patrons. Both the breakfast and the lunch were good. Nonalcoholic and alcoholic beverages were plentiful. The crew provided excellent assistance to all to ensure the snorkeling and other water activities were conducted safely, We are planning to go to the dinner cruise provided by the Body Glove cruise company this week.

  • Hawaii: Afternoon Snorkeling Sail to Captain Cook's Monument

    4. Hawaii: Afternoon Snorkeling Sail to Captain Cook's Monument

    Set sail along the beautiful Kona coast on a 3-hour snorkeling trip. At historic Kealakekua Bay, you’ll see the Captain Cook Monument. Snorkel in pristine waters along the reef in the marine sanctuary. With your marine camera, take photos of the colorful fish, pods of spinner dolphins, and the landscaped ledges of ancient lava flows. Enjoy site briefings and snorkeling tips from the crew members. Life jackets, floatation noodles, viewfinder boards, masks, fins, and snorkels are all provided. The crew will help you enter and exit the water if needed and will provide fish identification cards. They will even take you on a guided snorkeling tour.

    First time visiting Hawaii and I’m glad we booked this tour. My family and I had so much fun, it was such an amazing experience, and we enjoyed it so much that we booked for a second time. We are looking forward to snorkeling again before leaving Kona☹️ . Tour crew /instructors were friendly and attentive. FYI: please be nice and tip the crew members

  • Big Island: Eco-Friendly Twilight Manta Ray Adventure

    5. Big Island: Eco-Friendly Twilight Manta Ray Adventure

    Experience an exciting 75-minute nighttime snorkeling expedition. 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-illum...

    Amazing tour. Saw many manta rays swimming below and up close. Tour guides were also amazing, informative and helpful. Need to be a good swimmer and comfortable with the water.

  • Big Island: South Kona Snorkeling and Coastline Exploration

    6. Big Island: South Kona Snorkeling and Coastline Exploration

    Prepare for a thrilling day exploring 3 unique snorkeling locations in South Kona with time to take a break from swimming for lunch with breathtaking views. Begin your snorkeling adventure by heading to the turquoise waters and vibrant reef of the 315-acre marine sanctuary of Kealakekua Bay, with your crew members highlighting interesting sights along the way. Once there, experience a vibrant reef filled with coral and schools of tropical fish. On occasion, even catch glimpses of spinner dolphins swimming nearby. After snorkeling, savor a gourmet deli lunch in the shade of the canopy with the monument to Captain Cook as a backdrop and the cliffs of the bay soaring above you. Next, jet off to a new location with visually spectacular snorkeling opportunities and cultural significance, Pu’uhonua O Honaunau, the “Place of Refuge.” Beautiful Honaunau Bay is fronted by large, smooth, and lava...

    We had SUCH a blast on this tour! The crew was laid back, yet very safety conscious. They went out of their way to help me get into the water slowly using the ladder, and we’re helpful at each stop. Both Dave and Zach were extremely knowledgeable about the sights and the various marine life we encountered. Snacks and lunch were fresh and delicious – such a treat! It was also great to be on a smaller boat where we could (literally) get to know everyone on board. Truly, this was a wonderful experience.

  • Honokohau: Kona Whale Watching Catamaran Cruise

    7. Honokohau: Kona Whale Watching Catamaran Cruise

    Take a trip to see humpback whales in the Pacific Ocean, with guaranteed sightings. Enjoy an up-close experience with these magnificent creatures. Head to Honokohau Harbor to board the 53-foot sailing catamaran and start your tour. Cruise along the Kona coastline as you admire the blue waters of the Pacific Ocean. Learn about the unique behavior of whales from your experienced captain and guides. Watch these gentle giants and they fluke, spy hop, and breach out of the water.

  • Honokohau: Kona Snorkel and Sail with Drinks and Snacks

    8. Honokohau: Kona Snorkel and Sail with Drinks and Snacks

    Head to the meeting point and step aboard a stunning 53-foot catamaran. Be greeted by the friendly captain and crew, then set off along the scenic Kona coastline.  Soak up stunning views of the shore and the ocean, and look out for dolphins, green sea turtles, and seasonal whales (December to April). Enjoy a stop to cool off in the crystal clear water, and go snorkeling in search of colorful fish and fascinating coral reef. Back onboard, enjoy a refreshing alcoholic drink and some tasty snacks. 

    The trip was extremely nice. The Captain and her crew were very attentive and very patient with everyone. It unfortunately was very rough that day but my family and I enjoyed the experience!!

  • Kailua-Kona: Whale Watching Cruise

    9. 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.

    Saw 5-7 whales. Even got to see a calf and mother whales. They came SO close to the boat! We learned lots of great whale facts too. Highly recommend!

  • Big Island: Kohala Coast Wildlife Snorkel with Lunch

    10. Big Island: Kohala Coast Wildlife Snorkel with Lunch

    Relax with a trip on which you are guaranteed to see dolphins, turtles, or whales (when in-season December-April). If not, you can come back for free on same-value or lesser-value trips. Hop aboard this terrific snorkel power catamaran, with ample seating and shade. Enjoy the coastal sights and a refreshing swim and snorkel. In-water assistance from expert crew is included. A picnic lunch, soda, juice, and water will be served. Hawaii is known as one of the best places in the world to go whale watching, (when in-season December-April) as the humpback whales migrate from Alaska to the warm waters surrounding the Hawaiian Islands to give birth. Learn about the whales' unique behavior and why their long journey is so important as you watch them fluke, spy hop, spout, and breach out of the water. You should wear your swimsuit and bring a light jacket, sunscreen, towel, and camera.

    We had an amazing time !!!! The boat was very clean, the captain and his help were very friendly It feels like a private tour Lunch was great Snorkeling was stunning! We saw many dolphins they were Circling around the boat I would really recommend !!! Thank you

Other Sightseeing Options in Kailua-Kona

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What people are saying about Kailua-Kona

Overall rating

4.5 / 5

based on 94 reviews

We had SUCH a blast on this tour! The crew was laid back, yet very safety conscious. They went out of their way to help me get into the water slowly using the ladder, and we’re helpful at each stop. Both Dave and Zach were extremely knowledgeable about the sights and the various marine life we encountered. Snacks and lunch were fresh and delicious – such a treat! It was also great to be on a smaller boat where we could (literally) get to know everyone on board. Truly, this was a wonderful experience.

Jacob & Ula (I probably misspelled his name) were great ! They were very knowledgeable & shared cool facts with our group. Highly recommend this tour!

What a great excursion! All the crew were great. They made us laugh & very attentive. I learned a lot about the island. Thank you for a great trip!

This was the highlight of my vacation. I highly recommend it for anyone who wants an amazing experience and make a lifetime memory.

Fantastic excursion! Saw a lot of different species of fish. Jacob, Mike & Adam were phenomenal! Above & beyond. Highly recommend