Food & Gourmet Tours

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Our most recommended Diamond Head, Hawaii Food & Gourmet Tours

Oahu: Waikiki Sunset Cocktail Cruise

1. Oahu: Waikiki Sunset Cocktail Cruise

What better way to take in Hawaii's legendary sunsets than from the deck of a catamaran, gently rocking in the waves of the Pacific? Treat yourself to an evening on the Honi Olani, our 53- by 30-foot sailing catamaran, and enjoy delicious "pupus", appetizers such as avocado poke, pipikaula (Hawaiian beef) and Maui Onion salad, penne pasta, tortilla chips with pineapple salsa, crudités platter (assorted vegetables), and taro rolls with lilikoi butter. Also enjoy a cheese, grape and cracker plate, a selection of white wines and two free bar drink tickets per adult as you take in the breathtaking landscape of the Hawaiian coast. Sailing south toward Diamond Head, you may even be so lucky as to glimpse the green flash as the sun slips below the horizon. Enjoy this peaceful evening with the ocean breeze in your hair for an authentic Waikiki experience.

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Oahu: Waikiki Sunset Cruise with Live DJ + 21 y/o

2. Oahu: Waikiki Sunset Cruise with Live DJ + 21 y/o

Board a modern boat at the Kewalo Basin Boat Harbor to begin your journey into the sunset. After a safety briefing and a group toast, you can explore the boat's two decks, wraparound seating, and Titanic-style front bow. Alcoholic drinks are available to purchase onboard and IDs will be checked prior to boarding. Take in the beauty of the iconic Diamond Head State Monument at the golden hour. Watch surfers glide along coastal waves and keep your eyes peeled for sightings of sea turtles, dolphins, and humpback whales. After the sun dips below the horizon, the boat lights up in a vibrant purple hue with twinkling lights overhead. A live DJ will entertain you with contemporary beats over the surround-sound speakers as you dance to the onboard light show. The unique Honolulu skyline will glitter for you in the warm twilight breeze. Finally, head back to the harbor where you will do one last group cheers with your new ohana.

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Oahu: Diamond Head Crater and North Shore Experience

3. Oahu: Diamond Head Crater and North Shore Experience

Start your morning by hiking up Diamond Head Crater. Reach the lookout point and enjoy beautiful views of Waikiki and Honolulu. Stop at Halona Blowhole on the east side of Oahu to begin your sightseeing adventure. Head around the east side and make your way through to the north shore of Oahu. Visit the Tropical Farms Macadamia Nuts and have the chance to sample a variety of locally grown macadamia nuts. Experience The Kahuku Sugar Mill which contains many fantastic food trucks. Have the chance to purchase the popular and tasty garlic shrimp plates. Spend some time on the North shore and stop at Haleiwa Town for some shave ice at Matsumoto's or snap some great pictures at Haleiwa Ali'i Beach Park. Finally, visit the Dole Plantation and check out their vibrant pineapple garden. Try some of the plantation's famous Dole Whip, and have the opportunity to buy some souvenirs.

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Honolulu: Oahu Sights and Bites Island Tour

4. Honolulu: Oahu Sights and Bites Island Tour

Discover the delicious cuisine and natural beauty of Oahu on a guided tour from Honolulu. Soak up the views and experience local flavors on a foodie sightseeing tour. Start your tour with pickup at selected hotels. Enjoy a scenic drive to the Diamond Head Lookout. Admire panoramic views and taste a local favorite Poi donut from Kamehameha Bakery. Continue along the coast to the famous Halona Point blowhole, and keep an eye out for humpback whales and green sea turtles. Visit the famous Halona Point blowhole, and keep an eye out for humpback whales and green sea turtles. Drive into the Koolau Mountains and take in breathtaking views from the Pali Lookout, the site of a fierce battle in 1795. Head to the Tropical Macadamia Nut Farm, to sample coffee, chocolate, and macadamia nuts. Stop for lunch (cash only, lunch not included in tour cost) at the Shrimp Truck and Kahuku Fruit stand. Head to Haleiwa town, where you can go shopping, and try delicious ice cream and other bites. End your tour with a taste of Dole Whip, a dairy-free pineapple dessert, at the Dole Pineapple Plantation.

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Oahu: 10-Hour Sunrise & Scenic View Points Photo Tour

5. Oahu: 10-Hour Sunrise & Scenic View Points Photo Tour

Photograph the dramatic landscapes of Oahu on an amazing full-day tour that starts with a beautiful sunrise on the Windward coast. Visit some of the island's scenic lookout points, and capture majestic mountains, sandbars, country fruit stands and giant banyan trees on your camera. Much of the focus will be on the weather and lighting of each day to make sure you get the best photos possible. Travel all the way up the Windward coast to the North Shore where, depending on the time of year, you'll witness the famous Banzai Pipeline and daredevil surfers who test the power of the waves.  Alternatively, go in search of honu, the green sea turtle native to Hawaii, and marvel as they pose for photographs whilst they bask in the sun on the white sand beaches.

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Oahu: Exclusive Private Romantic Flight

6. Oahu: Exclusive Private Romantic Flight

Your private helicopter ride begins over the island’s South Shore for a chance to see the familiar Waikiki skyline and Diamond Head from a bird’s eye view.  Continue on to Hanauma Bay’s beautiful, sheltered waters, and the nearby cliffs and volcanic outcroppings. Rounding Makapu’u Point, follow the Windward Coast and its long stretches of white sand beaches and turquoise waters, leading to the three sharp peaks of Mt. Olomana, characteristic of its English translation, “divided hill.”  Halfway through the flight, you’ll descend gracefully into a stunning valley on the Windward Coast. Your 15-minute stay inside this private and lush oasis includes Wailua chocolates, a champagne toast, leis — all the making of lifelong memories, far away from the crowds at tourist attractions. Gaze across the verdant field, surrounded on all sides by misty mountains, rising towards the blue sky.  Hopping back into the helicopter, explore the forests and emerald cliffs of the awe-inspiring Ka’a’awa Valley, flying in close for a view of Oahu’s highest waterfall, Sacred Falls. The tour ends with a flyover of the Dole Pineapple Plantation and low-altitude views of Pearl Harbor and the USS Arizona Memorial. Propose in-flight or at the Ranch; your local partner will be sure to make it a total surprise so you get that “Yes!” you’re hoping for.

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Honolulu: Full-Day Guided Hawaiian Food and Photo Tour

7. Honolulu: Full-Day Guided Hawaiian Food and Photo Tour

Experience the flavors of Hawaii on this full-day guided food tour. Stop for incredible photos along the way while sampling authentic Hawaiian cuisine. Start your adventure in the morning and head to the coffee shop for a local dish called the musubi. Continue to the Diamond Head Lookout and enjoy the spectacular panoramic views of the ocean. From here, head to Leonard's Bakery and try the famous Portuguese malasada. Next, visit the Halona Blowhole and Makapu'u Lookout to capture the most amazing photos of Hawaii. Now it's time for the famous plate lunch. Try it with shrimp or steak or a combination of both and see why it's one of the most popular meals on the island. Then, treat yourself to a trip to the chocolate factory in Kailua. Learn about Hawaii's history of chocolate and the movement to make it a sustainable industry. Next, enjoy a scenic drive to the Ko'olau mountains, and stop at a popular poke shop. Get a sample plate of poke to try the different flavors of this local dish. If you're not interested, don't worry, your tour guide will eat it for you. After, head to a local family spot for a large selection of traditional Hawaiian dishes to sample. Here, enjoy the diverse flavors of Hawaiian food. Finish your tour at one of the most popular shave ice places near Waikiki. Pick up one of these famous treats before being dropped off at the departure point.

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Other Sightseeing Options in Diamond Head, Hawaii

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What people are saying about Diamond Head, Hawaii

Hiking Diamond Head before sunrise was one of the most unique adventures we experienced in Hawaii. This tour was the highlight of our vacation. Jonah was the best guide: personable, accommodating, patient, and knowledgeable. Starting our day early with the hike up to Diamond head gave us a sense of accomplishment and allowed us to connect to nature first thing in morning before driving around North Shore. Unlike any other tour! Highly recommend very memorable experience!

This was an amazing last day in Oahu. Our travel guide was so great with information of the area and showing us different things we wouldn’t have known about if it wasn’t for him. He was so great and we will definitely be recommending this tour to our friends!!

Considering the weather rain, rain and more rain we had a wonderful day touring the island. Uncle D made it all good, his knowledge about the island and all of the history kept everyone engaged.

very nice, enjoyable experience. you will have to take your shoes off but besides that, there's 2 free alcohol beverages, a meal in a 2 go box and the staff is very very friendly.

Great crew and the boat was very well maintained. Even without a sunset because of the weather it was a fun trip.