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Diamond Head Lookout

Diamond Head Lookout: Our most recommended tours and activities

Waikiki Trolley Hop-on Hop-off 1, 4 or 7-Day All-Line Pass

1. Waikiki Trolley Hop-on Hop-off 1, 4 or 7-Day All-Line Pass

Find more in Hawaii than just the sights, and board the Waikiki Trolley and take in the soaring mountains that meet the sea to all the historic landmarks, including shopping and dining. Make the choice yours. Board the breathtaking Blue line, called the Coastline/Diamond Head Line. Find yourself at Diamond head, a natural landmark of Hawaii and explore through the Kalanianaole Highway. This place is famous for its rugged cliffs and dramatic ocean scapes. On the Red Line, learn of Hawaii's rich cultural past all the way to the modern present. Hawaii has its own story to tell for anyone interested in listening. Travel through the cultural and historical history, from the time of kings and queens through its importance in WWII and even the cultures that influence it to this day. If you're looking for some iconic shopping and dining, board the Pink Line and find the epicenter of the Pacific. Delight in Asian cuisine mingling with popular American comfort food, high-end fashion alongside popular streetwear that suits everyone's comfort and style. You can find all these throughout Waikiki, but your Hawaiian vacation isn’t complete without a visit to Ala Moana Center–Hawaii’s Center–where all things shopping and dining collide into a truly Hawaiian experience. So much so that Ala Moana isn’t just for visitors–it’s a popular shopping mall for locals as well.

Honolulu: Oahu Sights and Bites Island Tour

2. 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 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 an included lunch at the famous North Shore Shrimp Trucks! 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.

Oahu Circle Island Tour - Best Spots & Beaches

3. Oahu Circle Island Tour - Best Spots & Beaches

Enjoy a semi-private tour with a maximum of 5 guests in a mini-van, enjoy a funny and knowledgeable tour guide, learn about the Hawaiian history and stop at secret spots where none of the big tours can stop? This is the best tour on Oahu for you! This day trip around the beautiful island of Oahu is interesting, funny and will give you insights that you will not get anywhere else! You will see more than 30 hot spots on Oahu. The private tours are held in English or German. You will learn interesting facts about the history of Hawaii, the life on the islands and you hear facts no travel book has. Here are some of the famous tour stops and spots you will see: • Duke Kahanamoku Statue (drive-by) • World War I Memorial • Diamond Head Beach Lookout • Hanauma Bay (drive-by) • Whale watching at Makapu'u Lookout (during season) • Macadamia Nut Farm • Chinamans Hat (drive-by) • Shrimp Farm (drive-by) • North Shore Beaches • Haleiwa Town (drive-by) • Dole Plantation (drive-by)

Honolulu: Full-Day Guided Hawaiian Food and Photo Tour

4. 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.

From Waikiki: Circle Island Snorkeling Tour

5. From Waikiki: Circle Island Snorkeling Tour

Explore the natural beauty of Oahu as you visit unique spots on and off the beaten path with an expert guide. Discover the local culture and tick off the best highlights on the Island. Start at Diamond Head Beach Lookout where you'll enjoy panoramic views along Diamond Head Road and a stop at the Amelia Earhart Monument. Next, head to the Halona Blowhole for views of Oahu's East Coast and the locally beloved Sandy Beach. Then visit a macadamia nut farm and sample local coffee, chocolate and macadamia nuts. Stop at the Mokoli’i Viewpoint, where you can snap some photos of the famous off-shore cone-shaped island. Enjoy lunch at the famous North Shore Shrimp Trucks. Then head to the famous Sunset Beach, for a stroll along the white-sand beaches. You may even see some turtles! Take the chance to paddleboard, kayak, or snorkel in Haleiwa, with all necessary equipment included. Finally, before driving back to Waikiki, visit the Dole Pineapple Plantation, enjoy a sweet treat and pick up some souvenirs.

Oahu: Island Highlights Tour with Transfer and Food Sampling

6. Oahu: Island Highlights Tour with Transfer and Food Sampling

Explore the whole island of Oahu in one single trip on this guided journey. Enjoy the beautiful natural scenery and snap pictures of your favorite landmarks and sample locally grown foods. Visit the world-renowned Dole Plantation for the possibility to buy a refreshing pineapple treat. From Waikiki, travel along the east coast of Oahu, while making photo stops at Diamond Head Beach Park lookout and Blow Hole lookout. Sample Hawaiian coffee and various nuts at the Macadamia Nut Farm before continuing north. Drive through the North Shore, where the world's best surfers compete in the Vans Triple Crown of Surfing. See Waimea Bay, Sunset Beach, and Banzai Pipeline, then arrive at Haleiwa Town for some time to relax, shop or try some famous shaved ice. Ride back to Waikiki with a stop at Dole Plantation, where you can purchase a world-famous pineapple Dole Whip.

Honolulu: Private E-Bike Ride and Diamond Head Hike

7. Honolulu: Private E-Bike Ride and Diamond Head Hike

** Diamond Head now requires advance purchase of hiking tickets. Please check with us or the Diamond Head State Monument site for availability of tickets if booking this tour within 72 hours of your desired hiking day.** Experience Diamond Head and the surrounding areas on a guided e-bike ride and hike. This private tour is a great choice if you're looking for an active way to explore the beauty of Hawaii. Start your cycling adventure in Waikiki with a short introduction to riding the e-bike. Take a little bit of time to practice on the bike before setting out towards Diamond Head. Enjoy the ocean views as you ride along the beach and take a short break at Makalei Beach Park along the way. Continue your climb as you circle Diamond Head and ride through Kahala. Then, lock the bikes up at the trailhead and get ready to hike to the top of the Diamond Head crater. The hike usually takes about an hour and covers a total distance of around 1.5 miles. Once you've completed the hike, hop on your bike and head back to Waikiki. Choose to end your tour with a refreshing shaved ice at Waiola Shave Ice in Waikiki. This is completely optional and is not included in the cost of the tour.

Other Sightseeing Options in Diamond Head Lookout

Want to discover all there is to do in Diamond Head Lookout? Click here for a full list.

What people are saying about Diamond Head Lookout

Overall rating

4.6 / 5

based on 177 reviews

I highly recommend scheduling this tour toward the beginning of your vacation, if possible! Our guide, Sai, was knowledgeable and so kind. This tour gave us the opportunity to get out of the Waikiki area and discover a few new places to add to our itinerary. Because of this tour we changed our plans for a day, rented a car, and explored more around North Shore! The snacks, samples and lunch were delicious! Definitely try the fried banana at the fruit stand and the Dole whip at the Dole Plantation, even though those cost extra (they are so worth it ) I can't say enough about how awesome this tour was!

This was one of the best things on our trip. It's so much better than renting a car. Our drivers were great tour guides. This is something that you need to do at the start of your trip so you know where to go and what to do later in your vacation.

An activity to do absolutely! Fun driver and guide with a ton of interesting information regarding the island's culture and history. Strategic but Interesting Stops Phenomenal Donut Lunch and Breakfast!

Best deal next time I go to Hawaii I won’t rent a car you can do it all with the trolley My driver big Tony and humu where on point don’t now how they found the perfect worker for the job lots of knowledge

Great tour, tour guide Big Sexy was awesome and had some much information about the island