Private Oahu Tour featuring Diamond Head Hike

New To The Site! Oahu, USA
Hanauma Bay
Hauula Beach
Leonard's Bakery
Waimae Valley
Waimea Falls
Waimae Valley
Waimae Valley

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8 hours (Approx.)
Hotel pickup offered
Mobile Ticket
Instant Confirmation

Overview

Experience Oahu with our 8-hour, fully customizable, private Circle Island Tour for up to 6 guests, with stops along the North Shore! Begin with stunning views at Diamond Head and Hanauma Bay, famous for their crystal-clear waters and vibrant coral reefs. Witness the dramatic Halona Blowhole and the crashing waves at Sandy Beach. Soak in the panoramic views at Makapu'u Lookout.

Opt for a stop at historic Haleiwa Town for shave ice and shopping, or visit the Dole Plantation. Travel along the scenic North Shore to Turtle Beach, home to seasonal basking sea turtles. Enjoy local flavors from food trucks offering huli huli chicken or traditional Hawaiian dishes.

Wind down the day along the windward coast, keeping an eye out for Hawaiian monk seals, before stopping at Kualoa Beach Park to marvel at Mokoli’i Island (aka Chinaman’s Hat) and the famous Jurassic Park backdrop. Finally, end your adventure with breathtaking views from Pali Lookout. Pricing includes up to 6 guests!

Description

Pass By: Waikiki, Honolulu, Hawaii

Our tour begins with a drive through the vibrant heart of Oahu—Waikiki. We’ll cruise along bustling Kalakaua Avenue, renowned for its high-end boutiques, local shops, and diverse dining options.

Next, we’ll pass through Kapiolani Park, home to the Honolulu Zoo and Waikiki Aquarium. Hear fascinating stories and history about Waikiki, including details about the Natatorium and famous statues.

Stop At: Diamond Head State Monument, 18th Ave., Waikiki, Honolulu, Hawaii 96815

Diamond Head Lookout offers panoramic views of Oahu's southeastern coastline.

Duration: 15 minutes

Pass By: Kahala, Kahala, Hawaii

Kahala, a prestigious neighborhood on the south shore of Oahu known for its luxury real estate and elegant homes.

Stop At: Hanauma Bay Nature Preserve, Honolulu, Hawaii 96825

(Park is closed Monday-Tuesday) Gaze upon the stunning crescent-shaped bay nestled within an ancient volcanic crater. With its crystal-clear waters teeming with colorful marine life, this scenic lookout offers a breathtaking view of one of Hawaii's most iconic natural wonders.

Duration: 15 minutes

Stop At: Halona Blowhole, Kalanianole Highway, Hawaii 96825

Halona Blowhole is a captivating natural wonder. Formed by ancient volcanic activity, it creates a mesmerizing spectacle as ocean waves rush into an underwater lava tube and erupt through a hole in the rocky coastline, sending water soaring into the air.

Duration: 15 minutes

Stop At: Sandy Beach Park, 8801 Kalanianaole Hwy, Hawaii 96825

Sandy Beach is famous for its powerful shore break, attracting bodyboarders. The presence of volcanic rocks adds to the coastline, shaped by the most recent 7000 year old volcanic activity.

Duration: 15 minutes

Stop At: Makapu'u Point, Kalaniana'ole Hwy, turnout above Makapu'u Beach, Hawaii 96795

Makapu'u Point offers a scenic overlook with panoramic views of the Pacific Ocean, nearby islets such as Manana Island aka Rabbit Island, and the rugged coastline. It's a popular spot for sightseeing, photography, and whale watching during the winter months when humpback whales migrate through the area.

Duration: 15 minutes

Pass By: Waimanalo Beach, 41 Kalanianaole Hwy, Waimanalo, Hawaii 96795

As you wind along Kalanianaole Highway, the majestic cliffs of the Koʻolau Mountains stand guard. Along the way, catch glimpses of local life.

Stop At: Dole Plantation, 64-1550 Kamehameha Hwy, Dole Plantation, Wahiawa, Hawaii 96786

(If you prefer exploring boutique shops, art galleries, and the famous Matsumoto Shave Ice, we'll stop at historic Haleiwa Town instead.)

The Dole Plantation is a popular tourist spot known for its pineapple history. You can explore pineapple gardens and enjoy pineapple-themed treats like Dole Whip.

Duration: 45 minutes

Pass By: Turtle Beach, Turtle Beach, Kahuku, HI 96731, USA

North Shore shoreline is famous for its seasonal summer visits from Hawaiian green sea turtles, or "honu," who come to bask on the warm sands.

Stop At: North Shore, Hawaii 96712

We’ll make a stop at Haleiwa Beach Park, where you can soak in the scenic surroundings with a picture-perfect backdrop of the Waianae Mountains and perhaps spot a Hawaiian green sea turtle basking on the shore. As we continue along Kamehameha Highway on the North Shore, you'll enjoy breathtaking coastal views and renowned beaches, offering glimpses of beautiful scenery and, if the season is right, some of the world's most spectacular surf action.

Duration: 15 minutes

Stop At: North Shore, Hawaii 96712

Experience the flavors of Hawaii's North Shore at the iconic food trucks! Nestled along the scenic coastline, these food trucks serve up tasty dishes like huli huli chicken, shrimp plates, and traditional Hawaiian cuisine. For a unique sit-down experience in a lush, jungle-like setting, consider dining at Waimea Valley, which our customizable tours can include as a stop. Waimea Valley offers a fantastic restaurant nestled within a lush botanical garden, creating a truly unique dining atmosphere.

Duration: 1 hour

Pass By: Hauula, Hauula, Hawaii

Hawaiian Monk Seal- As we drive along Oahu's breathtaking northeastern coast, we might have the chance to experience the rare and enchanting sight of a Hawaiian Monk Seal in its natural habitat.

Pass By: Oahu's Windward Coast, Hawaii

Enjoy the enchanting journey along the Laie and Hauula coastline, where rugged beauty meets coastal charm. As we traverse Kamehameha Highway, the scenery transforms into the picturesque coastline, revealing dramatic cliffs and breathtaking views of crystal-clear waters crashing against rocky shores. Keep a keen eye out for Hawaiian monk seal along the coastline. Take in iconic landmarks like the Laie Hawaii Temple, a spiritual beacon nestled amidst the natural splendor of the coast. Oahu's Windward Coast offers glimpses of local life amidst this scenic paradise.

Stop At: Mokoli’i Island, Hawaii 96744

Chinaman's Hat- Nestled along Oahu's stunning northeastern coastline, Kualoa Beach Park offers a mesmerizing backdrop of the majestic Koʻolau Mountains, famously featured in the movie Jurassic Park. Adding to the park's allure is the iconic silhouette of Chinaman's Hat (Mokoli'i Island) rising just offshore.

Duration: 15 minutes

Stop At: Nu’uanu Pali, Hawaii

The Pali Lookout offers breathtaking panoramic views of the northern Windward Coast of Oahu from above. This vantage point is historically significant as the site of the Battle of Nu'uanu, where King Kamehameha I secured his rule over Oahu in 1795. At the summit, you can experience strong trade winds and marvel at the stunning natural beauty while learning about the island's rich history.

Duration: 15 minutes

Stop At: Waimea Valley, 59-864 Kamehameha Hwy, Haleiwa, Hawaii 96712

(ALTERNATIVE STOP OPTION: Stopping at Waimea Valley can take between 1.5-3.0 hours and will require some adjustments to the standard itinerary. The $25 admission tickets into the valley are not included in the tour price. Admission tickets can be purchased at the gate.)
Nestled on Oahu’s North Shore, Waimea Valley is a sanctuary of natural beauty and rich cultural heritage. For over 700 years, this sacred land has been a vibrant center of Hawaiian history, teeming with ancient archaeological sites, lush botanical gardens, and an enchanting waterfall. Explore the paved trails, where each step uncovers the island's deep-rooted traditions. Swim under the majestic waterfall, surrounded by cliffs and vibrant flora, creating an unforgettable experience of tranquility and connection to nature. Waimea Valley isn’t just a visit; it’s a journey into the heart of Hawaii’s past and present. Join us and feel the mana of the aina. (Tour Guide's Recommendation and Favorite Spot on Oahu)

Duration: 1 minute

Stop At: Diamond Head State Monument, 18th Ave., Waikiki, Honolulu, Hawaii 96815

(ALTERNATIVE STOP OPTION: Hiking to the Diamond Head Crater Summit will require adjustments to the standard itinerary. The average time spent in the park is approximately 2 hours. Admission into the park requires reservations and admission fees. Contact your tour guide to discuss reservations, the best start times, and to make changes to the itinerary.)
Experience the breathtaking beauty of Oahu’s iconic Diamond Head Crater with a guided 2-hour hiking tour. This 760-foot tuff crater, known locally as Lēʻahi, offers a unique blend of natural beauty, historical significance, and panoramic views of Honolulu. Our knowledgeable guide will lead you on a journey, sharing fascinating insights into the geology, history, and culture of this beloved landmark. (Please wear walking shoes and bring a hat.)

Duration: 1 minute

Stop At: Manoa Falls, End of Manoa Road, Honolulu, Hawaii 96822

(ALTERNATIVE STOP OPTION: Stopping at Manoa Falls will require adjustments to the duration of the standard itinerary. The average time to drive to the trailhead and hike to the falls is approximately 2–2.5 hours. Commercial activity hikes at Manoa require a reservation. Please contact your tour guide so they can make the reservation. Available Monday–Friday only.)

Embark on a captivating journey through the lush rainforest of the Manoa Falls Trail. This 1.7-mile round-trip hike, with an 800 ft. elevation gain, takes you along a well-maintained graveled path, surrounded by towering bamboo, vibrant tropical plants, and the soothing sounds of nature. The trail culminates at the stunning 150-foot Manoa Falls, where you can marvel at the cascading waters and the serene beauty of the natural pool below.

(Please wear shoes that could potentially get muddy. Long sleeves and pants are recommended to protect against mosquitoes. Your guide will have bug repellent available.)

Duration: 1 minute

Stop At: Tantalus Lookout Puu Ualakaa State Park, Round Top Drive, Honolulu, Hawaii 96822

(ALTERNATIVE STOP OPTION: Stopping at Tantalus Lookout will require adjustments to the standard itinerary. Tantalus is not on the standard itinerary path, and the average additional time to drive to and enjoy the lookout is approximately 45 minutes.)
Perched high above Honolulu, Tantalus Lookout offers panoramic views of the Oahu's southern coastline. Embrace the beauty of Honolulu, Diamond Head, and the distant Pacific Ocean from the summit.

Duration: 1 minute

Stop At: Leonard's Bakery, 933 Kapahulu Ave, Honolulu, HI 96816, USA

(ALTERNATIVE STOP OPTION: Stopping at Leonard's Bakery will require an adjustment of approximately 30 minutes to the standard itinerary.)
Indulge in a sweet treat at Leonard's Bakery, a local gem known for its delicious malasadas. These Portuguese-style doughnuts, crisp on the outside and soft on the inside, come coated in sugar and filled with your choice of creamy custard, rich chocolate, or tropical guava. Leonard's Bakery has been serving up these irresistible delights since 1952, making it a must-visit stop for anyone looking to experience authentic Hawaiian flavors.

Duration: 1 minute

Stop At: Fresh Catch Kapahulu, 1113 Kapahulu Ave, Honolulu, HI 96816, USA

Hawaiian Poke Bowl-
(ALTERNATIVE FOOD OPTION)
(Alternative Food Options Available: other food options can be recommended)
This casual, laid-back eatery offers an authentic taste of Hawaii, featuring a variety of poke bowls, seafood dishes, and local specialties.

Duration: 1 minute

Stop At: Pier 11 Cruise Ship Terminal, 23 Aloha Tower Dr, Honolulu, HI 96813, USA

Convenient pick-up and drop-off at all Honolulu Cruise Ship Terminal piers.

Duration: 1 minute

Stop At: Pier 2 Cruise Terminal, 521 Ala Moana Blvd, Honolulu, HI 96813, USA

Convenient pick-up and drop-off at all Honolulu Cruise Ship Terminal piers.

Duration: 1 minute

Read full description

Schedule

  • Reservations are REQUIRED for all bookings
  • Book Your Package On-Line and Receive Your Confirmation
  • Departure point: Detailed check-in instructions - including the address and parking information if applicable - will be included in your final confirmation email.
  • Duration: 8 hours (Approx.)
  • Departure Time: 09:00 AM

What's Included

  • Photographer with Professional Camera (To help capture those special moments)
  • Child and booster seats are available upon request.
  • Comfortable Air-Conditioned Premium Chrysler Minivan
  • Gratuities
  • Admission Tickets for "ALTERNATIVE STOP OPTIONS"
  • Ko Olina Resorts Pick-Up (Aulani, Marriott's Beach Club, Four Season, Beach Villas)
  • For Ko Olina Resort Pick-up, type 433870P5 in Cool Hawaii 's search
  • Cost of Lunch
See 4 More

What To Bring

  • Confirmation Voucher (printed or mobile)
  • Any required or suggested items listed on your confirmation email.
  • A Smile!

Hotel Pickup

Hotel pick-up is offered for this tour. Note: if you are booking within 24 hours of the tour/activity departure time, we cannot guarantee hotel pick-up. Once your purchase is complete, we will send you complete contact information (phone number, email address, etc.) for our local operator to organize pick-up arrangements.

Additional Info

  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Specialized infant seats are available
  • Suitable for all physical fitness levels

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This activity requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Still have questions?

We’re here to help. Call Us, Text Us, or Live Chat to speak with a Destination Specialist
Product code: C-433870P4

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