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OahuSailing trips & boat tours

Our most recommended Oahu Sailing trips & boat tours

Oahu: Shark Cage Dive on the North Shore

1. Oahu: Shark Cage Dive on the North Shore

Swim with the sharks during this tour that offers you the unique adventure of a shark dive, while ensuring your safety at all times. Discover the wonders of the sea on the North Shore of Oahu, Hawaii alongside a certified guide. Bring your own masks and snorkels or use the ones provided on board. Your guide will give you a safety briefing at the start of the tour and will answer all your questions concerning this special adventure. See up to 200 feet (60 meters) in the crystal-clear, cobalt blue water. Depending on the season, you will encounter such magnificent animals as the Hawaiian Green Sea turtles, playful dolphins, and Humpback whales. Admire the sharks from the ship's deck, or experience the rush of entering the shark cage which allows you to be only inches away from sharks that can grow up to 15 feet (5 meters) in length. Capture pictures with your underwater camera of their grace and majesty in the water. Have 20 minutes to marvel at the sharks and cherish this unforgettable moment. Up to 8 people can be in the cage at the same time, so you can experience the sharks with someone you love.

Oahu: Afternoon Glass Bottom Boat Tour in Waikiki

2. Oahu: Afternoon Glass Bottom Boat Tour in Waikiki

If adventure is what you seek, join this daily boat tour. Enjoy the beauty of Hawaii’s South Shore as you head out from the slip in the Kewalo Basin Harbor and head toward Lē’ahi. Discover the underwater world while staying dry with the glass-bottom boat. Aboard the Haleiwa Queen, enjoy the clear view of the Pacific Ocean floor as you cruise over live tropical reefs and one of Hawaii’s shipwrecks. Keep an eye out for honu sea turtles, eels, reef sharks, dolphins, and schools of tropical fish, all from the deck of the vessel through the glass bottom boat viewports. Experience a unique perspective of Honolulu, above and below the surface.

Honolulu: Waikiki Turtle Snorkeling Tour & 30ft Jump

3. Honolulu: Waikiki Turtle Snorkeling Tour & 30ft Jump

Experience the natural beauty of Hawaii's marine life on this snorkeling tour. Swim alongside majestic sea turtles, enjoy light refreshments while you cruise, and see panoramic views of Hawaii's coastline. Board your cruise and get a safety briefing and orientation before heading out to the best snorkeling spots to find sea turtles. In addition to the turtles, see a variety of local marine life as well, including tropical fish and colorful coral. Back on board, you can enjoy light refreshments, including water, juice, and snacks, while taking in the stunning views of Hawaii's coastline. All levels of snorkelers, from beginners to experienced swimmers can enjoy this turtle tour. If you prefer to stay on the boat and enjoy the scenery, you can book a discounted observer ticket. Turtle snorkeling, that's not all! Our travel offers unique experiences that set us apart from others. Get ready to take your adventure to the next level as you dive into the ocean from a dedicated 30-foot high jump platform. Experience the exhilarating feeling of flying through the air like a bird and take snapshots that will give you unforgettable memories and true freedom for a lifetime. Admire the beauty of Hawaii's coastline and panoramic views of the Pacific Ocean from our spacious multi-level decks while relaxing on the water.

Oahu: Waikiki Glass Bottom Boat Sunset Cruise

4. Oahu: Waikiki Glass Bottom Boat Sunset Cruise

Experience the beauty of Oahu's south shore as you sail towards the volcanic tuff cone of Lēʻahi (Diamond Head) as the sun dips below the horizon on this tour from Honolulu. Hear about Waikīkī with fascinating commentary from the local crew. Climb aboard the spacious Haleiwa Queen, a 50-foot catamaran with 49 seats, an onboard restroom, and shaded deck for your comfort. Have the chance to bring your own food and drink to enjoy while you sail. Enjoy a comfortable ride as the crew shares their knowledge about Waikīkī, the thriving farm productions, and royalty that have frequented the area throughout history. Learn about its transition into an urban society. Leave with a newfound appreciation for the people and marine life of Hawaii, and then gaze in awe as the sun reflects off the city skyline, overlooked by the towering peak of Diamond Head, at magical sunset hour.

Oahu: Diamond Head Cruise with Drinks & Appetizers

5. Oahu: Diamond Head Cruise with Drinks & Appetizers

Discover the beauty of the Diamond Head volcanic cone from the water on this sailing catamaran cruise from Honolulu. Watch the sunset and delight your senses with delicious local food and the fresh ocean air as you sail on a 65-foot catamaran.  Board the Honu Lani and sail out into the water. Enjoy unlimited non-alcoholic drinks and 2 alcoholic drinks. Take in the breathtaking landscape of the Hawaiian coast as you cruise along the shores of Waikiki.  Admire views of the Diamond Head volcanic cone and savor a delicious bento-style dinner with chilled beverages. 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.

Oahu: Dolphin Swim and Snorkeling Trip

6. Oahu: Dolphin Swim and Snorkeling Trip

Explore the remote Wai‘anae coast of O‘ahu and experience an adventure of a lifetime. Step aboard the beautiful double-decker catamaran, the Eco, and perform a Hawaiian ‘Oli (chant) with the crew to permit safe passage on your journey. Start the adventure by looking for dolphins close to the majestic and mountainous coastline. Learn about the marine and local culture. You'll explore deeper chartered waters to drop in and swim with bottlenose and spotted dolphins. Voyage back inland and moor the boat in the absolutely stunning and pristine Makaha bay. Here, you'll participate in ocean activities such as the waterslide, rock climbing wall, floating mat, and paddle boards, put on some good local tunes, snorkel with turtles and exotic fish, and enjoy a delectable locally crafted lunch. Finish the tour by traveling back to the harbor with the chance to try out the optional photo packages of your adventure.

Oahu: Waikiki Beach Eco-Friendly Whale Watching Cruise

7. Oahu: Waikiki Beach Eco-Friendly Whale Watching Cruise

Enjoy a catamaran tour departing from Kewalo Basin Harbor and discover Humpback whales frolicking in their natural habitat on this cruise. Discover the Hawaiian Islands and enjoy snacks and drinks as you sail. Explore the shores of the main Hawaiian Islands, which are a favorite destination for humpback whales. See families of whales breach the water's surface, a spectacular sight to behold. As you ride along the waves, enjoy sodas, cookies, and chips as you watch for the whales. Enjoy the views from the double-deck power catamaran, a great vantage point for whale watching.

Oahu: Go City All-Inclusive Pass with 40+ Experiences

8. Oahu: Go City All-Inclusive Pass with 40+ Experiences

The Oahu All-Inclusive Pass gets you free admission to the island's top activities, attractions, and tours, offering the ultimate in convenience, savings, and flexibility. Choose between a 1- to 7-day pass at a low, pre-paid price and pay nothing at the gate. Save up to 50%* compared to full retail admission prices. The more you do, the more you save. When you buy a 3-, 4-, 5-, or 7-day pass, you’ll also receive free admission to one premium activity. Simply check your digital guide on the Go City app for any instructions, including how to make advanced reservations for selected activities, then show your pass on your mobile device (or in printed format) at each attraction for admission. Premium Activities (3+ day pass-holders can choose 1): • Moana Splash Luau • Makani Catamaran Sunset Sail with Drinks • Private Group Surf Lesson (for 2+) • Hidden Gems, Byodo-In Temple & Turtle spotting • North Shore Dole Pineapple Farm Tour • Sea Life Park: Dolphin Aloha + Hawaiian Reef Encounter + Admission Included activities, attractions, and tours with the Oahu All-Inclusive Pass (for all pass durations): Cultural and Historic Sights • Polynesian Cultural Center • Battleship Missouri Memorial • Pacific Fleet Submarine Museum • USS Arizona Memorial Narrated Tour • Pearl Harbor Aviation Museum • Bishop Museum • Iolani Palace • Honolulu Museum of Art • Queen Emma Summer Palace Tours and Cruises • Makani Catamaran Sail • Secret Island Beach Activities at Kualoa Ranch (choice of 1 Kualoa Ranch activity per day) • Ocean Voyage Adventure at Kualoa Ranch • Kualoa Ranch: Fruit & Farm Tour • Malama Experience at Kualoa Ranch • Pearl Harbor & Honolulu City tour • Guided Hike on the North Shore • North Shore Soap Factory Tour • Waikiki Cruise with Snorkeling (2-hours) Outdoors • Diamond Head Hike: Shuttle & Self-guided Hike • Rainforest, Waterfalls, and Movie Sites: Shuttle & Self-guided Hike • Makapuu Lighthouse & Halona Blowhole Tour • Waimea Valley • Wet 'n' Wild Hawaii including Da Flowrider • Sea Life Park Hawaii • 3-Hour Kayak or SUP Rental (choice of 1) • Waikiki: Sunset Beach Yoga • Full-day snorkel rental near Hanauma Bay • Shoreline Fishing Experience on the North Shore • Hawaiian Style Rentals: Bike Rentals or 3-Hour Moped Rental (choice of 1 rental per day) • Coconut Palm Basket Weaving on Sunset Beach • Hawaiian Lei Making on Sunset Beach • Waikiki Surfboard Rental • Workshop: Learn to Dance with Fire • Lyon Arboretum Please note attractions and tours are subject to change. Check your digital guide for an up-to-date attraction line-up including instructions before you go. *Savings based on sample itineraries on Go City website.

Oahu: Waikiki Fireworks Catamaran Cruise with Music

9. Oahu: Waikiki Fireworks Catamaran Cruise with Music

Experience Hilton's fireworks show onboard our boat. Cruise along the Waikiki coast in Honolulu with music. Bring your own food and beverages, alcohol is allowed we kindly ask for no glass bottles. Experience views of famous Diamond Head and enjoy the city lights of Waikiki at night. Keep an eye out for local sea life as the sky is lit up by Hilton Hawaiian Village Hotel’s exclusive fireworks show. Only once a week, Hilton Grand Vacation sets off a firework display right off their beachfront. There’s no better way to come see it than out on the water aboard the Island Princess Catamaran with a drink in your hand and an aloha spirit surrounding you.

West O'ahu: Swim with Dolphins Catamaran Cruise

10. West O'ahu: Swim with Dolphins Catamaran Cruise

Go on an exciting cruise on the lookout for dolphins. Board a double-hulled catamaran and enjoy a comfortable and stable ride as you enjoy the scenery and look for the sea creatures. Relax aboard the vessel and take in the breathtaking views of the ocean and the mountains. Luxuriate on the clear waters of West O’ahu, and look for the wild dolphins swimming gracefully in small or large groups Search also for Hawaiian green turtles, tropical island fish, and other rare wild sea creatures. During the winter months, you also might catch sight of the annual migration of humpback whales as they playfully swim the West O’ahu ocean waters. On your return journey, view the majestic cascading views of the Waianae Mountain range as you voyage back towards port.

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What people are saying about Oahu

Overall rating

4.5 / 5

based on 509 reviews

This experience was amazing and I highly recommend it! I’ve told all of my friends and family that this is a must do activity for any vacation to Oahu. Our crew Brandon and Ford were so kind, knowledgeable, helpful, and made the entire experience that much better. They had complimentary water, they took photos, answered questions, and we even got the chance to see a turtle and a mother and baby whale. The boat was clean, safe, and had cool music and lights! It was also my boyfriend’s birthday and the crew made sure to go out of their way to make his day, everyone was so friendly, they even played a birthday song for him. I’m so grateful I booked this sunset cruise and will definitely be back! Thank you Brandon and Ford!

My daughter and I had a great time snorkeling with sea turtles and looking for dolphins. We did see some whales. We will return another day to see about those dolphins. The crew was fantastic!! Fresh pineapple was a treat! This was probably our best memory from the trip. We highly recommend.

This was a trip my daughter choose. It was so awesome. We actually got to see a breaching whale. The captains of our boat were great and very personable. I would recommend this trip for sure.

Loved every minute of this experience! Nice small group, adequate time in water with sharks, super nice guides!

Wonderful experience Crew is very helpful and highly appreciated!!