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Boat & Sailing Tours on Oʻahu

Browse top-rated boat & sailing tours experiences you can book on Oʻahu.

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Shark Cage Diving On Oahu, Hawaii

Shark Cage Diving On Oahu, Hawaii

We are the original and most established shark adventure tour in Hawaii.

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Turtle Canyon Snorkel

Turtle Canyon Snorkel

Turtle Canyon Snorkel - Leaving directly from the sandy shores of Waikiki Beach

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Aloha Sails Waikiki

Aloha Sails Waikiki

Sunset Swim & Sail, The Magical Hawaiian Golden Hour

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Top Boat & Sailing Tours on Oʻahu

Waikiki small group turtle snorkeling & sailingOʻahuFree cancellation

Waikiki small group turtle snorkeling & sailing

Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples or families who are up at the crack of dawn during their Hawaiian vacation due to time zone changes. As we start out our tour from Alawa’i boat harbor towards Diamond Head alongside of the Waikiki coast, it will be a short boat ride to reach the Turtle Canyon snorkeling site. This spot is known for the large numbers of sea turtles that float above the reef while the reef fish swim around them and clean their shells. When the turtles come up to breath, they can even be seen by our guests relaxing on the boat! After our snorkeling adventure we head towards Diamond head, these early morning hours are the best chance to see the Hawaiian spinner dolphins playing and swimming around the boat.

5.0(72)2 hours
From $99Book Now
Private Oahu Sunset Charter with Tasting and DrinksOʻahuFree cancellation

Private Oahu Sunset Charter with Tasting and Drinks

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people while enjoying the West Oahu Sunset on this 2.5-hour experience. There’s more than enough space to lounge and relax in this private intimate setting. Sip Prosecco and Brut from a bottomless bar as you take in the vast views of the island's coastline and horizons. Relax as the crew prepares a delicious captain's tasting menu to include spicy tuna tartare spoons, short rib steak, garlic seared yellowfin ahi, local herbed chicken, and more. Indulge at the moment as you watch the sun dip below the horizon.

5.0(54)2h–2h30m
From $1413.61Book Now
Private Snorkel Trip from Oahu on a YachtOʻahuFree cancellation

Private Snorkel Trip from Oahu on a Yacht

Get with Oahu's ultimate charter on a 46-foot world renown yacht in a private tour while enjoying the waters of West Oahu on this 3.5 hour experience. Aboard there’s more than enough space to lounge and relax in this intimate setting.  Sip on drinks from a bottomless bar as you take in the vast views of the island and our Hawaiian ocean, also you can satisfy your midday appetite with a fresh personal lunch prepared aboard.  Use provided professional snorkel equipment to get up close and personal to our many fish, mammals, and crustaceans during your guided snorkel.

5.0(26)3 hours
From $2041.88Book Now
Sunset sail Aboard Manakai CatamaranOʻahuFree cancellation

Sunset sail Aboard Manakai Catamaran

Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Woody Brown—a true piece of Hawaiian sailing history. With a smaller guest capacity and open-deck layout, it offers an intimate, laid-back vibe perfect for couples, families, and small groups. Sail along the Waikiki coast beneath our iconic rainbow sail—bold, colorful, and instantly recognizable. It's the perfect backdrop for stunning photos and unforgettable memories. Choose General Boarding (includes one complimentary drink) or upgrade to Mana Premium for early boarding and all-inclusive island-style cocktails. With a closer-to-the-water design, friendly local crew, and relaxed pace, this isn’t just a sunset cruise—it’s an authentic aloha experience. Feel the ocean breeze, soak in golden skies, and sail into the magic of Waikiki like a true islander.

5.0(19)1 hr 30 min
From $49.82Book Now
Private Turtle Canyon Snorkel and Cruise WaikikiOʻahuFree cancellation

Private Turtle Canyon Snorkel and Cruise Waikiki

Join us for an unforgettable private snorkel adventure! Escape the other crowded tour boats and enjoy the boat privately to yourselves! The boat will be reserved exclusively for your party only. The adventure is completely up to you! We can snorkel alongside Hawaiian green sea turtles at Turtle Canyon or snorkel at a private reef all to yourselves. The choice is yours! Our boat is equipped with Bluetooth speakers, your party can play whatever music they choose. The tour is BYOB but we will also have complimentary soft beverages on board for your group. This is a ~1 hour 40min private tour. Your party will be the only passengers onboard and will get to decide everything we do along the tour. Our brand new 2025 boat can accommodate parties of up to 30passengers onboard. Along the way keep your eyes out for Hawaiian Spinner Dolphins & whales during whale season.

5.0(21)1 hr 40 min
From $750Book Now
Private Catamaran Charter in Waikiki (1-6 Guests)OʻahuFree cancellation

Private Catamaran Charter in Waikiki (1-6 Guests)

Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large lounging nets on the front of the boat, as well as 2 small nets on the back of the boat. Not only does Hawaiian Style has lots of room for lounging in the sun, but it also has plenty of seating in the shade as well. We have two coolers we fill with ice for whatever food and beverages you choose to bring onboard. Stainless steel eco-friendly cups are also provided. We have Bluetooth surround sound which you can connect to and play your own music. All snorkeling gear is provided. USCG Certified and Approved.

5.0(18)2 hours
From $900Book Now
BYOB Sunset Cruise WaikikiOʻahuFree cancellation

BYOB Sunset Cruise Waikiki

Escape the hustle of the shoreline with a relaxing golden hour coastal boat cruise. With limited spots aboard, you'll enjoy an uncrowded, front-row seat to one of Oahu’s most breathtaking sights, a Hawaiian ocean sunset! - Soak in views of Waikiki's white sand beaches and historic hotels, perched in front of Oahu's green valleys and mountains. - BYOB: Bring your favorite drinks to enjoy during the cruise or sip on our complimentary soft drinks. - Keep an eye out for any sea turtles, flying fish, and seasonal whales (Jan - March) we might see along the way. -Lively local music, a family-friendly atmosphere, and a fresh ocean breeze are sure to put a smile on your face -Our friendly crew is happy to share local knowledge and help you capture photos along the way

5.0(11)1 hr 30 min
From $47.2Book Now
Exclusive Waikiki Yacht Snorkel with Lunch and BevsOʻahuFree cancellation

Exclusive Waikiki Yacht Snorkel with Lunch and Bevs

Get with Oahu's ultimate charter on a 43-foot world recognized yacht while enjoying the waters of Waikiki on this 2.5 hour experience. Aboard there’s more than enough space to lounge and relax in this intimate setting with a maximum of six guests. Sip on crisp drink as you take in the vast views of the island and our Hawaiian ocean, also you can satisfy your midday appetite with a fresh personal lunch prepared aboard. Use provided professional snorkel equipment to get up close and personal to our many fish, mammals, and crustaceans during your guided snorkel.

5.0(11)2 hr 30 min
From $274.1Book Now
Polynesian Canoe Morning SailOʻahuFree cancellation

Polynesian Canoe Morning Sail

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and become immersed in the stories and history of place (Mo‘olelo) reflected through the land (ʻāina) and ocean (moana) aboard a classroom on the sea. Our cultural practitioner and crew involve guests in hands on activities, using native materials to make food, clothing, tools, and other traditional items. Ask questions, explore the deck, nets and hulls, take part in poi (taro) pounding or just relax and enjoy. *Morning sails are the best time to potentially encounter ocean wildlife in Waikiki waters.* *Note: Due to COVID restrictions, all sails can only be booked as a private single group charter, with a minimum of one and a maximum of six passengers per charter. All ages welcome, minors must be accompanied by an adult.

5.0(8)2 hours
From $200Book Now
Private Honolulu Cruise Port Transfer: Waikiki or HNL AirportOʻahuFree cancellation

Private Honolulu Cruise Port Transfer: Waikiki or HNL Airport

Enjoy a private, door-to-door transfer between Honolulu Harbor cruise terminals, HNL Airport, and Waikiki hotels. Choose the New Luxury SUV for up to 4 passengers or a Mercedes-Benz Sprinter for groups of 5 or more. Your professional local driver coordinates the pickup point, assists with luggage, and provides a comfortable direct ride with clear per-vehicle pricing.

5.0(2)1 hour
From $150Book Now
Waikiki private Day Tour and Sunset sail for couplesOʻahuFree cancellation

Waikiki private Day Tour and Sunset sail for couples

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This private tour was specifically created for Newlywed couples on their honeymoon, celebrating an Anniversary, or just in love, celebrating life, couples get away wanting to appreciate each other in a unique and romantic way. Our luxurious yachts provide an intimate space to enjoy the seas soothing magic. Waikiki coastline all the way past the famous Diamond Head Crater. Hawaiis well known for its majestic sunsets, and there is truly no better way to experience it than on our boat, The Universe. Create experiences that leave you with awe, for these will be the highlights of your vacation.

5.0(17)2 hours
From $300Book Now
3 Zipline Adventure and 3.5 hour Afternoon Snorkel CruiseOʻahuFree cancellation

3 Zipline Adventure and 3.5 hour Afternoon Snorkel Cruise

Combine adrenaline and relaxation on this full-day Oʻahu adventure featuring a 3-zipline experience at Coral Crater Adventure Park and a 3.5-hour snorkeling cruise from Ko Olina. Start at Coral Crater, where you’ll soar across three ziplines designed for both beginners and thrill-seekers. Enjoy a guided, safety-focused experience as you glide above the treetops and take in the surrounding jungle views. Continue to Ko Olina Marina and step aboard a spacious cruise vessel for an afternoon on the water. Keep watch for dolphins, sea turtles, and seasonal humpback whales. After your swim, relax on board and enjoy a hot Hawaiian buffet featuring traditional island flavors and local-style dishes. With optional transportation from Waikīkī, this combo offers a balanced mix of jungle adventure and ocean relaxation in one full-day Oʻahu experience, ideal for travelers looking to make the most of their time.

5.0(2)5 hours
From $273.99Book Now
Waikiki Beach Whale Watching: Catamaran Sail & Open BarOʻahuFree cancellation

Waikiki Beach Whale Watching: Catamaran Sail & Open Bar

Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while searching for dolphins and sea turtles in their natural habitat. Families and nature enthusiasts will appreciate this relaxing cruise, which offers a chance to spot marine life up close. With an open bar option available, enjoy refreshments as you soak up the sun. If you don't see any whales on your first sail, you can return for a complimentary second sail within the season. - Complimentary second sail if no whales are spotted on the first trip - 1.5-hour sail from the beach with stunning views - Family-friendly experience suitable for all ages - Open bar included!

5.0(12)1 hr 30 min
From $53.36Book Now
Sunset Cruise along Waikiki CoastlineOʻahuFree cancellation

Sunset Cruise along Waikiki Coastline

Embark on an unforgettable journey aboard our intimate sunset cruise, where the Hawaiian sky transforms into a stunning canvas of gold, pink, and violet hues. With Diamond Head as your backdrop and the sparkling lights of Waikiki’s skyline emerging at dusk, every moment feels like a postcard come to life. Sail along the iconic Waikiki coastline on our semi-private charter, limited to just 6 guests maximum for a more personal and exclusive experience. Relax in cushioned seating, enjoy restroom access onboard, and keep your eyes open for sightings of spinner dolphins, sea turtles, and—seasonally—breaching humpback whales. Perfect for couples, families, and small groups, our sunset cruises are designed for connection, serenity, and celebration. Minimum of 3 guests required to operate. Want the cruise guaranteed? Guests may buy out the third seat to confirm departure. Third seat will be refunded 100% if additional guests book to meet the minimum.

5.0(2)1 hr 30 min
From $125Book Now
Private Catamaran Sunset Sail in WaikikiOʻahuFree cancellation

Private Catamaran Sunset Sail in Waikiki

Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foot catamaran, Hawaiian Style, has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large lounging nets on the front of the boat, as well as 2 small nets on the back of the boat. Not only does Hawaiian Style have lots of room for lounging in the sun, but it also has plenty of seating in the shade as well. We have two coolers we fill with ice for whatever food and beverages you choose to bring aboard. Stainless steel eco-friendly cups are also provided. We have bluetooth surround sound you can connect to and play your own music. We are a USCG inspected and approved company.

5.0(6)2 hours
From $900Book Now
Cruise Ship pick-up, tour of Oahu, with drop-off at the Airport or Cruise ShipOʻahuFree cancellation

Cruise Ship pick-up, tour of Oahu, with drop-off at the Airport or Cruise Ship

Custom Island Tours, LLC provides Private, Custom, tours of the island of Oahu. You can set the itinerary or leave it up to our expert guides, or a mix of both. We've been giving tours since 2012. Check out our TripAdvisor reviews to see what people enjoyed doing.

5.0(2)8 hours
From $746.27Book Now
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