Honolulu’s sparkling waters and stunning coastlines make it a prime spot for sailing adventures. Whether you’re eager to snorkel with sea turtles, watch a fiery sunset, or enjoy a lively party on the water, Honolulu offers a wide variety of options. We particularly love the Waikiki Beach Turtle Snorkeling and Sailing on Hāwea for its fun combination of wildlife encounters and relaxing vibes, or the Sunset Catamaran Sail and Swim for its unbeatable sunset views alongside a refreshing swim. These tours give you a taste of Hawaii’s natural beauty, paired with the laid-back spirit that makes the islands so special.
For anyone seeking a lively night at sea, the Friday Night Fireworks Catamaran Sail offers a dazzling display of fireworks from the best seat in the house. If you’re traveling with family or friends and want a more intimate experience, the Sunset sailing in small groups provides a peaceful setting with spectacular views of Diamond Head and Honolulu’s skyline. No matter your style, Honolulu’s sailing tours promise memorable moments on the water.
1. Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea
At number 1 on our list is the Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea. This 2.5-hour tour costs around $85 per person and features a luxurious 50-foot catamaran. The highlight is snorkeling at Turtle Canyon, where you have a high likelihood of swimming alongside sea turtles and colorful tropical fish. The boat is brand-new, and the crew provides cold brews and granola bars, making it a relaxed, enjoyable outing.
What makes this tour stand out is how it combines wildlife viewing with a laid-back sailing experience. The crystal-clear waters and the chance to see sea turtles up close are unforgettable. The boat’s spacious layout allows everyone to relax and enjoy the ocean scenery. Reviewers often mention how friendly and informative the crew is, plus the chance to kick back with a drink in hand while soaking in Waikiki’s views. This tour suits travelers looking for a combination of wildlife, comfort, and a bit of adventure at a reasonable price.
Bottom Line: A great choice for snorkelers and wildlife lovers who want a relaxed, quality experience on a luxury vessel with good reviews and plenty of time in the water.
2. Oahu: Waikiki Sunset Catamaran Sail and Swim
Number 2 is the Oahu: Waikiki Sunset Catamaran Sail and Swim, a 2-hour trip at just $44 per person. This tour is perfect if you want to combine sailing with witnessing one of Hawaii’s most beautiful sights—the sunset. You’ll set sail from Waikiki, with the chance to jump into the ocean for a swim or simply relax aboard and watch the sky turn brilliant shades of orange and red.
What makes this tour unique is its affordability and timing. The sunset views are stunning, with Waikiki’s lights twinkling nearby. The crew is friendly, and the atmosphere is casual, making it an ideal choice for couples or small groups wanting a quick but memorable evening. The boat’s open deck offers great views, and the opportunity to swim adds a refreshing touch to the experience.
Bottom Line: Excellent for those seeking an affordable sunset cruise with a chance to swim, especially if you’re short on time but want a picture-perfect Hawaiian evening.
3. Honolulu: Sunset Catamaran Sailing Experience
The Honolulu: Sunset Catamaran Sailing Experience ranks third thanks to its lively yet scenic atmosphere. For around $56, you get a 1.5-hour sail from Kewalo Harbor with complimentary drinks like soda, juice, and alcohol. The focus here is on enjoying the spectacular sunset while having fun in a vibrant party environment.
What makes this tour stand out is its spirited vibe, making it a hit for travelers who want to socialize and celebrate while watching the day end over Honolulu. The crew fosters a lively, welcoming environment, and the views of Diamond Head and Honolulu are breathtaking. The short duration makes it perfect for an evening activity after a day of sightseeing or relaxing on the beach.
Bottom Line: Best suited for travelers who enjoy a festive atmosphere with drinks, music, and excellent sunset views in a short, energetic cruise.
4. Oahu: Sunset sailing in small intimate groups
Number 4 introduces the Oahu: Sunset sailing in small intimate groups, rated 5/5 with only six reviews. For $104 per person, this 2-hour experience offers a peaceful, intimate way to see the sunset. The tour navigates around Waikiki and Diamond Head, providing a tranquil setting for couples, friends, or families seeking a more personal adventure.
What makes this tour special is its small-group size, which allows for personalized service and a more private experience. The views of Diamond Head, the city lights turning on, and the moon rising are truly spectacular. The crew shares snacks, and the quiet, relaxed environment makes it ideal for meaningful conversations or romantic moments.
Bottom Line: Perfect for those wanting an exclusive, serene evening sail with breathtaking views and a personalized touch.
5. Waikiki: Sunset Swim & Sailing Experience
At number 5 is the Waikiki Sunset Swim & Sailing Experience, a 2-hour tour priced at $86. This adventure includes a BYOB policy, making it flexible and fun. You’ll sail on a trimaran, swim by Diamond Head, and witness one of Hawaii’s most beautiful sunsets.
What makes this experience special is the combination of sailing and swimming in one tour, plus the fact that it’s billed as the “best sunset cruise in Waikiki.” The boat’s stable platform offers a smooth ride, and the opportunity to swim in the warm waters makes it a great choice for active travelers.
Bottom Line: Ideal for those who want a mix of sailing, swimming, and sunset viewing with a relaxed, friendly atmosphere.
6. Oahu: Sailing turtle snorkeling in small groups
Number 6 features the Oahu: Sailing turtle snorkeling in small groups rated 5/5 with just one review. For $104, this 2-hour tour takes you to Turtle Canyon aboard a 45-foot sailing yacht with a maximum of six people, ensuring an intimate experience. The focus is on snorkeling with sea turtles and tropical fish in their natural habitat.
What sets this tour apart is its small group size, which maximizes chances for wildlife encounters. The captain knows the area well, increasing your odds of spotting sea turtles and vibrant coral formations. If no turtles are seen, the company invites you to return and try again—showing their confidence in the experience.
Bottom Line: Perfect for wildlife enthusiasts and snorkelers who prefer a quiet, personalized adventure with expert guidance.
$104 per person
7. Waikiki: Friday Night Fireworks Catamaran Sail
Number 7 offers the Waikiki: Friday Night Fireworks Catamaran Sail, a 1-hour cruise for $75. This short but spectacular trip features Waikiki’s famous fireworks show as its main attraction, viewed from the comfort of a luxurious catamaran.
What makes this tour stand out is the exclusive fireworks viewing from the water, combined with a relaxed environment and complimentary drinks. It’s a favorite for couples and those celebrating special occasions. The boat’s stability and the panoramic night views of Honolulu’s skyline make this an unforgettable night out.
Bottom Line: Best suited for travelers wanting a quick, festive experience with the best possible view of Waikiki’s fireworks.
$75 per person
8. Oahu Hawaii: Honolulu Sailing Tour
Our eighth pick is the Oahu: Honolulu Sailing Tour, a 2-hour cruise that offers the chance to see sea turtles, dolphins, and even humpback whales in winter. The specific price varies, but it’s known for providing a comprehensive sailing experience around Oahu with excellent panoramic views.
What makes this tour appealing is the chance to see marine life and the spectacular scenery of Honolulu, Waikiki, and Diamond Head from the water. It’s a versatile choice for travelers interested in both wildlife and scenic vistas without the longer duration of some other tours.
Bottom Line: Ideal for those wanting a well-rounded, wildlife-focused cruise with great views of Honolulu’s iconic landmarks.
$113 per person
9. Oahu: Luxury Day Sailboat Charter
Number 9 features the Oahu: Luxury Day Sailboat Charter, with prices starting at $699 for groups up to six. This customizable experience lets you choose your own adventure, whether that’s relaxing on a Hawaiian Day Sail or enjoying a Sunset Sail. The focus is on personalized service and unique experiences.
What makes this charter special is its flexibility and the chance to see playful dolphins, turtles, and stunning landscapes like Diamond Head and Honolulu cityscapes. The captain can tailor the trip to your interests, making it suitable for special occasions or those wanting a private, bespoke sailing experience.
Bottom Line: Perfect for travelers seeking exclusivity, customization, and a luxurious day on the water with ample marine life sightings.
$699 per group up to 6
10. Oahu: Waikiki Friday Night Fireworks Catamaran (Wahine Koa)
Finally, the Oahu: Waikiki Friday Night Fireworks Catamaran (Wahine Koa) offers a 2-hour cruise to witness Waikiki’s iconic fireworks. Priced at $80 per person, this tour features the chance to sail on either a 55-ft sailing catamaran or a 65-ft power catamaran, offering stability and comfort.
What makes this tour stand out is the spectacular fireworks display combined with panoramic ocean views and an open bar. It’s a lively, festive way to end your day and enjoy the vibrant nightlife of Waikiki from a prime vantage point.
Bottom Line: An excellent choice for travelers wanting a fun, social evening with the best fireworks views at sea.
$80 per person
How to Choose Your Perfect Honolulu Sailing Experience
Picking the right sailing tour depends on your budget, interests, and style of adventure. Looking for wildlife? The Turtle Snorkeling on Hāwea or small-group turtle snorkeling are perfect. Want a romantic sunset? The small-group sunset sail or the Sunset Swim & Sail offer intimate moments with fantastic scenery. If you prefer a party atmosphere, the Honolulu Sunset Catamaran or the Fireworks Sail will keep the energy high.
Consider factors like tour duration, which can range from quick hour-long cruises to full afternoon charters, and whether you want snorkeling, wildlife viewing, or simply relaxing with drinks. Booking early is recommended for popular tours like the Friday Fireworks sails or the luxury private charters.
To sum it up, Honolulu offers a fantastic variety of sailing experiences suitable for different tastes and budgets. For those seeking wildlife and snorkeling, the Turtle Canyon tours are top picks. Couples and small groups craving a romantic or intimate vibe should look at the small-group sunset sail. Families and party-goers will enjoy the lively fireworks cruises or the party atmosphere of the Sunset Catamaran.
No matter which you choose, these tours promise stunning views, memorable encounters, and a true taste of Hawaiian hospitality. Be sure to book early—Hawaii’s waters fill quickly, especially during peak season—and get ready for some of the best sailing in the Pacific.