Oahu’s coastline is one of the most stunning in the world, and there’s no better way to experience it than from the water. The island’s calm, warm seas, diverse marine life, and scenic views make sailing experiences in Oahu particularly memorable. Whether you’re after a quick snorkel with turtles or a luxurious sunset cruise, Oahu offers something for every type of traveler. We especially love tours that combine active marine encounters with relaxed scenery, like the Oahu Catamaran Snorkel Tour: See Turtles, which guarantees turtle sightings and a laid-back vibe, or the Waikiki Sunset on 40 Foot Catamaran, with its BYOB policy and breathtaking views.
Quick Overview
Oahu’s sailing tours range from family-friendly snorkel trips to luxury private charters, and include sunset cruises, wildlife spotting, and onboard dining. Tours like the Ko Olina Catamaran Sail and Snorkel offer half-day adventures with tropical cocktails and marine encounters, while the Private Catamaran Cruise and Snorkeling provides an exclusive experience tailored to your group. Budget-friendly options start around $44.99, and more indulgent private cruises can go up to $749 for a personalized sunset experience. Read on to find the perfect sail in Oahu that matches your interests and style.
1. Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed
At number 1, this Oahu Catamaran Snorkel Tour hits the sweet spot for its combination of affordability, wildlife encounters, and friendly crew. For just $44.99 per person, you get about two hours aboard a spacious catamaran that takes you to Turtle Canyon reef. Here, you’ll snorkel alongside green sea turtles in their natural habitat, with high-quality snorkel gear provided. The boat limits capacity to 50%, making it comfortable even during busy seasons. Reviewers love Captain Krash and his crew, noting how they make the trip fun and safe, with multiple sightings of turtles, dolphins, and colorful fish. Many mention it as a “memorable adventure” that’s perfect for families and first-time snorkelers. The onboard refreshments and professional equipment add to the value.
Bottom Line: A wallet-friendly, wildlife-packed trip that guarantees turtle sightings, ideal for snorkelers of all levels wanting a quick but memorable experience.
2. Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB
Number 2 on our list is the Waikiki Sunset Catamaran, perfect for those looking to unwind with a cocktail and stunning vistas. For about $60, spend roughly two hours cruising the waters off Waikiki as the sun dips into the Pacific. You can bring your own alcohol, thanks to the BYOB policy, and enjoy complimentary pupus—Hawaiian snacks—while taking in views of Diamond Head and Waikiki’s illuminated skyline. Guests rave about the intimate boat size, which avoids the crowded feel of larger tours, and highlight the friendly crew’s knowledge. It’s a great choice if you want to escape the land-based crowds and relax with a drink in hand, watching the sunset with iconic scenery all around.
Bottom Line: An affordable, scenic way to experience Oahu’s sunset with your favorite beverages, ideal for couples or small groups seeking a relaxed vibe.
3. Ko Olina Catamaran Sail and Snorkel
Number 3 is the Ko Olina Catamaran Sail and Snorkel, which combines a three-hour trip with impressive marine life encounters. For $189, you get to snorkel among native coral and tropical fish, with the chance of spotting dolphins and whales depending on the season. The tour includes a freshly prepared lunch, cocktails, and all snorkel gear, making it a full day of activity and relaxation. Reviewers especially appreciate the knowledgeable crew, who guide you through the reefs and ensure safety. The boat departs from Ko Olina Marina, an area known for its calm waters and luxurious resorts. It’s ideal for families, snorkelers, and anyone wanting a longer, immersive marine experience.
Bottom Line: An all-inclusive, half-day snorkel adventure that offers excellent value for marine wildlife lovers and those wanting a leisurely, guided tour.
4. Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure
Landing at number 4, Moana’s Waikīkī tour is a family-friendly trip that highlights Turtle Canyon’s vibrant reefs. For just $84.99, this two-hour journey provides snorkel gear, a knowledgeable crew, and a relaxed atmosphere. The reviews praise the friendly staff, noting they’re attentive and helpful, especially with kids. Guests have seen as many as 10 turtles and hundreds of fish, and even a starfish brought up by the crew. The accessible boat and guided tour make it ideal for families or first-time snorkelers. Its popularity comes from the balance of affordability, ease of access, and the chance to see plenty of marine life.
Bottom Line: A family-oriented, all-ages snorkel trip with guaranteed turtle sightings and a relaxed, safe environment.
5. Oahu: Waikiki Sunset Catamaran Cocktail Cruise
Number 5 is the Waikiki Sunset Cocktail Cruise, offering a 1.5-hour sail as the sun sets behind Diamond Head. For $99, you’ll sip tropical cocktails and enjoy a freshly prepared meal. This eco-certified tour combines scenic views with a lively atmosphere, making it great for couples and small groups. Reviewers mention how the cruise offers a chance to see the coastline’s beauty while relaxing with drinks and music. The short duration makes it a perfect pre-dinner activity or a romantic evening cruise, with the added bonus of seeing the “green flash” at sunset.
Bottom Line: A short, scenic, and festive cruise ideal for a romantic or early evening outing.
6. Luxury Catamaran Cruise from Oahu
Number 6, the Luxury Catamaran Cruise, elevates your experience with a private, high-end trip. Starting at $89 per person, you can choose from several departure times to enjoy views of Waikiki and beyond. The cruise features sightings of dolphins, sea turtles, and whales in season, plus a buffet dinner and drinks during sunset cruises. Reviewers highlight the boat’s spaciousness and the professional service, making it perfect for special occasions or travelers seeking comfort and exclusivity. The itinerary includes stops at Ala Moana Beach Park and Waikiki, so you get a well-rounded coast view.
Bottom Line: A premium, customizable sailing experience suited for couples celebrating a special event or anyone wanting a more luxurious day on the water.
7. Private Catamaran Cruise and Snorkeling Tour in Honolulu
Number 7 is the Private Catamaran Cruise, offering an exclusive 2-hour experience for up to six people at $749 per group. This tailored tour takes you along Oahu’s coast, with stops for wildlife viewing, swimming, and snorkeling, all in privacy. The guide customizes the trip based on your interests, with wildlife like turtles, dolphins, and whales possible sightings. Reviewers love the personalized service, mentioning how the crew even helped with underwater photography and making sure everyone, including kids, feels comfortable. This option is perfect for those who want a private, flexible, and intimate day on the water.
Bottom Line: An exclusive, customizable adventure for small groups or families seeking privacy and personalized service.
8. Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun
Number 8 offers a versatile three-hour trip that combines snorkeling, paddleboarding, and sea scooters. For $120.69, you’ll sail in comfort while spotting turtles, dolphins, and whales (seasonally). The crew is passionate, engaging guests in water sports and capturing moments on camera. Guests mention how the boat is luxurious and less crowded, leading to a more personalized experience. It’s ideal for active travelers who want more than just a cruise—they get an all-in-one adventure in nature with plenty of photo opportunities.
Bottom Line: A lively, activity-packed tour suited for water sports enthusiasts and those wanting an all-around fun day on the water.
9. Friday Night Waikiki Fireworks Catamaran Cruise
Number 9 is the Fireworks Cruise, a short but spectacular 1 hour 45-minute trip. For $67.50, you’ll witness the weekly fireworks show over Waikiki Beach from the comfort of a stable catamaran. Reviewers praise the views of Diamond Head and the coastline, as well as the fun atmosphere with music and drinks from the bar. It’s a perfect choice for an early evening activity that combines iconic scenery with the thrill of fireworks.
Bottom Line: An easy, evening highlight that’s ideal for couples or small groups wanting a lively, scenic night.
10. Small Group Yacht Sunset Cruise from Oahu
Number 10, the Small Group Yacht Sunset Cruise, offers a luxurious 2-2.5 hour sunset experience at $235.60 per person. The yacht features three bedrooms, bathrooms, and a full kitchen, with a hosted bar and a chef’s tasting menu including short rib steak and seared Ahi. Reviewers love the intimate setting and the chance to see dolphins, whales, and turtles. It’s perfect for special occasions or travelers wanting a romantic, private experience on the water.
Bottom Line: A high-end, personalized cruise ideal for celebrating or enjoying a quiet sunset with gourmet food.
11. 2-Hour Oahu Sunset Catamaran Sail
Number 11 is a straightforward 2-hour Sunset Catamaran Sail with a 5-star rating. For $125, this tour offers a relaxed way to watch the sunset while possibly spotting dolphins and whales. The included charcuterie box and cocktails make it a perfect romantic or family outing. Guests appreciate the friendly crew and the chance to see Oahu’s coastline from a different perspective, away from crowds.
Bottom Line: An uncomplicated, relaxing sunset cruise with great views and good company, fitting for couples and families alike.
12. Small Group Waikiki Sunset Sailing Tour
Number 12 offers an intimate Small Group Sailing Tour with a max of six people. For $99, cruise around Waikiki and Diamond Head, enjoying the sunset with plenty of room to relax and take photos. Reviewers mention the friendly captain and how the small group makes the experience feel personal. Restrooms are available onboard, and the tour provides a more private alternative to larger cruises.
Bottom Line: Perfect for travelers wanting a quiet, personal experience with plenty of opportunities for photos and relaxation.
13. Board from Waikiki Beach for Aloha Hour Sail on Hāwea Catamaran
Number 13 features a 1 hour 30-minute Aloha Hour Sail from Waikiki, starting at $55.34. You’ll enjoy calm waters, a Mai Tai or soft drink, and views of Diamond Head while cruising along the coast. It’s ideal for those short on time but wanting a taste of Oahu’s ocean scenery. Reviewers highlight the relaxing atmosphere and the helpful crew.
Bottom Line: A quick, refreshing cruise perfect for a late afternoon or early evening escape.
14. Waikiki Small Group Turtle Snorkeling & Sailing
Number 14 is an early-morning Small Group Snorkel and Sailing tour, ideal for sunrise lovers. For $99, you reach Turtle Canyon in time for large numbers of sea turtles and vibrant reef fish. It includes professional guides and all gear. Travelers love how uncrowded and intimate this trip feels, plus the chance to see wildlife first thing in the morning.
Bottom Line: Best suited for early risers wanting a quiet, wildlife-rich snorkeling session.
15. Private Sunset Catamaran Cruise in Waikiki
Number 15 is a luxurious private sunset cruise, costing $699 for up to six people. It offers personalized service, private snorkeling, and unobstructed views of the sunset. Guests rave about the attentive crew, the opportunity to see dolphins, turtles, and whales, and the ability to customize the trip.
Bottom Line: A top-tier, exclusive experience for celebrating special occasions or enjoying a romantic sunset in privacy.
16. Oahu Small Group Snorkel Tour with Yacht Cruise
Finally, number 16 is the Oahu Small Group Snorkel Tour, which combines luxury and wildlife viewing in a 3-hour cruise. For $338.31 per person, it features uncrowded snorkeling sites, professional guides, and an open bar. Reviewers find it a perfect mix of adventure and comfort, with chances to see turtles, dolphins, sharks, and more.
Bottom Line: For travelers seeking an upscale, intimate snorkeling adventure with excellent wildlife chances, this tour delivers.
How to Choose Your Perfect Sailing Experience in Oahu
When selecting the best sailing experience in Oahu, consider your budget, interests, and time constraints. For a quick, turtle-filled snorkel, the Oahu Catamaran Snorkel Tour offers unbeatable value. If you want a romantic sunset with drinks, the Sunset Catamaran Cruise or the Private Sunset Cruise are excellent choices. For families or those wanting a more immersive marine experience, tours like the Ko Olina Sail and Snorkel or the Moana’s Turtle Snorkeling are perfect.
Remember, booking early, especially for private or sunset cruises, ensures availability and the best options. Think about whether you want a shared group or a private charter, and match that with your comfort level and desired experience.
To sum it up, Oahu offers a variety of sailing adventures that can suit any traveler’s style—from budget-friendly snorkel trips to luxurious private charters. If your goal is to see turtles, the Snorkel Tour with Turtle Guarantee is hard to beat. For a romantic sunset or celebration, consider the Yacht Sunset Cruise. And if privacy and full customization are your priorities, the Private Sunset Catamaran might be just what you need. No matter your choice, booking ahead ensures a smooth, memorable day out on the waters of this beautiful island.