THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Set sail from Ala Wai Boat Harbor for a private 2.5-hour yacht tour along Waikiki’s stunning coastline. Swim, snorkel, and spot dolphins near the iconic Diamond Head Crater.
Set sail from Ala Wai Boat Harbor for a private 2.5-hour yacht tour along Waikiki’s stunning coastline. Swim, snorkel, and spot dolphins near the iconic Diamond Head Crater.
Book with Waikiki Sailing Tours
Verified experiences and guided adventures in the surrounding area.
Operated by Waikiki Sailing Tours · Honolulu, Hawaii
Experience the ultimate private sailing excursion with Waikiki Sailing Tours on the Diamond Head Sail & Swim adventure. Departing from Ala Wai Boat Harbor, this 2.5-hour journey takes you along the breathtaking Waikiki coastline, offering iconic views of the Diamond Head Crater against the backdrop of the Pacific Ocean. Beyond the scenic cruise, the adventure includes opportunities to swim and snorkel in clear, warm waters where you may encounter playful dolphins and gentle sea turtles. This tailored experience ensures you can relax and explore at your own pace, making it perfect for couples, families, or groups seeking an exclusive, fun-filled day on the water. The knowledgeable crew provides expert guidance, ensuring your safety and enhancing the tour with local insights about Hawaiian marine life and volcanic formations. Whether you’re an avid snorkeler or simply want to enjoy a peaceful sail with unparalleled views, this private yacht trip combines adventure, relaxation, and natural beauty into one unforgettable outing.
moderate.
2–3 hours.
Participants should have a moderate fitness level to handle swimming, snorkeling, and moving safely on a yacht deck.
Yes, Waikiki Sailing Tours supplies all necessary snorkeling equipment, including masks, snorkels, and fins.
Children are welcome, but they should be confident swimmers and supervised at all times during water activities.
Absolutely! This private adventure is ideal for birthdays, anniversaries, or other special celebrations.
Bring reef-safe sunscreen, a swimsuit, towel, water shoes, and a light jacket if needed.
Guests often see dolphins, green sea turtles, and a variety of tropical fish while snorkeling.
Yes, tours may be rescheduled or canceled due to unsafe weather or ocean conditions.
Diamond Head Crater, known in Hawaiian as Lēʻahi, is a volcanic tuff cone formed over 300,000 years ago and was historically used as a lookout point.
Waikiki Sailing Tours promotes reef-safe practices and educates guests on protecting Hawaii’s fragile marine ecosystems.
Waikiki Sailing Tours is a Honolulu-based charter company offering private and small-group sailing experiences aboard the Universe. The operation specializes in short, scenic cruises around Waikiki and Diamond Head, including whale-watching, sunrise and sunset sails, snorkeling, and custom private events. Trips include a two-hour Whale Watch Sailing Tour to view migrating humpback whales off Oahu, a Friday Night Fireworks sail with waterfront views of the Waikiki fireworks show, and a Diamond Head Sail & Swim that departs from Ala Wai Boat Harbor for snorkeling and swimming near the crater. Early-morning options include Sunrise Turtle Snorkel and Sunrise Sail & Turtle Snorkel, both designed for snorkelers hoping to see sea turtles and reef fish. Private options accommodate up to six guests and are ideal for couples, small groups, weddings, birthdays, and corporate gatherings. The crew operates with a USCG licensed captain and provides customizable itineraries on the privately chartered vessel. Guests can expect opportunities to spot dolphins and sea turtles on many trips, plus photo views of Honolulu’s coastline. Reservations can be tailored for romantic couples’ sails, family snorkeling mornings, or special events aboard the boat. Waikiki Sailing Tours markets itself as a small-guest, personalized sailing option in Honolulu that focuses on customized experiences, knowledgeable local navigation, and direct access to Waikiki’s marine attractions from the water.
Book with Waikiki Sailing Tours