moderate
2–3 hours
Average physical fitness recommended; boats are stable but require some movement.
Set sail along Oahu’s North Shore for a close-up view of Hawaii’s stunning coastline, vibrant marine life, and legendary waves. Discover the magic from the water with a personalized sailing trip that’s perfect for all adventure seekers.
Starting at $800 • 1.5 - 6 Hours • Up to 6 People • Private Charters
Embark on a private sailing adventure along Oahu's stunning North Shore, where you can unwind while exploring breathtaking coastlines, swimming in Waimea Bay, and snorkeling among vibrant marine life. With options for sunset sailing and wildlife viewings, this unforgettable experience promises relaxation and excitement in Hawaii's natural beauty.
Prices include up to 6 people.
One & Half Hour Private Charter: $800 Three Hour Private Charter: $1,000 Four Hour Private Charter: $1,200 Six Hour Private Charter: $1,500
Our private sailing adventures offer the perfect opportunity to unwind and enjoy the beauty of the ocean, with 1.5-hour, 3-hour, half-day (4-hour), and full-day options available for your ultimate relaxation.
Sailing: Experience the thrill of real sailing as our experienced crew guides you through the sparkling waters of the Pacific Ocean. Feel the wind in your hair and the sun on your face as you sail along the picturesque coastline of Oahu's North Shore.
Sightseeing: Take in the breathtaking beauty of the North Shore's natural landmarks, such as the stunning Waimea Bay, as you cruise along the coast. Marvel at the lush green mountains, pristine sandy beaches, and crystal-clear waters that make this area so iconic of the ocean, with 1.5-hour, 3-hour, half-day (4-hour), and full-day options available for your ultimate relaxation.
Join us for a sailing adventure like no other on Oahu's North Shore. Our experienced crew will ensure an unforgettable experience as you soak in the beauty of the Hawaiian coastline, encounter fascinating wildlife, and create lifelong memories. Book your private charter with us today and embark on an unforgettable sailing adventure!
Sunset Sailing (Depending on the time of the charter): Capture the magic of a Hawaiian sunset as you sail along the coast of the North Shore. Witness the sky painted in breathtaking colors and enjoy the serenity of the ocean during this magical time of day.
Waimea Bay (Half-day and Full-day Charters only, weather permitting): Anchor in the famous Waimea Bay and enjoy swimming in the pristine waters of this renowned surf spot. Take in the stunning surroundings and soak in the Hawaiian sunshine while creating unforgettable memories.
Wildlife Viewings: Keep an eye out for dolphins, known for their playful antics and acrobatics in the water, as well as humpback whales during their time in Hawaii from December through April (whale watching excursion available). Our knowledgeable crew will provide insights into the behavior and biology of these magnificent creatures, creating a truly breathtaking spectacle during your sailing adventure.
Snorkeling (Half-day and Full-day Charters only, weather permitting): Dive into the underwater world and explore the vibrant marine life of Oahu's North Shore. Snorkel in clear, turquoise waters teeming with colorful fish, coral reefs, and other fascinating marine creatures."
*Captain reserves the right to cancel or shift booking time/day based on inclement weather *
Secure your spot early as trips fill quickly during peak seasons.
Apply reef-safe sunscreen and bring a hat to stay comfortable under the Hawaiian sun.
Pack a waterproof bag for your valuables and camera to keep everything dry.
Maintain a safe distance and avoid touching wildlife to protect the ecosystem.
The North Shore became famous for big wave surfing in the 1950s, and its surf culture remains integral to the local identity.
North Shore Sailing Adventures actively promotes eco-friendly practices, including waste reduction and reef conservation efforts.
Protect your skin from UV rays during sunny Hawaii days.
summer specific
Capture your marine moments while keeping your gear dry.
summer specific
Shield your eyes and face from the intense Hawaiian sun.
summer specific
Stay comfortable during cooler breezes or early mornings.
spring, fall specific