The Diamond Head Sunset Sail offers a unique chance to experience Oahu’s stunning coastline from the comfort of a private yacht. Guests can gaze upon the iconic Diamond Head and Waikiki shoreline as the sun dips below the horizon, casting vibrant hues across the Pacific. With space limited to 12 people, this intimate group adventure promises personalized attention from the licensed captain and crew. Guests are free to bring their own beverages, making for a relaxing evening on the water. Those lucky enough to join this tour are in for an unforgettable sunset sail.
Key Points

- Private sunset sail offering sweeping views of Diamond Head and the Waikiki shoreline aboard a 43-foot yacht.
- Intimate group experience for up to 12 people with a licensed captain and crew.
- Opportunity to spot local marine life, such as dolphins, sea turtles, and whales, during the 2-hour adventure.
- Pickup and departure from the Honolulu Sailing Company’s easily accessible location on Ala Moana Boulevard.
- Suitable for couples, friends, and families, though not wheelchair accessible.
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Contents
- Key Points
- Overview of the Sunset Sail
- Breathtaking Views of Diamond Head
- Intimate Group Experience on Yacht
- Bring Your Own Beverages Permitted
- Two-Hour Adventure With Crew
- Meeting Point and Directions
- Potential to Spot Local Wildlife
- Additional Tour Details and Policies
- Frequently Asked Questions
- What Type of Vessel Is Used for the Tour?
- Is There Any Age Requirement or Restriction?
- Can We Bring Our Own Food and Snacks?
- Do We Need to Bring Our Own Life Jackets?
- Is There a Weight Limit or Capacity for the Yacht?
- Recap
- Our Top Picks in Oahu
- More Evening Experiences in Oahu
- More Boat Tours & Cruises in Oahu
- More Tour Reviews in Oahu
- Not for you? Here's more things to do in Oahu we have recnetly reviewed
Overview of the Sunset Sail

This private sunset sail in Honolulu, Oahu offers guests sweeping views of the iconic Diamond Head and the bustling Waikiki shoreline during an intimate group experience for up to 12 people.
Aboard a private 43-foot yacht, guests can bring their own beverages and enjoy the ride with a licensed captain and crew.
The 2-hour adventure provides the opportunity to spot local marine life, such as dolphins, sea turtles, and maybe even whales.
This sunset sail is suitable for couples, friends, and families, though it’s not wheelchair accessible.
Passengers can easily access the yacht via public transportation, making it a convenient and unique way to experience Oahu’s stunning coastline.
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Breathtaking Views of Diamond Head

As the private yacht gently glides across the calm waters, passengers are treated to breathtaking panoramic views of the iconic Diamond Head. This majestic volcanic crater, rising majestically on the Honolulu skyline, serves as a stunning backdrop to the vibrant Waikiki shoreline.
| Feature | Description |
|---|---|
| Height | 760 feet (232 meters) |
| Formation | Volcanic tuff cone, formed approximately 300,000 years ago |
| Significance | Recognized as a National Natural Landmark and State Monument |
| Hiking Trail | Challenging 1.6-mile (2.6 km) hike to the summit offers panoramic views |
| Visibility | Visible from many vantage points across Oahu’s south shore |
The sunset sail offers a unique perspective to admire this legendary landmark, as the changing light illuminates the crater’s striking features.
Intimate Group Experience on Yacht
Aboard the private 43-foot yacht, passengers embark on an intimate group experience, with a maximum capacity of 12 people. This exclusive setting allows guests to savor the sunset views in a close-knit atmosphere.
The licensed captain and crew ensure a personalized adventure, catering to the group’s needs. Whether celebrating a special occasion with friends or enjoying a romantic outing with a partner, the private sunset sail offers a unique and memorable experience.
With BYOB (alcohol permitted) and the potential to spot local wildlife, such as dolphins, sea turtles, and even whales, the voyage promises an unforgettable journey along Honolulu’s picturesque coastline.
Bring Your Own Beverages Permitted

On this intimate sunset sail, guests are welcome to bring their own beverages, including alcoholic drinks, to enhance their experience. Whether you prefer a refreshing cocktail, a glass of wine, or a cold beer, the choice is entirely up to you. This BYOB policy allows you to customize your sunset adventure to suit your personal tastes and preferences.
The benefits of this policy include:
- Personalized beverage selection
- Cost savings compared to purchasing drinks onboard
- Ability to pair your favorite drinks with the stunning views
- A more relaxed and enjoyable sailing experience
With the freedom to bring your own drinks, you can truly make the most of this private sunset sail around Honolulu.
Two-Hour Adventure With Crew

The private sunset sail offers a two-hour adventure led by a licensed captain and crew, providing guests with an intimate and personalized experience. The yacht, a 43-foot private vessel, ensures a comfortable and exclusive journey. Guests can admire the stunning views of Diamond Head and Waikiki while enjoying the serene ambiance of the Honolulu waters.
| Key Features | Inclusions | Meeting Point |
|---|---|---|
| Potential to spot local wildlife | 2-hour adventure | Honolulu Sailing Company |
| Suitable for couples, friends, and families | Licensed captain and crew | 1025 Ala Moana Blvd, Pier A Slip A-18 & A-20 |
| Not wheelchair accessible, but stroller accessible | Private 43-foot yacht | Honolulu, HI 96814 |
The intimate group experience, with a maximum of 12 people, ensures a personalized and memorable sunset sail.
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Meeting Point and Directions
The meeting point for the Diamond Head Sunset Sail is the Honolulu Sailing Company, located at 1025 Ala Moana Blvd, Pier A Slip A-18 & A-20 in Honolulu, HI 96814.
This convenient location is easily accessible by public transportation, making it a hassle-free start to the adventure.
The key things to know about the meeting point are:
- It’s on Ala Moana Blvd, near the waterfront.
- The company’s boats are docked at Pier A, Slips A-18 and A-20.
- The address is 1025 Ala Moana Blvd, Honolulu, HI 96814.
- Parking is available in the nearby public lots.
With clear directions and an easy-to-find location, guests can look forward to a seamless start to their private sunset sail experience.
Potential to Spot Local Wildlife
One of the highlights of the Diamond Head Sunset Sail is the potential to spot various local marine wildlife, including dolphins, sea turtles, and even whales during the right season.
Guests on the private 43-foot yacht may be fortunate enough to catch glimpses of these captivating creatures as they frolic in the waters off the Honolulu coastline.
The attentive crew will be on the lookout for any signs of wildlife and will eagerly point them out to passengers, enhancing the overall experience.
While there’s no guarantee of sightings, the opportunity to witness Hawaii’s vibrant marine life in its natural habitat is an exciting prospect that adds to the allure of this sunset sailing adventure.
Additional Tour Details and Policies

Confirmation of booking is provided at the time of reservation, and the private tour or activity is only available for the group in attendance. The Diamond Head Sunset Sail is operated by the Honolulu Sailing Co., which offers a free cancellation policy up to 24 hours prior to the scheduled departure.
The tour has several notable features:
- It’s a private experience, so your group will have the yacht to yourselves.
- You’re welcome to bring your own beverages, as alcohol is permitted on the sail.
- The yacht is 43 feet long and can accommodate up to 12 people.
- While the tour isn’t wheelchair accessible, it’s stroller accessible, making it suitable for families.
Frequently Asked Questions
What Type of Vessel Is Used for the Tour?
The tour uses a private 43-foot yacht. The yacht is operated by a licensed captain and crew, providing an intimate group experience for up to 12 people.
Is There Any Age Requirement or Restriction?
The sunset sail tour has no age requirement or restriction. It’s suitable for guests of all ages, including couples, friends, and families. Children are welcome to join the intimate group experience aboard the private 43-foot yacht.
Can We Bring Our Own Food and Snacks?
Passengers can bring their own food and snacks aboard the private sailing tour. The company encourages bringing beverages, as the experience allows for BYOB. However, any large coolers or extensive catering may not be permitted on the smaller yacht.
Do We Need to Bring Our Own Life Jackets?
No, life jackets are provided by the sailing company. Guests don’t need to bring their own life jackets for this private sunset sail tour. The licensed captain and crew will ensure everyone has the appropriate safety equipment.
Is There a Weight Limit or Capacity for the Yacht?
The private yacht has a maximum capacity of 12 passengers. There is no specific weight limit, but the captain may refuse boarding if the total weight exceeds the yacht’s safe operating capacity.
Diamond Head Sunset Sail
“Captain Perry did a wonderful job! He was very accommodating to what we wanted to do and even got us some champagne for our anniversary, a very nic…”
Recap
The Diamond Head Sunset Sail offers an unforgettable two-hour adventure on the waters off Oahu.
Aboard a private yacht, guests can enjoy stunning views of the iconic Diamond Head and Waikiki shoreline while sipping their own beverages.
With a licensed crew, the intimate group experience promises an up-close look at the island’s natural beauty and a breathtaking Pacific sunset.


































