REVIEW · BIG ISLAND
Waikoloa Signature Catamaran Sunset Sail
The best part of this Waikoloa sunset sail is the setting: black lava shore, blue Pacific, and the sun dropping behind the ocean while you sit on a broad catamaran deck with a drink in hand. The boat pauses at the right time for sunset views, and you may even spot whales in winter or sea turtles along the coast.
I like the full premium bar and the easygoing crew, who keep drinks moving without making the ride feel like a loud party boat. I also like the barefoot format and the shaded seating, though you should know that boarding involves a tender boat from the beach and that poor weather can limit the sunset itself.
Key details before you book

- A 53-foot catamaran carries up to 49 people, giving you more room than a small sailing boat but still keeping the cruise fairly personal.
- The sail begins at Anaehoomalu Bay, also called A-Bay, with boarding by tender from the beach.
- The cruise runs about 90 minutes to two hours, depending on wind, waves, and sunset conditions.
- Drinks are a real part of the value, with tropical cocktails, beer, wine, soda, juice, and unlimited nonalcoholic drinks.
- The sunset is not guaranteed, since clouds and weather can block the horizon, but the coastal views still make the ride worthwhile.
- You go barefoot, so wear shoes that are easy to remove and carry a phone flashlight for the walk back after dark.
Why this Waikoloa sunset sail works so well

Sunset cruises can be either special or forgettable. The good ones give you enough time on the water to settle in, a crew that pays attention, and a clear view of the horizon. This cruise has all three ingredients, with a few practical wrinkles that are easy to manage.
The route follows one of the Big Island’s most striking shorelines. Here, old black lava fields meet bright Pacific water, and the coast feels open and spare rather than built up. On clear days, you can also see Hawaii’s tall volcanic peaks rising inland, a reminder that this is a young volcanic island with a dramatic interior.
The boat is a 53-foot, 16-meter power catamaran. It can carry a maximum of 49 people, so this is not an intimate sail for six or eight people. Still, a catamaran gives you plenty of places to sit or stand, and the flat design makes it easier to move around than on a narrow monohull.
The mood is generally relaxed. You can sit in the shaded seating area, step out for a better view, or stay near the bar. The crew provides live commentary so you are not left guessing about the shoreline or missing the best sights. Crew members named in recent sailings include Captain Rob, Nicole, Kuapapa, Keith, and Henry, though your exact crew will vary.
More Catamaran Sailing Trips in the USA
- Kona Signature Catamaran Sunset Sail
★ 5.0 · 218 reviews - Kona Deluxe Catamaran Whale Watch
★ 4.5 · 55 reviews - Kona Tradewind Catamaran Day Sail
★ 5.0 · 42 reviews
Starting at Anaehoomalu Bay

The meeting point is on Waikoloa Beach Drive in the Waikoloa Beach Resort area, with the cruise returning to the same place. Anaehoomalu Bay is known as A-Bay, a salt-and-pepper sand beach lined with coconut palms. The bay is attractive in its own right, and the short approach along the beach adds a pleasant island feel before you board.
If you are staying at Hilton Waikoloa Village, the walk to A-Bay takes about 20 minutes. That walk is useful to know about because the exact parking and access directions have caused confusion for some people. Several rides ended well, but finding the right parking area was harder than expected.
Give yourself extra time to locate the pier. The meeting area is near Lava Lava Beach Club, and parking has been described as easy once you find the correct entrance. The written directions may not always place you exactly where you need to be, so check the location carefully before leaving your hotel.
This is a barefoot cruise. You remove your shoes before boarding, and the crew stores them safely while you are on the boat. Boarding starts with a tender boat from the beach, followed by a step or two onto the catamaran. The crew helps with the process, but you should be comfortable stepping from beach to tender and tender to boat.
The ride along the Kohala-Kona coast
Once the catamaran leaves A-Bay, the cruise settles into a simple rhythm: coast, ocean, drinks, and changing light. You will pass rugged lava shoreline and bright water, with the boat heading far enough offshore to give you a broad view back toward the island.
The coast is especially good in late afternoon. Harsh midday light softens, the lava takes on warm tones, and the water can shift from turquoise near shore to deep blue farther out. If the sky stays clear, look inland for Hawaii’s volcanic peaks. The view depends on clouds, but the combination of ocean and mountains is one of the strongest reasons to book this particular sail.
Sea turtles are sometimes seen in the area, and winter departures can bring whale sightings. Whales are never promised, but several sailings have included them. The crew can help point out wildlife, which matters because a whale’s back or a turtle’s head can disappear before you find it.
The boat uses power, but one sailing described stretches with no motor noise while the catamaran moved under sail. Do not treat this as a traditional quiet sailing expedition every minute of the trip. It is best understood as a sunset cruise on a power catamaran that includes sailing time when conditions allow.
Drinks, snacks, and the unexpected dinner question
The drink service is one of the strongest parts of the package. The full bar includes tropical cocktails, local beer, white wine, soda, and juice. Nonalcoholic drinks are unlimited, so you are not forced to choose between paying for each beverage and going without.
The crew’s service gets especially high marks for generous pours and regular attention. You can expect a social atmosphere, but the cruise is not described as rowdy. Couples, families, and small groups all fit the setting, and the shaded seating gives you a comfortable place to settle in.
Light island-style snacks are included. On several sailings, the food went beyond what was expected, with teriyaki chicken and white rice served as a casual dinner. Vegetarian food has also been provided, including a salad. The meal sounds like a pleasant bonus, but because the standard description promises snacks rather than a formal dinner, I would not book this as your main evening meal.
Food quality can vary. The chicken and rice pleased some people and disappointed others. If you have dietary needs, you should confirm what will be available before departure rather than assume a full menu.
At $159 per person, the price is not small. The value improves if you plan to enjoy the premium drinks, snacks, commentary, and two hours on the water. It is less compelling if you do not drink alcohol or mainly want a quick sunset photo. In that case, a beach sunset costs much less. But if you want a comfortable boat, service, and an organized evening without arranging each part yourself, the package is reasonably balanced.
More Sunset Sailing Cruises in the USA
- Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres
★ 4.5 · 3,559 reviews - Oahu’s Waikiki Coast: Moana’s Sunset Cocktail Sail
★ 5.0 · 2,205 reviews - Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres
★ 5.0 · 1,366 reviews - Key West Sunset Sail with Live Music, Drinks and Appetizers
★ 4.5 · 952 reviews
The sunset pause and the green flash

The catamaran pauses offshore so you can watch the sun drop toward the Pacific. This pause is important. You are not simply taking photos while the boat races back to shore. The crew gives you time to enjoy the changing color and look for the green flash, a brief green burst that can appear on the horizon just as the sun disappears.
The green flash is rare and depends on a clear horizon. Treat it as a bonus, not a promise. Clouds are the bigger issue. An overcast sky can hide the full sunset, and even a perfect forecast cannot control the horizon once you are offshore.
This is where expectations matter. A sunset cruise cannot guarantee a postcard sky. Several sailings have had cloud cover or wind, yet the ride remained enjoyable because the coast, drinks, and boat experience still carried the evening. If seeing a dramatic sunset is your only goal, you are taking a gamble. If you see the sunset as one part of a coastal cruise, the value is stronger.
Timing for summer and winter

Summer departures generally run from 5:30 to 7 p.m. Winter departures run from 5 to 6:30 p.m. The exact timing is designed around sunset, so check the departure season when booking.
The advertised 90 minutes is approximate. Wind, waves, and water conditions can change the schedule. This flexibility is useful because the captain can adjust the ride to give you the best possible view and a comfortable return rather than treating the clock as fixed.
The time of year also affects what you might see. Winter can bring whales, while summer often offers longer evening light. Neither season guarantees wildlife or a clear sunset, but both have a good reason to go.
Comfort, group size, and sea conditions

The boat has shaded seating, clean restrooms, and enough room to move around. Those details matter more than they sound. A sunset cruise can feel long if you are exposed to sun, cannot find a seat, or have no restroom nearby. Here, you can make the ride as social or quiet as you like.
The maximum group size is 49 people. That gives you a proper excursion atmosphere rather than a private charter. The upside is a stable, roomy boat with a lively crew. The downside is that it will not feel secluded, especially on a full departure.
Wind can make the ride choppy. One sailing was notably windy, and the water felt rough enough that people prone to seasickness would need to take care. Families with small children should pay attention to the forecast, since calm conditions make the experience easier for everyone.
Most people can participate, but the beach transfer and steps onto the tender and catamaran require basic mobility. Children must have an adult with them, and alcohol service is limited to people age 21 and older. Families are welcome, though children may find the cruise less exciting if they are expecting a dedicated activity rather than a scenic boat ride.
The walk back after sunset

The walk back to parking deserves more attention than it usually gets. After the boat returns, it may be fully dark along parts of the beach and resort access route. Lighting has been described as poor near the beach club, making the path harder to follow.
Bring a phone with a charged battery and use its flashlight on the way back. This is a small tip, but it can turn an awkward finish into an easy one. Comfortable shoes are also useful for the walk, even though you remain barefoot on the boat.
Plan your evening around the return time. Because the cruise ends at the same meeting point and may run longer or shorter based on conditions, avoid booking a tight dinner reservation immediately afterward.
Who should book this cruise
I would recommend this sail to couples looking for an easy final evening, families with older children, and anyone who wants a scenic Big Island outing without a long day in the car. It also works well for a group because there is no bad seat on the catamaran, and the bar service gives everyone something to do between viewpoints.
You should consider a different activity if you dislike boats, get seasick easily, or need a guaranteed sunset. The tender boarding, barefoot rule, wind, and possible clouds are not serious problems, but they are part of the deal.
Book at least a few weeks ahead if your dates are fixed. This cruise averages about 26 days of advance booking, and sunset departures are a popular use of a Waikoloa evening. Confirmation arrives at booking, and cancellation is free up to 24 hours before the start time. Within 24 hours, changes and refunds are not accepted. If weather cancels the cruise, you can choose another date or receive a full refund.
Should you book the Waikoloa Signature Catamaran Sunset Sail?
Book it if you want a comfortable, social sunset on the water with a full bar, coastal scenery, live commentary, and a good chance of seeing wildlife. The crew service, smooth boarding help, shaded seating, and generous drinks make the $159 easier to justify.
Skip it if you want a quiet private sail, a guaranteed meal, or a sure-fire sunset. For most people staying in Waikoloa, though, this is a practical and memorable way to finish the day. Bring a flashlight, allow time to find the parking area, and let the sunset be part of the experience rather than the only reason for going.
FAQ
Where does the Waikoloa Signature Catamaran Sunset Sail depart?
The meeting point is on Waikoloa Beach Drive in the Waikoloa Beach Resort area. Boarding takes place from Anaehoomalu Bay, also called A-Bay.
How long does the sunset sail last?
The cruise lasts about 1.5 hours, though the actual time can range from 1.5 to two hours. Wind, weather, and water conditions can affect the schedule.
What time does the cruise depart?
Summer sailings generally run from 5:30 to 7 p.m. Winter sailings generally run from 5 to 6:30 p.m.
Is this a barefoot cruise?
Yes. You remove your shoes before boarding, and they are stored safely while you are on the boat.
How many people can fit on the catamaran?
The 53-foot catamaran has a maximum capacity of 49 travelers.
What drinks are included?
The bar includes tropical cocktails, beer, wine, soda, and juice. Nonalcoholic beverages are unlimited. You must be at least 21 to consume alcohol.
Is food included?
Light island-style snacks are included. Some sailings have also served teriyaki chicken with rice or a salad, but a full dinner is not guaranteed by the listed inclusions.
What happens if the weather cancels the cruise?
You will be offered an alternative date or a full refund if poor weather cancels the experience.
Can I cancel my reservation?
You can cancel up to 24 hours before the start time for a full refund. Cancellations or changes made less than 24 hours before departure are not accepted and are not refunded.
More Sunset Sailing Cruises in Big Island
- Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink
★ 4.9 · 3,114 reviews - 2 Hour Lisbon Sunset and Wine Sailing Tour
★ 5.0 · 2,680 reviews - Los Cabos Luxury Sunset Sail with Light Appetizers and Open Bar
★ 5.0 · 2,267 reviews - Funchal: Sunset Sailing Tour
★ 4.7 · 2,144 reviews
More Catamaran Sailing Trips in Big Island
- Kona Luxury Catamaran Yacht Snorkel & Sail
★ 5.0 · 40 reviews - Waikoloa Turtle Catamaran Snorkel Sail
★ 5.0 · 2 reviews - Malaga: Catamaran Sailing Trip with Sunset Option
★ 4.4 · 8,613 reviews - Valencia: Sailing Catamaran Cruise with Sunset Option and DJ
★ 4.1 · 4,270 reviews
Just added around Big Island
- Waikoloa Turtle Catamaran Snorkel Sail★ 5.0 · 2 reviews
- Afternoon Tradewind Sail from Waikoloa★ 5.0 · 10 reviews
- Kona Tradewind Catamaran Day Sail★ 5.0 · 42 reviews
- Kona Luxury Catamaran Yacht Snorkel & Sail★ 5.0 · 40 reviews
- Kona Deluxe Catamaran Whale Watch★ 4.5 · 55 reviews
- Hawaiian Sail and Snorkel in Kailua-Kona, Hawaii★ 5.0 · 10 reviews
- Kona Signature Catamaran Sunset Sail★ 5.0 · 218 reviews
- Afternoon Sail & Snorkel to the Captain Cook Monument★ 5.0 · 246 reviews
Catamaran Sailing Trips, side by side.

Sailing Catamaran Cruise with Sunset Option and DJ
Read our review →
Arusun Catamaran Sail with Snorkeling in Aruba
Read our review →
Dolphin Catamaran Snorkel and Sail with Open Bar
Read our review →
Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT
Read our review →



