Reviewed · CRUISES & BOAT TOURS

Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast

★ 5.0 · 236 reviews 2 hours (approx.) From $34 Operated by Moana Sailing Co. · Bookable on Viator
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The best part of Moana’s Swim’n’Sail is the simple escape it offers: within minutes, Waikiki’s packed beach gives way to open water, sea air, and a broad view of Diamond Head. You can jump off the catamaran for a swim or stay dry and enjoy the ride.

I like the two-hour length, which fits neatly into an afternoon, and the friendly, hands-on crew. The boat carries up to 47 people, so this is not a private sailing trip, but it is small enough to feel more personal than a large harbor boat. The main consideration is that this is a cocktail cruise with swimming, not a snorkeling tour. Music, waves, and paid drinks may not suit everyone.

Key points at a glance

Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast - Key points at a glance

  • Sails from Kewalo Basin Harbor at 2 pm: Allow extra time to find the exact dock and do not arrive late.
  • Heads toward Diamond Head: You get open-water views of Waikiki, the coast, and Diamond Head State Monument.
  • Includes a swim stop: Float belts are available, and you choose how much time to spend in the water.
  • Cocktails cost extra: Alcoholic drinks are available to buy, while lunch is not included.
  • Works for mixed-age groups: Children as young as four and six were described enjoying the water, while adults can simply relax on board.
  • Popular and highly rated: The experience has a 4.9 rating from 236 reviews, with 97 percent recommending it.

Leaving Waikiki behind by catamaran

Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast - Leaving Waikiki behind by catamaran

Moana’s Swim’n’Sail is a good answer to a common Honolulu problem: you want to enjoy the ocean, but you do not want to spend another afternoon squeezed onto Waikiki Beach. The catamaran carries you away from the sand and traffic, giving you a moving seat for views of Honolulu’s shoreline.

The trip lasts about two hours. That is long enough to feel like a real outing, but short enough to fit around sightseeing, lunch, or an evening plan. I especially like this timing for a first or last full day in Honolulu, when you may not want to commit to a six-hour boat trip.

The mood is casual. You can sit back, talk with the crew, order a drink, take pictures, or get into the water. This is not a formal sailing lesson, and it is not built around a packed schedule of stops. The pleasure comes from the open water, the breeze, and the chance to see Waikiki from a different angle.

The boat leaves at exactly 2 pm, so plan accordingly. Finding the right part of Kewalo Basin Harbor can take longer than expected, and the exact slip may not be obvious. Use the stated meeting point at 1125 Ala Moana Boulevard and arrive early enough to locate the dock without a last-minute dash.

More boat trips around Oahu:

What the route toward Diamond Head gives you

Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast - What the route toward Diamond Head gives you

The catamaran sails from Kewalo Basin Harbor along the Waikiki coast toward Diamond Head. The route puts the city behind you and opens views toward the shoreline, beach, and volcanic crater.

Diamond Head State Monument is the visual anchor of the ride. From the water, the crater has a different character than it does from the hiking trail. You are not climbing it on this outing, but you get a clear coastal perspective as the boat passes by before turning back toward the harbor.

The ride itself can vary with the wind. On a breezy day, the sailing feels more active and exciting. At other times, the boat may feel calmer, with more time for conversation and photos. The water can also become bumpy, so I would not choose this trip if you are very prone to seasickness.

Bring a phone or camera, but keep a firm grip. The crew may help take photos, and Diamond Head makes an excellent backdrop. You can also look back toward Waikiki and see the beach from the water instead of from the hotel strip.

Marine life is possible, but not guaranteed. People have seen dolphins, sea turtles, humpback whales, and plenty of fish on different trips. The crew has even adjusted the boat’s position so people could watch dolphins and take pictures. Still, this is not a dedicated wildlife excursion, so book it for the sailing and swimming first, and treat animal sightings as a bonus.

The swim stop in clear Waikiki water

Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast - The swim stop in clear Waikiki water

The swim is the most distinctive part of the outing. Instead of stopping at a developed beach, you can get into the ocean directly from the catamaran and float in clear water off Waikiki.

You decide how much, or how little, you want to swim. That flexibility matters. Confident swimmers can jump in and spend time in the water, while anyone who prefers to stay dry can remain on the boat and enjoy the view.

Float belts are supplied, which helps if you want support in the water. A crew member may also assist children or nervous swimmers as they enter. That makes this a better fit for a family with mixed comfort levels than a trip that expects everyone to swim independently.

The tour is not advertised as a snorkeling experience. Snorkel equipment is not provided, and snorkel equipment was not permitted on at least one reported outing. If your priority is identifying reef fish underwater, choose a dedicated snorkeling trip instead.

You should also expect a natural ocean setting, not a swimming pool. Conditions can be windy or choppy, and the boat will move with the water. Take care when entering and exiting, follow crew instructions, and remember that you can enjoy the trip without getting wet.

For children, the swim can be the highlight. Young children were described enjoying the water, and the crew helped one child who wanted to enter while a parent was hesitant. Even so, adults remain responsible for supervising children, and you should judge the conditions on the day.

Cocktails, music, and the onboard mood

Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast - Cocktails, music, and the onboard mood

Alcoholic drinks are available for purchase, but they are not included in the $34.99 ticket. Water is available, and lunch is not part of the experience. The drinks have been praised for being tasty and affordable, with pineapple-based drinks appearing as a favorite.

That pricing makes the base ticket attractive. At $34.99 per person, you are paying for a two-hour boat ride, a swim opportunity, the coastal views, onboard restroom, and the crew’s service. You then decide if you want to spend more on cocktails. If you skip alcohol, this remains a reasonably priced way to get on the water.

The social atmosphere is part of the package. The all-women crew has received repeated praise for being friendly, helpful, and professional. The crew has been described as easy to talk with, attentive during birthdays, and willing to take pictures. Several people felt comfortable asking for help, which matters on a boat where some passengers may be nervous about swimming.

Music plays during the cruise. Many people like the relaxed, upbeat setting, but not everyone does. If you want quiet sailing and the sound of wind and water, the music may distract you. One useful point is that the crew has indicated music can be adjusted upon request, so you can ask politely if the volume is not working for you.

The overall mood suits birthdays, couples, families, and friends. It can be a low-key celebration without the cost of a private charter. One family even used the trip as a gift, which makes sense: it feels more memorable than buying another physical souvenir, while remaining affordable.

Same island, a completely different kind of day:

How crowded will the boat feel?

Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast - How crowded will the boat feel?

The maximum group size is 47 people. That is not an intimate sail for two, and you should not expect a silent or private experience. Still, the boat is much smaller than a large sightseeing vessel, and the layout gives you choices about where to sit, stand, swim, or take pictures.

The size also explains why the cruise can work for different kinds of people at once. One person can enjoy a cocktail and conversation, another can swim, and a child can watch for marine life. The crew has enough access to help people without turning the outing into a tightly managed group program.

The experience is especially well suited to a younger crowd and to families with children. It is also a comfortable choice for adults who want an ocean activity without spending a full day at sea. Couples can use it as a relaxed afternoon date, while solo passengers have an easy setting for meeting people and chatting with the crew.

If you want a quiet private sail, a luxury yacht, or a serious sailing lesson, this is not the right product. The word cocktail in the name is important. This is a social ocean outing with drinks and music, not a wilderness trip.

Practical advice before you go

Wear a swimsuit or clothes that can handle spray. Sandals are the safest footwear choice because shoes may not be permitted on board and may not be taken with you. This is one of those details worth knowing before you reach the harbor.

Arrive early. Kewalo Basin Harbor is close to major Honolulu roads and public transportation, but locating the exact boarding area can take time. Do not rely on reaching the harbor at 1:59 pm. The boat has been reported to leave right at 2 pm.

Bring sun protection, though specific equipment is not listed as supplied. You should also bring a towel or a change of clothes if you plan to swim, unless your accommodation is close enough for you to manage without one. Keep valuables limited, especially if you will be moving between the deck and the water.

A moderate level of physical fitness is recommended. You need to board the catamaran, move around the deck, and manage the swim ladder or entry point. The crew can assist, but the tour is not described as accessible for people who cannot manage those movements.

If you get seasick, think carefully before booking. Wind and waves can make parts of the trip bumpy. A calm day may feel gentle, but ocean conditions can change, and the catamaran is still a boat in open water.

The reservation comes with a mobile ticket and confirmation at booking. Cancellation is free up to 24 hours before the start time for a full refund. Inside that window, changes and refunds are not accepted. Poor weather or failure to meet the minimum number of passengers can lead to cancellation, in which case you are offered another date or a full refund.

What the $34.99 price really buys

Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast - What the $34.99 price really buys

The price is the strongest argument for this cruise. At $34.99, you get a two-hour catamaran outing rather than simply paying for access to a crowded beach. The cost includes fees, taxes, and use of the onboard restroom.

It is particularly good value if you want a short activity with several options built in. You can swim, watch the coast, look for marine life, socialize, or do almost nothing while the boat moves along. That flexibility means you are not paying for a long itinerary filled with activities you may not want.

The price becomes less simple once you add drinks. Alcohol is extra, and there is no lunch. A cocktail or two can raise the total, so budget for that separately. Still, you are not required to buy anything beyond the ticket.

For a birthday or a family gift, the outing offers a strong balance of cost and memory. You get a special setting, photos with Diamond Head, and time in the ocean without paying for a private boat. For a person who wants snorkeling gear, a meal, or guaranteed whale watching, the value will be weaker because those are not the focus here.

Who should book this Waikiki sailing trip?

I would recommend Moana’s Swim’n’Sail to you if you want an affordable way to get out on the water, especially if you like having choices. You can swim without committing to a full water-sports day, or stay aboard without feeling that you missed the point.

Families can benefit from the flexible format, provided children are supervised and everyone is comfortable with the boat. Couples and friends get a pleasant setting for drinks and photographs. Solo passengers can enjoy a structured afternoon without needing to organize a private activity.

I would be cautious if you dislike music, alcohol-centered outings, or moving boats. I would also steer you elsewhere if snorkeling is your main goal. The tour description is clear about the cocktail-and-swim format, so expectations matter more here than physical difficulty.

Should you book Moana’s Swim’n’Sail?

Book it if you want two hours of ocean time for a reasonable price, with Diamond Head views, a possible swim, and a friendly crew. The 4.9 rating from 236 reviews and 97 percent recommendation rate match the experience’s strongest points: helpful service, clean surroundings, good drinks, family-friendly flexibility, and a relaxed setting.

Skip it if you want a quiet sail, a private boat, included food, or a true snorkeling trip. Arrive early at Kewalo Basin Harbor, wear sandals, expect some bumps, and remember that dolphins, turtles, and whales are possible sightings rather than promises. With those expectations, this is one of the easier ways to trade Waikiki’s crowded sand for open water without giving up half your day.

FAQ

Where does Moana’s Swim’n’Sail depart from?

The cruise departs from Kewalo Basin Harbor at 1125 Ala Moana Boulevard, Honolulu, Hawaii 96814.

What time does the cruise start?

The stated start time is 2 pm. The boat may leave on time, so arrive early enough to find the correct dock.

How long is the experience?

The cruise lasts approximately two hours and ends back at the meeting point.

How much does the cruise cost?

The listed price is $34.99 per person.

Is swimming included?

Yes. The cruise includes the opportunity to swim from the catamaran in the water off Waikiki. Float belts are supplied.

Is snorkeling equipment included?

No. This is not a snorkeling tour, and snorkeling equipment is not provided.

Are drinks included in the ticket?

No. Alcoholic drinks are available for purchase separately. Water is available, and lunch is not included.

How many people can join the cruise?

The maximum group size is 47 people.

Can I cancel for a refund?

You can cancel at least 24 hours before the start time for a full refund. Cancellations or changes made less than 24 hours before departure are not accepted, unless the operator cancels because of poor weather or an unmet minimum number of passengers.

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