Teralani Sunset Cocktail Sail Maui: Open Bar from Ka'anapali Beach

Teralani Sailing Adventures

Ka'anapali Luxury Sunset Cocktail Sail with Open Bar

★ 4.7 (194) · from $135

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Prices and timetables checked 2026-10-17. This page contains affiliate links: I earn a commission on bookings, at no extra cost to you.

The Teralani sunset cocktail sail is a two-hour evening trip on a catamaran that boards straight from the sand at Ka'anapali Beach in West Maui, with an open bar and a run of appetizers while the sun sets. At $135 it costs $15 less than the same operator's dinner sail, and the drinks are the main event.

The detail that changes the decision is how you get on the boat. There is no dock: the listing says you wade into the water and take your shoes off to board, so wet legs are part of the booking. A reviewer also called the check-in chaotic, although she found everything afterwards well planned and well timed.

For other evening boats, see my Maui sunset cruises page, the sailing in Maui list or the boat tours in Maui hub, or go back to the Harbour Advisor home page.

What is the Teralani sunset cocktail sail from Ka'anapali?

It is a cocktail-hour sail on a catamaran, built around the drinks list and light food instead of a sit-down meal. The listing promises sea views from every seat and a 360-degree sweep of water, sunset and the West Maui Mountains.

Teralani Sailing Adventures runs it from the beach in front of Ka'anapali's resort strip. Reviewers describe a crew that clears cups, refills drinks and notices birthdays and anniversaries, and a captain who found wind for the sails and then headed back to calmer water.

• 2 hours on the water from beach to beach.
• Open bar: local Hawaiian beer, wine, sparkling rose, Mai Tais and spirits with mixers.
• Appetizers: crudites, salsa and cheeses, caprese skewers, teriyaki meatballs and potstickers.
• Soft options: cane-sugar soft drinks, juices and water.

Where does the Teralani sunset cocktail sail leave from?

Check-in is at the Aqualani activities kiosk, a booth on the beachfront path in front of the Outrigger Ka'anapali Beach Resort. The boat then loads from the beach, so you wade out, take off your shoes and climb aboard.

Teralani validates parking in the Outrigger lot at 2525 Ka'anapali Parkway, Lahaina, which brings the fee to $8 plus tax for up to six hours. A two-hour sail plus check-in fits well inside that limit; past six hours the lot's normal hourly price applies.

Start point: Outrigger Ka'anapali Beach Resort, 2525 Kaanapali Pkwy, Lahaina, HI 96761. The beach: Ka'anapali Beach, Maui.

What is the route, stop by stop?

The listing gives no stops, only a sail along the Ka'anapali coast with the West Maui Mountains behind you. The captain chooses the heading by wind and sunset position.

How long is it and when does it sail?

It lasts 2 hours, and the listing does not publish departure times, so the booking calendar is the only source. The sail is planned for the sunset, so pick a slot that ends after the sun goes down.

The table gives the sunset by month in Hawaii Standard Time, which does not change for daylight saving. Sunset moves by only 86 minutes across the year, from 5:46 PM in November to 7:12 PM in July.

As a rule of thumb, a slot that starts about 75 to 90 minutes before the sunset time puts the sun low in the sky around the middle of the sail. That is my planning estimate, not an operator figure. The listing says the tour sells out on most sailings, so book several days ahead in peak weeks.

What is on board and what is included?

The ticket covers the open bar, the appetizers, a dessert pop and gratuities, according to the listing. I could not check the tip rule against the operator's own website, so confirm it on your voucher.

The food is passed hors d'oeuvres plus a grazing table: vegetable platter with hummus, salsa with cheeses and crackers, mozzarella caprese skewers, teriyaki meatballs and a vegetarian edamame potsticker. Dessert is a coconut-crusted brownie pop. Several items are marked gluten-free or dairy-free in the listing.

• Included: open bar, appetizers, dessert pop, gratuities.
• Alcohol rule: guests must be over 21 and carry a valid photo ID.
• Non-alcoholic: soft drinks, juices and water.
• Vegetarian: several appetizers qualify; the meatballs do not.

• Not suitable for: wheelchair users, because of the beach boarding.
• Not included: parking, which costs extra at the Outrigger lot.
• Not stated: restroom facilities; ask the operator if that matters to you.

One reviewer says the boat handled choppy seas very well and that staff worked hard to deliver drinks to everyone. Another says it did not feel crowded.

How does it compare with the other Maui evening boats?

It is the mid-priced sunset sail in my Maui data, below the Teralani dinner sail and the Alii Nui sail, above the Sail Maui option. The right choice depends on whether you want a meal.

The two Teralani sunset boats cost nearly the same per hour, so the choice is drinks and snacks at $135 or a buffet at $169. The Alii Nui and PWF Eco ratings come from very few reviews, so I give them less weight.

Is the Teralani evening cocktail catamaran worth it against the other Maui sunset cruises?

For a drinks-led evening with friends, I'd book the Teralani sunset cocktail sail, and I'd step up to the dinner sail only if the sail is your evening meal. The open bar makes the $135 easier to justify than a boat that charges per drink.

The case against is the wet boarding and the check-in, which one reviewer called chaotic. The value sub-score is 4.7/5, equal to the guide and transportation scores, which suggests guests felt the price matched the evening.

November through April is when visitors can see whales from shore and at sea in Hawaii, says the national marine sanctuary.

That window overlaps with the winter sunset sails, and reviewers on the sister dinner sail mention whales. The federal rule is a minimum of 100 yards from a humpback, so do not count on a close view.

When is the best time to go?

May to September has the latest sunsets and the warmest sea, and November to April adds whales. Weather matters less than the wind, since a sail needs some, and a calm evening means more motoring.

West Maui afternoon highs range from 79°F in winter to 87°F in August. The sea off Ka'anapali stays between 25 and 28°C all year, so the wade-in is never cold. Wave height averages 0.8 to 1.1 m, a touch higher than the south coast.

Check the National Weather Service Honolulu marine forecast for the day, since a high swell can change the loading arrangements.

What do passengers say?

The pattern is praise for the crew and the vibe, with one comment on check-in. The sample I can read is all five-star, and the provider answers many reviews by name, so I weigh the 4.7/5 average heavily.

• Crew: captain and deckhands are named in several reviews.
• Sunset and rainbows: rainbows over the mountains are mentioned more than once.
• Drinks and snacks: described as plentiful, with passes throughout the sail.
• Occasions: a honeymoon, birthdays and a wedding-day send-off are all recognised.
• Check-in: one reviewer found it chaotic.

The GetYourGuide sub-scores are 4.7 for the guide, 4.7 for transportation and 4.7 for value for money.

Who should skip it?

Skip the Teralani sunset cocktail sail if you use a wheelchair, hate wet feet, or want a real dinner. The listing says it is not suitable for wheelchair users, and boarding means wading into the sea.

• Wheelchair users: not suitable, per the listing.
• Hungry diners: the Teralani dinner sail serves a buffet.
• Whale chasers: in season, pick the Maui whale watching trips.
• Non-drinkers: you pay for an open bar you will not use.

The hub page lists the other options by type.

How do you book the Teralani sunset cocktail sail?

Frequently asked questions

Sources: GetYourGuide listing 22717 (operator details, menu, parking, boarding); NOAA Hawaiian Islands Humpback Whale National Marine Sanctuary; NOAA Fisheries humpback whale; National Weather Service Honolulu; Open-Meteo, sunrise-sunset.org and Nager.Date APIs.