Maui: Ka'anapali Luxury Sunset Cocktail Sail with Open Bar

4.7 (194 verified reviews)

Four friends toasting with white wine at a catamaran rail, green mountains behind

Crew hauling lines to raise a teal Teralani sail as guests watch

Teralani 3 and Teralani 4 catamarans under teal sails at sunset

Three women toasting with wine on a catamaran's trampoline net

Vegetable platter and wooden bowls of snacks on a counter aboard Teralani 4

About This Experience

This is the middle one of Teralani’s three Kāʻanapali sails: the evening drinks sail. The morning whale watch has a naturalist, and the dinner sail serves a full buffet. This trip offers sunset, passed appetizers and an open bar for about 2 hours on a sailing catamaran. You board from the beach, so plan to take your shoes off and wade a little to reach the steps.

The listing is clear about whales. From 1 November to 15 April the crew focuses on sailing at sunset, and it is not an official whale watch, even though it runs in whale season. You may well see blows from the deck, but the evening is planned around the sail. A 2020 reviewer had the opposite problem: the boat stayed with whales, and they had wanted an evening cruise along the coast. If whales are the point, book Teralani’s morning sail instead; see our review.

The menu in the listing includes a vegetable crudité platter with hummus, chipotle salsa, cheese and crackers, caprese skewers, teriyaki meatballs, edamame potstickers and coconut-crusted brownie pops. The open bar pours premium Hawaiian beer, wine, sparkling rosé, mai tais, vodka and rum with mixers, plus cane-sugar sodas, juices and water. You must be 21 or older to drink, and every guest needs a valid picture ID, so bring one for each person in your party, including anyone who will not be drinking.

Most reviewers rave about the crew and the sunset, and several name the captain and deckhands for refilling drinks and clearing plates. Lower-rated reviews say the appetizers were thinner than the menu suggests and the boat stayed in one area. Several also describe trips cancelled for weather or maintenance and slow refunds. Cancellation is free only up to 2 days before. It rates 4.7 from 194 reviews on GetYourGuide, from $135 per person.

Teralani sells the same sail on Viator as the Holo Holo Sunset Cocktail Sail, from $142 with 4.6 from 88 reviews. That listing says Outrigger parking is not included, and that stairs lead from the beach to the deck. For dinner in place of appetizers, see the Teralani dinner sail in our review.

Highlights

Sail along the West Maui coast as the sun goes down
Watch the crew haul up the sails once you clear the beach
Ocean views from every table on deck, as the listing puts it
Sails during whale season from November to April, though it is not a whale watch
A shorter, lighter evening than Teralani's 2.5-hour dinner sail

What's Included

✓ Chef-made appetizers and a brownie-pop dessert
✓ Open bar with Hawaiian beer, wine, sparkling rosé, mai tais, vodka and rum
✓ Cane-sugar sodas, tropical juices and filtered water
✓ About 2 hours of sailing at sunset
✓ Beach boarding at Kāʻanapali

Not Included

Gratuities for the crew
Hotel pickup and drop-off
Parking at the Outrigger resort, per the Viator listing
An official whale watch or naturalist

What to Bring

A valid picture ID for every guest
Shorts or a dress you can wade in, since shoes come off for boarding
A light layer for after sunset
A dry bag or zip bag for your phone
Cash or a card for crew tips

Good to Know & Caveats

From 1 November to 15 April this is a sunset sail, not an official whale watch. Any whales you see are a bonus.
You wade into the water to board and take your shoes off. Not suitable for wheelchair users.
Alcohol is served only to guests 21 and over, and all guests must carry a valid picture ID.
Teralani's Viator listing for the same sail says to check in 30 minutes early at the Aqualani beach kiosk at the Outrigger Kāʻanapali Beach Resort. Confirm on your voucher.
Some lower-rated reviews say the appetizers fell short of the listed menu.
Reviews mention trips cancelled for weather or maintenance and slow refunds. Cancellation is free only up to 2 days before.
The same sail is on Viator from $142 (4.6 from 88 reviews), compared with $135 here.

Not Suitable For

Wheelchair users

Meeting Point

Kāʻanapali Beach; Teralani's Viator listing of the same sail says to check in 30 minutes early at the Aqualani beach kiosk on the ocean side of the Outrigger Kāʻanapali Beach Resort, so confirm on your voucher.

What Travelers Say

Rated 4.7/5 by 194 verified GetYourGuide travelers.

Great time, we rebooked and went again. Gavin and the entire crew were great and a lot of fun! We all loved it.
— , 2026-09

The captain and the two gals on the boat were so sweet and considerate of everyone. They took such good care of the folks, refreshing drinks, picking up empty cups and plates and serving food. It was great.
— , 2026-08

Family of 8 and we had such a wonderful time! The sailing was smooth, the crew were awesome, the sunset perfect and the rainbows were the cherry on top! !
— , 2026-07

Frequently Asked Questions

Is the Teralani sunset cocktail sail a whale watch?

No. The listing says that from 1 November to 15 April the crew focuses on sailing during the sunset trip, and it is not an official whale watch, although it runs in whale season. You may see whales from the deck, but for a dedicated trip with a naturalist book Teralani’s morning whale watch.

What food and drinks are included?

Passed appetizers: crudités with hummus, salsa, cheese and crackers, caprese skewers, teriyaki meatballs, edamame potstickers and a brownie pop. The open bar has Hawaiian beer, wine, sparkling rosé, mai tais, vodka, rum and mixers, plus sodas, juices and water. Drinkers must be 21 or older.

Where do you check in for the Teralani sunset sail?

On Kāʻanapali Beach. The GetYourGuide listing names only Kāʻanapali. Teralani’s Viator listing of the same sail says to check in 30 minutes early at the Aqualani beach services kiosk on the ocean side of the Outrigger Kāʻanapali Beach Resort. Confirm on your voucher, since a past reviewer missed the boat over a wrong time.

Is it cheaper on GetYourGuide or Viator?

As of October 2026 it is from $135 per person on GetYourGuide (4.7 from 194 reviews) and from $142 on Viator, where it is called the Holo Holo Sunset Cocktail Sail (4.6 from 88 reviews). Compare the final totals and cancellation terms on your date.

Can children join the sunset cocktail sail?

The listing does not set a minimum age for the sail. It says alcohol is served only to guests over 21, and every guest must have a valid picture ID, so check with Teralani before booking for children. The boarding is through shallow water from the beach.

What happens if the sail is cancelled?

Reviewers describe some sails cancelled for weather or boat maintenance, and a few say refunds were slow, so keep your booking confirmation and contact GetYourGuide if a refund does not arrive. If you cancel yourself, it is free only up to 2 days before.