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Gemini Sailing Charters · Ka'anapali

Ka'anapali sunset dinner sail

Two hours on Gemini, a 64-foot catamaran that sails from Ka'anapali Beach, timed for sunset with dinner and drinks on board. Pick it to end an off-road day clean and calm: nothing to drive, no dust, and kids pay less.

Ka'anapali Beach Sunset Dinner Sail

About this experience

Gemini Sailing Charters checks you in on the lawn between Leilani's and Ulu Kitchen on Ka'anapali Beach, 30 minutes before the boat leaves. Park at Whalers Village and bring the parking ticket on board for a four-hour validation sticker. Gemini's Hawaii Tourism listing describes the boat as a 64-foot catamaran that sails daily from Ka'anapali Beach. Boarding is from the sand: guests mention walking into the waves, so wear shorts.

The listing promises dinner with chicken, short ribs and more, and a wide menu of cocktails, wine, beer and soft drinks; you need ID and must be 21 to drink. One guest describes drinks from the start, dinner on the way back, and the boat slowing near shore for the sunset. Others saw dolphins or flying fish. A photographer on board is mentioned too.

Mixed notes, honestly: reviews of the food range from "delicious" to "ok", one guest found the boat a bit crowded, and seasickness comes up more than once. Take something for it if you need to. The Ship's Store takes cash or card.

  • Two hours off Ka'anapali at sunset
  • Dinner with chicken and short ribs
  • Cocktails, wine and beer for guests 21 and over
  • Youth and child rates
  • Validated parking at Whalers Village

How the day runs

  1. 30 min beforeCheck in on the lawn

    Between Leilani's and Ulu Kitchen at 2435 Kaanapali Parkway, with your Whalers Village parking ticket.

  2. BoardingWade out to the boat

    The catamaran loads from the beach; the crew helps you on board.

  3. First hourDrinks along the coast

    One guest reports drinks starting right away once the boat is under way.

  4. Toward sunsetDinner

    Dinner is served on board; one guest describes it coming out as the boat circled back toward shore.

  5. After 2 hoursSunset and back to the beach

    The boat slows near shore for the sunset, then lands where you started.

A catamaran anchored off a Ka'anapali beach

What's included

Included

  • Two-hour sunset sail from Ka'anapali Beach
  • Dinner, including chicken and short ribs
  • Alcoholic drinks for guests 21+, and soft drinks
  • Four-hour parking validation at Whalers Village

Not included

  • Ship's Store purchases (cash or card)
  • Dry trousers: boarding is through the shallows
  • A whale watch: Gemini sells its whale watches separately, in season

Who it suits

Book it if

  • You want an easy evening after a dusty day
  • You're travelling with kids or teens (lower rates)
  • You're staying in Ka'anapali and don't want to drive
  • You'd like a sunset with a drink in hand

Skip it if

  • You get badly seasick
  • You want a gourmet dinner: guests rate the food anywhere from great to ok
  • You want island-hopping: the sail stays off the Ka'anapali coast
  • You'd rather be on land: try the waterfall horseback ride

What guests say

★★★★★

This was the PERFECT way to see a Maui sunset...not to mention a beautiful view of the island! The crew was fantastic and the food was delicious too. Definitely recommend this to everyone! If you deal with motion sickness...take your dramamine!

Marlena_N · Sep 2026
★★★★★

The crew was outstanding! They were all very friendly and accommodating. Boat was very clean and spacious. We even saw many dolphins during the excursion. Food and Drinks were great. Highly recommended!

Jack_B · Jul 2026
★★★★★

Overall an excellent experience! We got a little rain but plenty of room inside when needed. And we saw rainbows, magical!

Carissa_M · Jul 2026
★★★★★

This was an amazing activity. The food was good, open bar and a great staff. [...] Take your phones and /or cameras. There will be plenty of opportunities for picture and videos. They have an onboard cameraman if necessary.

Oscar_H · Jul 2026

Tips before you book

  • Wear shorts and bring a light jacket: boarding is through the water and evenings on deck can be breezy.
  • Prone to seasickness? Take medication before you board.
  • Tell the crew about food allergies or restrictions when you book.
  • Bring your Whalers Village parking ticket to the boat for validation.
  • Bring ID if you plan to drink: alcohol is for guests 21 and over.

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Frequently asked questions

Where does the Ka'anapali sunset dinner sail leave from?

From Ka'anapali Beach. Check in on the lawn between Leilani's and Ulu Kitchen (2435 Kaanapali Parkway) 30 minutes before departure.

What is for dinner on the sunset sail?

The listing names chicken and short ribs among the dishes. Tell the crew about allergies or restrictions in advance.

Can kids come?

Yes. There are youth (13 to 17) and child (3 to 12) rates, lower than the adult price. Alcohol is served only to guests 21 and over.

Where do you park?

At Whalers Village Shopping Center. Bring the parking ticket to the boat for a four-hour validation sticker.

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A sunset sail from Ka'anapali Beach with dinner on board.

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A sunset sail from Ka'anapali Beach with dinner on board.

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