SUNSET SAILS

Maui - Sunset Sails

Sunset sails are a beloved activity on Maui, offering a magical experience as you glide along the coastline, basking in the warm glow of the setting sun. Here's what you can expect from a Maui sunset sail: Scenic Beauty: The See more...

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Gungho Sailing Private Sunset Sail

Gungho Sailing Private Sunset Sail in Hawaiʻi

Gungho Sailing offers private sunset sails on Maui, providing an exclusive and romantic experience on the water. These private charters feature stunning views of the Maui coastline during sunset, with opportunities to spot marine life and enjoy the tranquil ocean setting. Guests can relax on a luxurious sailboat while taking in the breathtaking scenery, making it a perfect choice for couples or small groups seeking a personalized sunset sailing adventure.

Maui Custom Charters – Private Sunset Charter

Maui Custom Charters – Private Sunset Charter in Hawaiʻi

Maui Custom Charters offers private sunset departures from Maalaea aboard sailing yachts, sailing catamarans and powerboats. The vessel determines the passenger limit and whether sailing is part of the outing. Compare each charter's duration, refreshments and boarding arrangements, then confirm the selected boat's capacity and available dates directly with the operator.

Maui's Best Private Sunset Sailing Charter
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Trilogy Kaanapali Sunset Sail

Trilogy Kaanapali Sunset Sail in Hawaiʻi

Trilogy's Kaanapali sunset outing pairs a shared catamaran trip with appetizers and drinks. Its Maalaea departure and adults-only Captain's Sunset Dinner Sail are separate choices; do not assume the cocktail sail includes a full dinner. Check the selected departure, boarding instructions, inclusions and available dates before booking.

Alii Nui Sunset Sail

Alii Nui Sunset Sail in Hawaiʻi

Alii Nui lists a sunset cocktail outing and a separate adults-only dinner experience from Maalaea. The selected vessel and seasonal arrangement matter: do not assume every evening departure includes sailing under raised sails. Compare meal and drink inclusions, age rules and the actual boat, then check current details and available dates before booking.

Luxury Alii Nui Royal Sunset Sail in Maui
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3 Hours Guided Koa Kai Snorkel Adventure & Sunset Combo
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Alii Nui Makani Cocktail Sunset Sail
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Sea Maui

Sea Maui in Hawaiʻi

Sea Maui offers a sunset cocktail outing with appetizers and a separate dinner sail, both using beach-loading catamarans at Kaanapali. Live music is advertised on selected cocktail-sail dates rather than every departure. Choose between a full meal and lighter refreshments, then confirm boarding requirements, inclusions and the current schedule for that package.

Original Sunset Cruise with Open Bar from Ka’anapali Beach
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Premium Sunset Sail from Ka’anapali Beach
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Gemini Sunset Sail

Gemini Sunset Sail in Hawaiʻi

Gemini's assessed sunset dinner sail is a shared catamaran outing from Kaanapali Beach with food and drinks. Its published dinner-sail season runs April 16 through December 14; confirm the current schedule for your travel dates. Beach boarding is part of the experience, so check participation requirements and the selected package before booking.

Sail Maui

Sail Maui in Hawaiʻi

Sail Maui lists distinct sunset catamaran experiences aboard Akialoa, Paragon and Alihilani, with Maalaea and Lahaina departures among its options. Choose the specific vessel and departure rather than treating every sunset sail as the same trip. Confirm that package's refreshments, boarding location, duration and available dates on the current booking page.

Alihilani Sunset Sail from Ma'alaea Harbor
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Makena Coast Charters

Makena Coast Charters in Hawaiʻi

The assessed Makena Coast Charters sunset option departs Maalaea aboard Winona, with appetizers and an open bar. This is not a promise of a full dinner or a Makena departure. Winona also sells bookings under its own brand, so compare the vessel and itinerary to avoid booking the same underlying trip twice. Confirm current inclusions and available dates.

Sunset Sail on a Small Charming Hawaiian Catamaran Maalaea Harbor
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Polynesian Sunset Sail and Dinner Cruise in Maui
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Kai Kanani Adventure Sunset Sail

Kai Kanani Adventure Sunset Sail in Hawaiʻi

Kai Kanani's Adventure Sunset Sail is a South Maui catamaran outing with appetizers and an open bar in the assessed package. It boards at Maluaka Beach in Makena, so beach-entry requirements matter when deciding whether it suits your group. Confirm the current boarding instructions, inclusions, schedule and available dates before booking.

Pride of Maui

Pride of Maui in Hawaiʻi

Pride of Maui's evening trip is a powered sunset dinner cruise from Maalaea, with a buffet, open bar and Hawaiian hula entertainment in the assessed package. Choose it for dinner and entertainment on the water, not for sailing under sail power. Confirm the current menu, boarding requirements and available dates before booking.

Maui Sunset Luau Dinner Cruise from Ma'alaea Harbor aboard Pride of Maui
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Pacific Whale Foundation

Pacific Whale Foundation in Hawaiʻi

PacWhale Eco-Adventures, the operator associated with Pacific Whale Foundation, lists sunset sailing outings and separate powered dinner cruises. Select the experience that matches your preference for sailing, drinks or a full meal. Departure harbor, age restrictions and inclusions vary by product; confirm those details and available dates on the selected booking page.

Sunset Sail from Ma'alaea Harbor
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Quicksilver Sunset Dinner Cruise

Quicksilver Sunset Dinner Cruise in Hawaiʻi

Quicksilver's sunset dinner outing uses a motorized, double-decker catamaran departing from Maalaea. The assessed package includes a choice of entrees and drinks; it is a powered cruise, not a sailing excursion. Review current meal choices and inclusions, and use the check-in location and departure time on your selected booking voucher.

Hawaii Nautical

Hawaii Nautical in Hawaiʻi

Hawaii Nautical's Amore sunset experience uses a luxury powerboat from Maalaea for a small group of up to six guests. A small passenger limit does not mean a private charter; private arrangements are a separate option. Confirm whether your selected booking is shared or private, along with its refreshments, duration and available dates.

2 hour Maalaea Luxury Powerboat Sunset Cruise Exclusive 6 Guests
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Maui Sunset Sails

Sunset sails are a beloved activity on Maui, offering a magical experience as you glide
along the coastline, basking in the warm glow of the setting sun. Here's what you can
expect from a Maui sunset sail:

Scenic Beauty:

The coastline of Maui is stunning at any time of day, but it becomes even more
enchanting during sunset. As the sun dips toward the horizon, the sky transforms into a
canvas of vivid colors, ranging from fiery oranges and reds to soft pinks and purples.
The silhouettes of the West Maui Mountains or the slopes of Haleakala provide a
picturesque backdrop to the unfolding scene.

Appetizers and Spirits:

All sunset sails will serve Hawaiian ‘pupus’ (appetizers) and generally mixed drinks,
beer, and wine.

Tranquil Atmosphere:

As the strong afternoon winds subside, the ocean becomes calm, creating a serene
environment for your sunset sail. The gentle breeze and gentle swell of the water add to
the peaceful ambiance, allowing you to relax and take in the beauty of the moment.

Green Flash:

If you're lucky, you may witness Maui's famous "green flash" as the sun dips below the
horizon. This optical phenomenon occurs when the last sliver of the sun's disk appears
to briefly flash green just before disappearing from view.

Moonrise:

In addition to the spectacular sunset, you might also have the opportunity to witness the
moonrise over the horizon. Seeing the full moon emerge from an enchanted valley adds
an extra touch of magic to the evening and serves as a beautiful omen for future visits
to Maui.

Variety of Vessels:

Sunset sails depart from Maalaea Harbor and Kaanapali, offering a variety of vessels to
choose from, including catamarans, sloops, schooners, and power vessels. Each boat
provides a unique experience, but regardless of the vessel, you're guaranteed an
unforgettable evening on the water.

In summary, a Maui sunset sail offers a perfect blend of natural beauty, tranquility, and
romance, making it a must-do activity for visitors looking to immerse themselves in the
island's charm and allure.

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