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We price match all cruises we sell, ensuring you receive the best value even during discount periods or sales elsewhere. Your satisfaction, our guarantee!

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MAUI SUNSET SAILS

Experience the enchanting beauty of Maui’s golden hour with our Sunset Sails, an exquisite series of seafaring adventures curated for those seeking tranquility and luxury. Departing daily from the picturesque Ka’anapali Beach, these two distinct offerings promise an unforgettable escape from the hustle and bustle.
UNPARALLELED LUXURY

Our commitment to luxury goes beyond aesthetics, creating an environment of utmost comfort and enjoyment.

KNOWLEDGEABLE TEAM

Our team of knowledgeable professionals shares their passion and expertise, enriching your journey with valuable insights.

UNFORGETTABLE MOMENTS

Witness spinner dolphins, snorkel pristine reefs, and encounter humpback whales up close for truly unforgettable memories.

THOUGHTFULLY CURATED

Each adventure is thoughtfully designed to showcase Maui's marine wonders, from snorkeling to whale watching.

OUR SUNSET SAILS

HOLO HOLO SUNSET COCKTAIL SAIL

A romantic couple toasting to love during a Teralani sunset cruise
DATES: Daily
DEPARTURE: Daily - Daily - check in 30 mins. prior to departure time
LENGTH: 2 HOURS
Experience the ultimate getaway from the bustling Ka’anapali shores as you embark on our luxurious sailing catamaran directly from Ka’anapali Beach. Leave the world behind and step into a world of relaxation and luxury.
STARTS AT

$114.95

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KA'ANAPALI SUNSET DINNER SAIL

A couple clinking their glasses as they savor the Teralani sunset
DATES: Daily
DEPARTURE: Daily - check in 30 mins. prior to departure time
LENGTH: 2.5 HOURS
Embark on luxury with Teralani sailing and indulge in an unforgettable dinner at sea. Leave the loud, crowded restaurants of Ka’anapali behind as you step into a world of relaxation and luxury. Our Teralani catamarans conveniently leave directly from Ka’anapali Beach.
STARTS AT

$146.95

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PREMIUM KANIKAPILA DINNER SAIL

Four couples enjoying an exclusive Teralani sailing adventure on a private tour.
DATES: Tuesdays & Fridays
DEPARTURE: Tuesdays & Fridays - check in 30 mins. prior to departure time
LENGTH: 2.5 HOURS
Maui’s favorite dinner sail featuring live, local entertainment. Indulge in our Hawaii caught fresh fish and slow cooked braised beef short ribs for this unforgettable surf and turf dinner at sea. Upgraded open bar featuring local beer, wine and mai tais and tropical drinks.
STARTS AT

$164.95

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HOLO HOLO SUNSET COCKTAIL SAIL

A romantic couple toasting to love during a Teralani sunset cruise
DATES: Daily
DEPARTURE: Daily - Daily - check in 30 mins. prior to departure time
LENGTH: 2 HOURS
Experience the ultimate getaway from the bustling Ka’anapali shores as you embark on our luxurious sailing catamaran directly from Ka’anapali Beach. Leave the world behind and step into a world of relaxation and luxury.
STARTS AT

$99.95

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KA'ANAPALI SUNSET DINNER SAIL

A couple clinking their glasses as they savor the Teralani sunset
DATES: Daily
DEPARTURE: Daily - check in 30 mins. prior to departure time
LENGTH: 2.5 HOURS
Embark on luxury with Teralani sailing and indulge in an unforgettable dinner at sea. Leave the loud, crowded restaurants of Ka’anapali behind as you step into a world of relaxation and luxury. Our Teralani catamarans conveniently leave directly from Ka’anapali Beach.
STARTS AT

$129.95

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4TH OF JULY SAIL

A breathtaking scene on the open sea
DATES: Tuesday, July 4th | CHECK-IN: 5:30 pm
DEPART: 6:00 pm
RETURN: 9:00 pm
Relax and enjoy a delicious beverage as you embrace another breathtaking Maui sunset followed by some awesome Fireworks! Come join us and find out for yourself why this is one of Maui’s best activities.
STARTS AT

$189.95

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WHO WE ARE

At Teralani Sailing Adventures, we have been pioneers in luxury exploration since 1996, seamlessly blending the captivating beauty of Maui with unparalleled experiences. Our passion lies in crafting exceptional journeys that immerse you in the wonders of Maui’s waters and marine wildlife. With meticulous attention to detail and a dedication to excellence, we welcome you to join us aboard and embark on a voyage filled with enchantment and discovery.
a picturesque sunset on a Teralani adventure
A couple clinking their glasses as they savor the Teralani sunset
UNPARALLELED LUXURY

Our commitment to luxury goes beyond aesthetics, creating an environment of utmost comfort and enjoyment.

KNOWLEDGEABLE TEAM

Our team of knowledgeable professionals shares their passion and expertise, enriching your journey with valuable insights.

UNFORGETTABLE MOMENTS

Witness spinner dolphins, snorkel pristine reefs, and encounter humpback whales up close for truly unforgettable memories.

THOUGHTFULLY CURATED

Each adventure is thoughtfully designed to showcase Maui's marine wonders, from snorkeling to whale watching.

WHAT TO EXPECT

Our Sunset Sails promise an idyllic escape into the beauty of Maui’s coastline. With daily departures, convenient check-ins, and durations tailored to your preference, our catamarans are your gateway to a world of relaxation and luxury. Whether it’s the Sunset Cocktail Sail or the Ka’anapali Sunset Dinner Sail, expect breathtaking views, impeccable service, and moments that linger long after the sun has set.

FROM OUR CUSTOMERS

Guests rave about our Sunset Sails’ beauty, attentive crew, and the peaceful experience. Join us to discover why our 4th of July Sail is one of Maui’s best activities, blending a stunning sunset with mesmerizing fireworks for an unforgettable night.
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