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Teralani Sailing Adventures travelers choice 2026

Teralani Sailing Adventures

Maui’s Best Sailing Cruises and Tours

Discover Maui with Luxury Snorkel Tours, Sunset Sails, & Whale Watch Tours

Explore Maui’s breathtaking marine world in unmatched luxury with Teralani Sailing Adventures. Join us for curated, unforgettable journeys across azure waters.

Sailing Charters

Sail in Luxury

When it comes to experiencing the beauty of Maui’s waters in true style, look no further than our luxury Teralani Charters. Whether you’re seeking adventure, relaxation, or an unforgettable wildlife encounter, our exclusive offerings ensure you’ll make cherished memories. Join us for our top-rated snorkel tours, sunset sails, whale watch tours, and more. Here’s a glimpse of what our best charters have to offer:

SNORKEL SAILS

SUNSET SAILS

DOLPHIN WATCH

WHALE WATCH

FEATURED EXPERIENCES

PREMIER SNORKEL SAIL

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DATES: Daily
DEPARTURE: 9:30 am (Check-in 9:00 am)
RETURN: 2:30 pm
STARTS AT

$169.95

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
STARTS AT

$114.95

CLASSIC WHALE WATCH

playful dolphin's swift, captivating jump
DATES: December 15 – April 15 (Daily)
DEPARTURE TIMES: 7.30 am ~ 10:00 am
LENGTH: Approx. 2 hours
STARTS AT

$94.95

Private Sailing Charters

Your Exclusive Maui Adventure

Departing from the World Famous Ka’anapali Beach on Maui, Teralani’s fleet of state-of-the-art sailing catamarans is sure to exceed your expectations. Teralani Sailing is proud to offer exclusive private charters, designed to provide a luxurious experience and conform to your style of adventure.

BEST FOR:

2-HOUR CHARTERS START AT $3,700
SNORKEL CHARTERS START AT $6,200
EVENING CHARTERS START AT $5,700
ASH SCATTERING CHARTERS START AT $1,500
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WHO WE ARE

Teralani Sailing was born from a dream on the shores of West Maui. In the early days, our founder Mike worked as a beach attendant, setting up cabanas for sunbathers along the sands of Kaʻanapali. Each morning, as he watched the catamarans launch into the turquoise waters, he imagined creating something of his own—not just a sailing company, but an experience that captured the breathtaking beauty and spirit of Maui.
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UNPARALLELED LUXURY

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

THOUGHTFULLY CURATED

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

KNOWLEDGEABLE TEAM

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

UNFORGETTABLE MOMENTS

Witness face to fin wildlife encounters, snorkel pristine reefs, and encounter humpback whales up close for truly unforgettable memories.

CULINARY EXCELLENCE

Indulge in culinary delights that perfectly complement the beauty of the surroundings.

TAILORED FOR YOU

Whether a private charter or group adventure, our experiences are tailored to your preferences.

TERALANI SAILING FLEET

Teralani’s fleet is a perfect on-water venue if you are getting married, holding a corporate event, or just looking to spend some quality time with your friends and family, let our luxury sailing catamarans and our professional and friendly staff help create unforgettable memories that are sure to last a lifetime.

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Proud Partner of REVO sunglasses

All guests receive 20% off REVO sunglasses purchase at any Aqualani Kiosk on Ka’anapali Beach with a Teralani Sailing Adventures booking confirmation.