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Sailing in Maui

Average traveler rating of these tours: 4.8 2,374 reviews Free cancellation on most experiences

Our top 3 of 14 experiences

Maui Sunset Sail on Catamaran: 'Alihilani with Open BarOur pick
Maui Sunset Sail on Catamaran: 'Alihilani with Open Bar ★ 4.94 (230 reviews) Duration: 2h 30m Every day · 16:00 Live guide EN
from · per person US$ 127
Maui: Sunset Cocktail Sail with Open Bar & Pau Hana VibesShortest
Maui: Sunset Cocktail Sail with Open Bar & Pau Hana Vibes ★ 4.76 (104 reviews) Duration: 2h Every day · 16:00 Live guide EN
from · per person US$ 169
Maui Molokini Crater Snorkel Sail & Buffet LunchAlso recommended
Maui Molokini Crater Snorkel Sail & Buffet Lunch ★ 4.85 (224 reviews) Duration: 5h Every day · 07:30 Live guide EN
from · per person US$ 221

Sailing in Maui at a glance

Price per person across the 14 options priced per person: US$ 110–US$ 318 (median US$ 169). With 100+ reviews: 10 of 14.

Of the 14 options: 13 with live guides in English, 14 with free cancellation, 13 with instant confirmation, 13 kid-friendly and 12 bookable last-minute.

How we rank: quality, number of reviews, availability, booking conditions and relevance to the topic. In the comparison table, our top 3 comes first. Price per person.

Sailing in Maui

14 options
Maui Sunset Sail on Catamaran: 'Alihilani with Open Bar
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Our pick
Maui Sunset Sail on Catamaran: 'Alihilani with Open Bar Maui sunset catamaran sail aboard 'Alihilani with open bar, appetizers, and views of Lāna'i and Moloka'i. Whale watching Dec–Mar. Boarding 30 min before departure. Every day · 16:00 · All ages ★ 4.94 (230 reviews) Duration: 2h 30m Live guide: EN ✓ Free cancellation. from US$ 127 per person
Maui: Molokini & Turtle Town Luxury Catamaran Snorkel
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Travelers' pick · Likely to sell out
Maui: Molokini & Turtle Town Luxury Catamaran Snorkel Snorkel Molokini Crater & swim with green sea turtles aboard ʻElua. Breakfast, lunch, open bar included. Small groups, 40+ years local expertise. Every day · 06:30 · From age 4 ★ 4.96 (661 reviews) Duration: 5h Live guide: EN ✓ Free cancellation. from US$ 318 per person
Maui Molokini Crater Snorkel Sail & Buffet Lunch
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Also recommended
Maui Molokini Crater Snorkel Sail & Buffet Lunch Feel the ocean breeze as you sail from Mā’alaea Harbor to Molokini Crater, snorkel with tropical fish, enjoy a buffet lunch, and relax with local crew. Every day · 07:30 · All ages ★ 4.85 (224 reviews) Duration: 5h Live guide: EN ✓ Free cancellation. from US$ 221 per person
Maui: Catamaran Snorkel & Taco Bar with Turtle Sightings
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Travelers' pick
Maui: Catamaran Snorkel & Taco Bar with Turtle Sightings Snorkel with Hawaiian green sea turtles on a 65' catamaran, then build tacos at the onboard bar. Gear, lunch & drinks included. Mid-morning departure. Every day · 11:00 and 13:00 · All ages ★ 4.70 (181 reviews) Duration: 3h Live guide: EN ✓ Free cancellation. from US$ 169 per person
Snorkeling Maui: Molokini Crater & Turtle Town with Sailing
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Excellent quality
Snorkeling Maui: Molokini Crater & Turtle Town with Sailing Snorkel Molokini Crater and Turtle Town on Maui with chef breakfast, full lunch and open bar aboard a 65-foot catamaran. Every day · 07:00 · All ages ★ 4.91 (138 reviews) Duration: 5h Live guide: EN ✓ Free cancellation. from US$ 269 per person
Maui: Sunset Cocktail Sail with Open Bar & Pau Hana Vibes
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Shortest
Maui: Sunset Cocktail Sail with Open Bar & Pau Hana Vibes Raise a glass on Maui’s sunset cocktail sail: handcrafted drinks, golden hour views, upbeat tunes, and a premium open bar. Includes local crew and pro photos. Every day · 16:00 · All ages ★ 4.76 (104 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 169 per person
Maui Whale Watching: Midday Tour from Mā’alaea Harbor
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Travelers' pick
Maui Whale Watching: Midday Tour from Mā’alaea Harbor Feel the thrill of Maui’s midday whale watching tour from Mā’alaea Harbor. Spot humpback whales, enjoy snacks & drinks, and sail with a local guide. Includes boarding info. Every day · 13:30 · All ages ★ 4.88 (104 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 110 per person
Maui Sunset Catamaran Dinner Cruise: Adults-Only Five-Course Sail
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Travelers' pick
Maui Sunset Catamaran Dinner Cruise: Adults-Only Five-Course Sail Two and a half hours aboard Maui's most elegant catamaran for an adults-only five-course dinner with open bar. Every day · 16:45 and 17:00 · From age 18 ★ 4.78 (63 reviews) Duration: 2h 30m Live guide: EN ✓ Free cancellation. from US$ 249 per person
Maui Sunset Sail: Appetizers and Music Aboard Ocean Spirit
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Excellent quality
Maui Sunset Sail: Appetizers and Music Aboard Ocean Spirit Board the Ocean Spirit catamaran at Ma'alaea Harbor for a sunset cruise with pupus, two complimentary drinks and live island music. Every day except Tuesday · 16:00 · All ages ★ 4.58 (226 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 138 per person
Maui Sunset Sail: Humpback Whales & Inter-Island Views
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Travelers' pick
Maui Sunset Sail: Humpback Whales & Inter-Island Views Two-hour sunset sail on the 55-foot Akialoa catamaran from Mā'alaea Harbor with local appetizers, open bar, and whale watching December through March. Every day · 16:00 · All ages ★ 4.93 (54 reviews) Duration: 2h ✓ Free cancellation. from US$ 127 per person
Paragon Sunset Sail Maui: 47' Catamaran from Lahaina
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Travelers' pick
Paragon Sunset Sail Maui: 47' Catamaran from Lahaina Sail the 'au'au Channel at sunset aboard the Paragon, a 47-foot performance catamaran from Lahaina Harbor, with sparkling wine. Every day except Saturday · 16:15 · All ages ★ 4.90 (50 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 127 per person
Snorkeling off Lahaina, Maui: Sea Turtles & Sailing
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Excellent quality
Snorkeling off Lahaina, Maui: Sea Turtles & Sailing Sail and snorkel off Lahaina on a small-group catamaran with premium gear, island lunch and open bar included, no motors. Every day · 10:00 · All ages ★ 4.95 (145 reviews) Duration: 5h Live guide: EN ✓ Free cancellation. from US$ 193 per person
Maui: Whale Watching & Turtle Snorkel Tour with BBQ Lunch
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Excellent quality
Maui: Whale Watching & Turtle Snorkel Tour with BBQ Lunch Feel the thrill of Maui whale watching and snorkel with turtles from a spacious yacht. Includes BBQ lunch, open bar, and gear. Family-friendly, with pickup options. Mon, Wed and Fri · 13:30 · Season until 30 Nov · All ages ★ 4.77 (131 reviews) Duration: 3h 30m Live guide: EN ✓ Free cancellation. from US$ 147 per person
Maui Outrigger Canoe Tour & Snorkeling with Local Guide
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Excellent quality
Maui Outrigger Canoe Tour & Snorkeling with Local Guide Experience Maui’s Wailea coast by outrigger canoe, snorkel with sea turtles, and learn Hawaiian traditions from a local guide. Includes gear and bottled water. Every day · 08:00 · From age 3 ★ 4.62 (63 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 179 per person

The top 12 of 14 options, side by side

✓ 2026-11-14
OptionPriceDurationRatingDays and timesGuide languages
Maui Sunset Sail on Catamaran: 'Alihilani with Open BarOur pick
US$ 127 per person
2h 30m4.94★ · 230Every day · 16:00English
Maui: Sunset Cocktail Sail with Open Bar & Pau Hana VibesShortest
US$ 169 per person
2h4.76★ · 104Every day · 16:00English
Maui Molokini Crater Snorkel Sail & Buffet LunchAlso recommended
US$ 221 per person
5h4.85★ · 224Every day · 07:30English
Maui: Molokini & Turtle Town Luxury Catamaran Snorkel
US$ 318 per person
5h4.96★ · 661Every day · 06:30English
Maui: Catamaran Snorkel & Taco Bar with Turtle Sightings
US$ 169 per person
3h4.70★ · 181Every day · 11:00 and 13:00English
Snorkeling Maui: Molokini Crater & Turtle Town with Sailing
US$ 269 per person
5h4.91★ · 138Every day · 07:00English
Maui Whale Watching: Midday Tour from Mā’alaea Harbor
US$ 110 per person
2h4.88★ · 104Every day · 13:30English
Maui Sunset Catamaran Dinner Cruise: Adults-Only Five-Course Sail
US$ 249 per person
2h 30m4.78★ · 63Every day · 16:45 and 17:00English
Maui Sunset Sail: Appetizers and Music Aboard Ocean Spirit
US$ 138 per person
2h4.58★ · 226Every day except Tuesday · 16:00English
Maui Sunset Sail: Humpback Whales & Inter-Island Views
US$ 127 per person
2h4.93★ · 54Every day · 16:00—
Paragon Sunset Sail Maui: 47' Catamaran from Lahaina
US$ 127 per person
2h4.90★ · 50Every day except Saturday · 16:15English
Snorkeling off Lahaina, Maui: Sea Turtles & Sailing
US$ 193 per person
5h4.95★ · 145Every day · 10:00English

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