USA  »  Hawaii  »  Maui  »  Sailing in Maui

Sailing in Maui

Our pick: Maui: Molokini & Turtle Town Luxury Catamaran Snorkel — US$ 318 (5h, 4.96★ · 633). Best value: Maui Sunset Sail on Catamaran: 'Alihilani with Open Bar — US$ 117 (2h 30m, 4.94★ · 200).

4.8 10 experiences from US$ 102 ✓Free cancellation on most experiences

The verdict

Our pick
Maui: Molokini & Turtle Town Luxury Catamaran Snorkel
›
‹
Best value
Maui Sunset Sail on Catamaran: 'Alihilani with Open Bar
›
‹
Top rated
Lahaina Maui: Sea Turtle Snorkel Sail with Lunch & Open Bar
›
‹

All 10 options, side by side

✓ 2026-09-29
OptionPricePer personLengthRatingCancellationExtra fee
Paragon Sunset Sail Maui: 47' Catamaran from LahainaUS$ 102 p.p.
US$ 102
2h4.89★ · 36free—
Maui Sunset Sail: Humpback Whales & Inter-Island ViewsUS$ 108 p.p.
US$ 108
2h4.89★ · 37free—
Maui Sunset Sail on Catamaran: 'Alihilani with Open BarBest valueUS$ 117 p.p.
US$ 117
2h 30m4.94★ · 200free—
Maui: Sunset Sail from Ma'alaea Harbor with Pupus & DrinksUS$ 138 p.p.
US$ 138
2h4.57★ · 223free—
Maui: Whale Watching & Turtle Snorkel Tour with BBQ LunchUS$ 147 p.p.
US$ 147
3h 30m4.77★ · 131free—
Lahaina Maui: Sea Turtle Snorkel Sail with Lunch & Open BarTop ratedUS$ 163 p.p.
US$ 163
5h4.95★ · 135free—
Maui Outrigger Canoe Tour & Snorkeling with Local GuideUS$ 179 p.p.
US$ 179
2h4.62★ · 63free—
Maui: Sunset Cocktail Sail with Open Bar & Pau Hana VibesUS$ 181 p.p.
US$ 181
2h4.74★ · 98free—
Maui Molokini Crater Snorkel Sail & Buffet LunchUS$ 200 p.p.
US$ 200
5h4.85★ · 223free—
Maui: Molokini & Turtle Town Luxury Catamaran SnorkelOur pickUS$ 318 p.p.
US$ 318
5h4.96★ · 633free—

Real price per person across the 10 options: US$ 102–US$ 318 (median US$ 147). With 100+ reviews: 6 of 10.

Default order: price per person.

Sort
Maui: Sunset Sail from Ma'alaea Harbor with Pupus & Drinks
›
‹
Maui: Sunset Sail from Ma'alaea Harbor with Pupus & Drinks★★★★★★★★★★ 4.57 (223)2hYou’ll board a sailing catamaran at Ma'alaea Harbor for an evening of island-style music, fresh pupus (appetizers), and two included drinks as Maui’s sky shifts color over the Pacific. With a local crew sharing stories and whale watching in season, you’ll feel both relaxed and part of something special out on the water.Free cancellationKids −17%fromUS$ 138View ›
Maui: Sunset Cocktail Sail with Open Bar & Pau Hana Vibes
›
‹
Maui: Sunset Cocktail Sail with Open Bar & Pau Hana Vibes★★★★★★★★★★ 4.74 (98)2hYou’ll feel Maui’s golden hour on your skin as you sail into sunset with a handcrafted cocktail in hand. Enjoy fresh island bites, spot whales if you’re lucky, chat with friendly crew, and soak up relaxed “pau hana” vibes before dinner ever crosses your mind.Free cancellationKids −22%fromUS$ 181View ›
Maui Outrigger Canoe Tour & Snorkeling with Local Guide
›
‹
Maui Outrigger Canoe Tour & Snorkeling with Local Guide★★★★★★★★★★ 4.62 (63)2hYou’ll paddle an authentic Hawaiian outrigger canoe along Maui’s Wailea coast with a local guide who shares real family stories. Snorkel clear waters with sea turtles, spot seasonal whales if you’re lucky, and learn about ancient navigation firsthand. With gear included and cold water on board, it’s an experience you’ll remember long after your feet hit the sand again.Free cancellationKids −27%fromUS$ 179View ›
Maui Sunset Sail: Humpback Whales & Inter-Island Views
›
‹
Maui Sunset Sail: Humpback Whales & Inter-Island Views★★★★★★★★★★ 4.89 (37)2hThe Akialoa Sunset Sail is a two-hour catamaran tour departing from Mā'alaea Harbor on Maui, sailing through the inter-island channel between Maui, Lāna'i and Kaho'olawe. You'll relax on deck with local appetizers and an open bar while the sun drops toward the horizon; from December to March, humpback whales often appear during the crossing. The boat holds 48 passengers maximum. Arrive 30 minutes before departure at Slip #72; boarding closes 10 minutes before the boat leaves.Is it for me?At 48 passengers maximum, the Akialoa keeps the boat intimate enough that you're not fighting for deck space or a view—the group size is what makes the sunset and the whales (December–March) feel like something you're sharing rather than watching from the back of a crowd.Free cancellationTravelers' pickKids −29%fromUS$ 108View ›
Paragon Sunset Sail Maui: 47' Catamaran from Lahaina
›
‹
Paragon Sunset Sail Maui: 47' Catamaran from Lahaina★★★★★★★★★★ 4.89 (36)2hThe Paragon Sunset Sail is a two-hour sailing experience aboard a 47-foot performance catamaran departing Lahaina Harbor on Maui's west coast. You sail the 'au'au Channel at sunset with views of Lāna'i and Moloka'i, sipping sparkling wine or local beer and eating hot and cold appetizers while the crew handles the boat. The catamaran holds a maximum of 25 passengers, and the open bar, reef-safe sunscreen and non-alcoholic drinks are all included.Is it for me?Book this sail if you want to be on an actual sailing boat rather than a motor vessel, and if a smaller passenger count—capped at 25—matters to you. The performance catamaran design and open bar make this a different experience from the larger sunset cruises in Lahaina.Free cancellationTravelers' pickKids −29%fromUS$ 102View ›
Maui Molokini Crater Snorkel Sail & Buffet Lunch
›
‹
Maui Molokini Crater Snorkel Sail & Buffet Lunch★★★★★★★★★★ 4.85 (223)5hYou’ll sail from Mā’alaea Harbor to Molokini Crater alongside a local crew, get fitted for snorkel gear (with lessons if you need), swim among tropical fish in crystal-clear water, then relax on deck with a buffet lunch and island coffee. Expect laughter, ocean breezes, and maybe a quiet moment or two that sticks with you long after.Free cancellationKids −29%fromUS$ 200View ›
Maui: Whale Watching & Turtle Snorkel Tour with BBQ Lunch
›
‹
Maui: Whale Watching & Turtle Snorkel Tour with BBQ Lunch★★★★★★★★★★ 4.77 (131)3h 30mYou’ll spot humpback whales up close off Maui’s coast, then snorkel among turtles above bright coral reefs. Enjoy a relaxed BBQ lunch on deck with local flavors and fresh air before unwinding at the open bar as you cruise back under the sun—these are moments that stick with you long after.Free cancellationKids −16%fromUS$ 147View ›

Frequently asked questions

Can I book with free cancellation?

Yes: 10 of the 10 options offer free cancellation, so you can book now and confirm your plans later.

How long do these experiences last?

Most options last up to 2 hours. There are also shorter and longer formats to fit your itinerary.

Which one is the travelers' favorite?

Maui: Molokini & Turtle Town Luxury Catamaran Snorkel is the travelers' favorite, rated 4.96 out of 5 across 633 reviews.

More things to do in Maui

Do you need help planning your next activity?