Top Maui Sailing Trips

Cruises, Sailing & Water Tours See all

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Molokini Sail and Snorkel Adventure

5 star rating: Highly Recommended 148 Reviews

Cruise to Molokini and snorkel into a crescent-shaped submerged volcanic crater! Discover the beautiful coral reefs and tropical fish underneath the water, or ... 

Location: Maui, Hawaii
Duration: 5 hours

From USD $117.52

Whalewatch Sail Lahaina

4.5 star rating: Recommended 8 Reviews

Experience Maui's top-rated whalewatch with the experts on Maui's newest, eco-friendly sailing catamaran, that offers maximum space and comfort with optimum ... 

Location: Lahaina, Hawaii
Duration: 2 hours

From USD $68.38

Sail Maui Performance Sailing Charters

Sail Maui is proud to offer a destination snorkel sail to the exclusive island of Lana’i. Join us on Paragon to discover why the island has been named one of ... 

Location: Lahaina, Hawaii
Duration: 7 hours

From USD $195.00

Honolua Bay Snorkel Sail

5 star rating: Highly Recommended 1 Review

Come aboard Maui's newest luxury sailing catamaran and cruise along the beautiful Ka’anapali Coastline to the breathtaking waters of Honolua Bay, one of Maui’s ... 

Location: Lahaina, Hawaii
Duration: 5 hours

From USD $137.96

Teralani Sunset Maui Cocktail Sail

4.5 star rating: Recommended 17 Reviews

This relaxing Maui cocktail cruise takes you between the islands of Lanai and Molokai, for a stunning picture-perfect sunset. Unwind with your favorite ... 

Location: Maui, Hawaii
Duration: 2 hours

From USD $73.50

Sunset Sail Maui

Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean.This relaxing cruise is aboard ... 

Location: Lahaina, Hawaii
Duration: 2 hours

From USD $89.16
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