Maui Cruises & Sailing Tours - Page 2

33 experiences to discover

Day & Sunset Cruises Dinner Cruises Sailing Trips

Explore the best cruises & sailing tours tours and activities in Maui. Our unbiased ratings help you find the perfect experiences for your trip.

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4.4

Maui Catamaran Sunset Dinner Sail (Adults-Only)

From $289

1 provider live

Sail into the Maui sunset

Top-shelf open bar featuring signature wines & premium spirits

4.4

Maui Catamaran Sunset Sail with Appetizers

From $138

1 provider live

Feel the wind as you sail Maui's coastline

Appetizers

4.35

Maui Catamaran Sunset Sail

From $159

2 providers combined

Sail into golden hour on a luxury catamaran

Sunset sail on a 65’ luxury catamaran

4.34

Maui Sunset Dinner Sail

$149-$167

2 providers combined

Sail with the wind along Maui's coast

Full range of beverages including local beers and wines

4.33

Maui Canoe Sailing Experience

From $179

1 provider live

Sail the stunning Wailea coast

Bottled water

4.33

Maui Sunset Sailing Cruise from Ma'alaea Harbor

From $71

1 provider live

Experience authentic sailing on a catamaran

Appetizers

4.29

Maui Whale Watching Sail

From $148

1 provider live

Experience the thrill of whale watching

Buffet lunch

4.08

Maui Sailing on a Floating Tiki Bar 2 hr

From $119

1 provider live

Sail on a charming Hawaiian catamaran

Two restrooms on board

3.94

Maui Sunset Cruise with 4-Course Dinner

From $178

1 provider live

Savor a 4-course meal with local flavors

Sunset cruise

3.76

Maui Ka'anapali Sunset Cocktail Sail

From $135

1 provider live

Sail on a luxury catamaran

Appetizers

3.73

Maui Ka'anapali Sunset Dinner Sail

From $169

1 provider live

Sail on a luxury catamaran

Buffet style menu

3.67

Maui Wailele Luau with Fire and Knife Performance

From $219

1 provider live

Experience thrilling fire-knife dances

Array of different tropical drinks, beer and wine