Maui Cruises & Sailing Tours tours

Maui Cruises & Sailing Tours

7 experiences to discover

Day & Sunset CruisesDinner Cruises

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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Maui Sunset Catamaran Sail
4.54Rating:

Maui Sunset Catamaran Sail

From $114

Immerse in Maui's romantic sunset views

Beer, white wine, sparkling wine, and cocktails

Maui Catamaran Sunset Sail
4.37Rating:

Maui Catamaran Sunset Sail

From $159

Sail aboard a 65' luxury catamaran

Sunset sail aboard a 65’ luxury catamaran

Ka'anapali Beach Sunset Dinner Sail
4.31Rating:

Ka'anapali Beach Sunset Dinner Sail

$149-$158

Sail with the wind through your hair

Buffet dinner with teriyaki chicken, fried rice, and more

Maui Sunset Dinner Tour to Haleakala National Park
3.74Rating:

Maui Sunset Dinner Tour to Haleakala National Park

$237-$255

Watch a stunning sunset from Maui's highest peak

Driver/guide

Kaanapali Sunset Dinner Catamaran Cruise
3.54Rating:

Kaanapali Sunset Dinner Catamaran Cruise

From $154

Sail into the sunset on a luxury catamaran

Full open bar

Ma'alaea Sunset Dinner Cruise
3.31Rating:

Ma'alaea Sunset Dinner Cruise

From $150

Gaze at a tropical sunset from a triple-decker catamaran

Tableside service

Maalaea Sunset Dinner Cruise Aboard the Quicksilver
2.83Rating:

Maalaea Sunset Dinner Cruise Aboard the Quicksilver

From $140

Sip on local cocktails as you relax

3-course meal